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14 Great Pocket Cruisers in 2023

• By Victor Tan
• Updated: July 20, 2023

Pocket cruisers and mini yachts are generally vessels under 50 feet in length overall, and can include express cruiser designs, flybridge yachts as well as either monohull or catamaran hull forms. They are cruising boats easily handled by a small, or even shorthanded, crew. Pocket cruisers generally have wave-taming hull designs and have the ability to take on sporty seas, offer comfortable accommodations belowdecks with one or two staterooms for extended voyages, “homelike amenities,” and the ability to cruise as slowly or as quickly as an owner desires with inboard- and outboard-power options. These pocket-cruising boats have the range for longer voyages , can pull up in skinny water at the sandbar thanks to shallow drafts, and head over the horizon where cruising adventure awaits. Pocket cruisers are true multitasking yachts. When it comes to family and couples cruising, it’s hard to beat a well-built and well-equipped and pocket cruiser.

Best Cruising Boats Under 50-Feet

The following 14 pocket cruisers and mini yachts are all vessels we’ve seen, been aboard, and tested. They are listed in no particular order.

• Hood 35 LM: high-tech, family-friendly pocket cruiser
• Galeon Yachts 375 GTO: mid-size boat with plenty of below-deck space
• Aquila 42: sleek power catamaran ready to entertain
• Azimut Verve 42 : small, yet mighty yacht ready for open water
• Hinckley Yachts 35: luxury picnic cruiser with range
• Beneteau Gran Turismo 45: sleek cruising yacht with all the amenities
• Solaris Power 48 Open: eye-catching power yacht with 360-degree views
• Cruisers Yachts 42 GLS: luxury cruiser yacht with powerful outboard options
• Back Cove 34O: modern outboard power combined with classic Downeast styling
• Picnic Boat 40: speedy and fuel-efficient vessel with great looks
• Aquila 36: comfortably seat up to 20 guests for fun on the salt
• Boston Whaler 350 Realm: multitasker built for fishing and entertaining
• MJM 35z: sporty, aesthetically pleasing, cruising-conscious features and elegant lines
• Greenline 39: sturdy-looking lines and environmentally-friendly power

When Android co-founder, Rich Miner, wanted a new family-friendly pocket cruiser , he turned to a custom-penned C.W. Hood design and a Lyman-Morse-built 35-footer, which has a timeless Down East profile matched to seriously modern technology under the hood.

This yacht looks like a traditional, cold-molded Down East dayboat, but actually, it has everything, from Hamilton HJX Series water-jet drives to a planned Sea Machines autonomous command-and-control system . Top speed: 40-plus knots.

Quick Specifications

Galeon yachts 375 gto.

Even the remnants of Hurricane Ian, couldn’t dissuade the Galeon Yacht 375 GTO from its cruising mission. The small yacht’s wave-splitting hull form is paired to torque-filled 600 hp Mercury Verado outboards , giving this fun-in-the-sun boat a 47-knot top hop.

The 375 GTO is a speedster, to be sure, but it’s also so much more. Just about every aspect of the main deck seating is transformable and multifunction, from the aft seating to the alfresco dining abaft the helm, and beyond. It also has a family-size and eminently cruise-worthy belowdecks space for four guests, all while providing a foredeck entertaining lounge too.

The Galeon Yachts 375 GTO ticks all the boxes for an easy-to-handle and sporty cruiser.

Aquila 42 Yacht Power Catamaran

Following the success of its 44-, 54- and 70-foot power catamaran models, Aquila has launched the stable-as-a-table, owner-operator-ready Aquila 42 Yacht Power Catamaran .

The Aquila 42 is the entry point into the builder’s yacht line and is noteworthy for its ability to accommodate anywhere from a two- to four-stateroom layout, depending on the owner’s cruising requirements. There are alfresco spaces to manage the sunset cruise with friends and family, including a foredeck lounge area that can be accessed via centerline steps from the flybridge. The Aquila 42 is available with several Volvo Penta diesel-engine options .

Azimut Verve 42

Want to cruise from Florida to Bimini in about an hour? The Azimut Yachts Verve 42 can do that thanks, in part, to triple 450 hp Mercury Racing outboards and a hull designed to dice-and-slice a seaway. Top hop: 45 knots. The Verve 42 also has style for miles with a fine entry, raked hardtop, and a razorlike sheerline accented by sweeping hull glass from bow to stern. It’s striking.

With accommodation for a family of four, the Verve 42 is also solid under the hull tokeep everyone safe on those passages. The Verve 42’s hull is built of fiberglass and uses vinylester resins for blister protection. The yacht’s deck and hardtop are comprised of carbon fiber for strength without added weight. This all means that the Azimut Verve 42 is built to CE Classification Type A , making it suitable for sea voyages where winds can exceed 45 mph and seas to 13 feet.

Hinckley Yachts 35

The Hinckley Yachts 35 takes everything that yachtsmen like about this pedigreed-brand’s classic profile and infuses today’s modern outboard power to create 40 knots of sheer fun wrapped in sheer luxury.

This 35-foot Hinckley is built on a Michael-Peters-penned hull form with a fine entry, wider-than-average chines and a moderate deadrise. While the boat is built to sprint when desired, it’s also a relatively economical cruiser. For instance, a comfortable 24-knot cruise the Hinckley Yachts 35 has a 276-nautical-mile range.

It also has a tech-build thanks to vacuum-infused carbon-fiber composites and epoxy resin. An integrated interior structure is infused with the hull adding rigidity. The hull is then post-cured in an 80-foot oven, further strengthening the structure.

Beneteau Gran Turismo 45

The Beneteau Gran Turismo is the flagship of the builder’s four-model GT series, which also includes 32-, 36- and 41-foot models.

The Gran Turismo 45 ’s cruise-centric layout includes two staterooms and two heads belowdecks, as well as a galley down. There is also a dinette for meals and a settee for rainy-day lounging. Entertaining guests and enjoying the sun is the primary mission of the main deck.

Solaris Power 48 Open

The Solaris Power 48 Open was the first powerboat from this longtime builder known for its sailing yachts, ranging from 40 to 110 feet length overall. The Solaris Power 48 Open is notable for its wave-slicing plumb-bow design, high freeboard forward and 32-knot-plus speed. Power is twin 480 hp Volvo Penta IPS650 diesels.

The high freeboard keeps the deck dry and help creates sizable volume belowdecks with an average 6-foot-6-inch headroom. This enables real estate for either one or two staterooms. With the single-stateroom setup, there is a forepeak master stateroom while an L-shaped settee converts to sleeping accommodations for family or occasional guests. Interior wood options are oak or walnut.

Cruisers Yachts 42 GLS

Outboard-power cruising aficionados will appreciate the triple-engine options for the Cruisers Yachts 42 GLS . The 42 GLS we got aboard had the triple 400 hp Mercury Verados , which produced a top hop of 45 knots, but triple 450 hp Verados are available. Triple 350 hp Mercury Verados are the standard engine option. No matter the power arrangement, this express cruiser can easily be used for wakeboarding and tube towing. The 42 GLS is designed to handle the rough stuff too, with a fine entry and 21-degree transom deadrise.

For cruising enthusiasts, the 42 GLS has a master stateroom with an athwartships and a nearly queen-size berth, and the lower salon’s U-shaped dinette converts to a queen-size berth for the kids.

Back Cove 34O

Combining modern outboard power with classic Downeast styling, the Back Cove 34O touts award-winning standards with cruising in mind. The 34O is equipped with twin 300 hp Yamaha outboards, engines that allow the Newport International Boat Show’s 2018 Best Powerboat Under 35 Feet winner to travel up to 214 nautical miles at 24 knots on a 250-gallon fuel tank.

Belowdecks, the 34O has an island double berth and a split-head arrangement with the toilet to port and a separate shower stall to starboard. On the main deck, a U-shape dinette to port accommodates four or more guests on the Back Cove Yachts vessel. The 34O’s galley is equipped with a Cuisinart microwave, a two-burner Kenyon electric cooktop and a Vitrifrigo fridge and freezer.

Picnic Boat 40

Hinckley Yachts unveiled its first Picnic Boat more than two decades ago. Now, after two previous, sub-40-foot models, the Maine-based boatbuilder has developed its largest and most advanced model to date: the Picnic Boat 40.

Twin 480 hp Cummins diesel engines paired to twin Hamilton 322 jet drives propel the yacht to a 30-knot cruising speed and 34 knots on the pins. With optional twin 550 hp Cummins diesels, cruise and top-end speeds jump to 35 and 38 knots, respectively.

There is an L-shaped settee with a table and a wet bar on the main deck to port. The helm station is forward and to starboard with a benchseat for two. There is also a companion seat across from the helm. Belowdecks, there is 6-foot-2-inch headroom, and the dinette table drops to form a California-king berth for overnights and weekending.

Aquila Power Catamarans started its line with 44- and 48-footers, and now the builder’s Aquila 36 takes the line into the midsize market.

The 36 features a single, main-living area from bow to stern, helped in part by the vessel’s 14-foot, 7-inch beam. The boat can comfortably seat up to 20 guests for fun on the salt. Several Mercury Verado engine options are available for the Aquila 36, including twin 250-, 300- and 350-hp four-strokes. With the 350s, the Aquila has a top-end speed of 37 knots.

Other notable features include a fiberglass hardtop, a dinette, a cooktop, a fridge, a sink and a smokeless grill. Belowdecks, there are two staterooms with nearly queen-size berths, en suite heads and 6-foot-6-inch headroom in each.

Boston Whaler 350 Realm

From fishing and entertaining guests to diving and overnight cruising, Boston Whaler ‘s 350 Realm is a multitasker. And it’s fast, too. It’s powered with either triple 300 hp or triple 350 hp Mercury Verados. The 350 Realm can reach a top speed of 46 knots.

At the helm, two Raymarine displays provide vital navigation data. The captain can take in the displays’ view from a doublewide helm seat. There’s a flip-down platform for standing when needed and a footrest when desired.

There is a V-shaped berth that converts into a double berth with a filler cushion. The separated head has a VacuFlush MSD and a hot-and-cold shower. Owners also have the option to add a microwave and a flat-screen TV.

The MJM 35z can reach a top speed of 44 knots and a cruising speed of 33 knots on its optional 350 hp Mercury Verado outboards; twin 300 hp outboards are standard on this MJM Yachts vessel. Additionally, the 35z can travel up to 304 nautical miles on its 250-gallon fuel tank.

The 35z has a flush-deck layout and to port is space for an electric grill, a baitwell, a sink, an ice maker and a fridge. There are two Stidd helm seats—one for the helmsman and the other for a copilot—that rotate to face the rest of the seating aft. In the cabin is V-shaped seating forward that can be converted to a berth.

Owners also have the option of adding a Seakeeper 3 gyrostabilizer and a full-length Bimini top to shade the cockpit.

Greenline 39

Greenline Yachts ‘ vessels are aptly named for their environmentally friendly means of moving about; the Greenline 39 is no different. The Slovenian yacht manufacturer produces two types of this model: hybrid and solar.

If owners opt for the latter, the 39’s four solar panels atop the salon power all of the vessel’s systems for three hours. With the power of the sun, the 39 can achieve a max speed of 6.5 knots and a cruising speed of 4 knots. The hybrid type uses those same panels to help power a 220 hp Volvo Penta D3 with a Mahle electric-drive system. Owners have the option of replacing the standard engine with a 370 hp Yanmar 8LV diesel.

Belowdecks, scissor berths provide accommodations for long weekends.

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My Cruiser Life Magazine

What Is a Pocket Cruiser Sailboat? – Best Small Boats Under 30 feet 2022

If you want to go on a daysail this week, a week-long vacation over the holidays, and then sail to the Caribbean next year, a pocket cruiser might be the boat for you. Pocket cruisers provide big-boat features with all of the comforts of home but in a small package. Go the distance in a small, easy-to-handle, budget-friendly yacht.

Table of Contents

What is a pocket cruiser sailboat, what makes a great pocket cruiser, budget-friendly pocket cruiser sailboats.

• Functionality 
• Pacific Seacraft Flicka 20 

Falmouth Cutter 22

• Pacific Seacraft Dana 24 

Cape Dory 25D

Contessa 26.

• Morris Frances 26 

Albin Vega 27

Sail away in a pocket cruiser.

Different articles and authorities list different requirements for pocket cruisers. In any case, a pocket cruiser is small, capable, and suitable for the cruising couple who puts a focus on simplicity. A pocket cruiser is a tiny cruising sailboat that can take you out for the weekend or a season. 

In many ways, the pocket cruiser is to sailboats what the tiny house is to home-ownership. It has all the same parts as a regular-sized house, but everything is smaller and requires a different mindset to enjoy.

For this article, I’m choosing to define a pocket cruiser as a boat with these features.

• Under 30 feet
• Seaworthy, ocean-going vessel
• Sleeping accommodations
• Enclosed Head / Toliet facilities

A pocket cruiser should look salty and ready to take on the world’s oceans. The best pocket cruiser sailboats look like they would be home in a postcard sent from the Caribbean, South Pacific, or wherever the boat took her crew. Often these salty sailboats were inspired by hardworking historical vessels and modernized. 

Pocket cruisers often feature opening bronze windows, opening hatches, and teak trim. Lyle Hess designs like the Falmouth Cutter and Nor’Sea 27 have beautiful nautical details. However, some pocket cruisers are more stripped down and focused on speed and easy maintenance. 

Pocket cruisers should have all the necessities for cruising life. These necessities include comfortable sleeping accommodations for at least two people, a functional galley, and a head.

Pocket cruisers should be at home daysailing or blue water sailing.

Is a Pocket Crusier Right for You?

If you are just getting started in cruising, a pocket cruiser can give you a taste of the good life. These smaller boats are affordable, functional, and just plain fun to sail.

The best small cruising sailboat designs are budget-friendly and can fit in a less expensive slip. The purchase price on an older 25-foot boat is likely much less than a comparably maintained but much bigger boat. Everything about a smaller boat is less expensive. For example, replacing an engine or rigging will be more affordable. In addition, the smaller size and fewer complexities make it more likely you can handle maintenance and projects yourself. 

Maintenance on a boat becomes exponentially more challenging and expensive the longer the boat gets. If your pocket cruiser needs to have its portlights re-bedded, you might be able to tackle that project right away and complete it in the weekend. If a cruising boat twice the size needed the same attention, the project might stretch out for weeks. 

Many marinas have a waitlist for slips that can accommodate full-size cruising boats with deeper draft requirements. But those same marinas often have a few slips for smaller boats with shallow drafts. These “less appealing” slips are often available without a waitlist and at attractive prices. 

Instead of saving for years to afford a larger cruising boat , you might be able to afford a smaller cruising boat sooner and start having fun right away.

Functionality

Pocket cruisers are small and delightful, and you’ll want to take your boat out for daysails, weekends away, or long-term cruises. Bigger boats are harder to maneuver in small marina fairways. Bigger cruising boats often don’t leave the slip for a daysail because it seems like too much trouble. However, if you have a small boat, you’re more likely to take her out for the day. This functionality and usability mean you’ll use and enjoy your boat more.

Pocket cruisers are easy to provision and take out for longer jaunts too. Because pocket cruisers have all the comforts of home, there’s no reason you can’t take your micro cruiser long distances. A pocket cruiser is like a Swiss Army Knife or a Tardis. like the perfect sailing knife . It can do anything and take you anywhere.

Best Small Boats Under 30 feet

The biggest requirement for a pocket cruiser is its small size. While cruising boats are getting bigger and bigger, these pocket cruisers retain their charm and functionality. Boats under 30 feet might not suit those who travel with an entourage or need a walk-in closet. However, they are just the ticket for those seeking a simple life on the open water.

Pacific Seacraft Flicka 20

At 20 feet, the Pacific Seacraft Flicka is the smallest bluewater sailboat on our list. This boat is built solidly and has crossed the world’s oceans. The first Flicka’s were home-built from plans, and Pacific Seacraft built the later models. Pacific Seacraft built their Flickas with fiberglass. The mast can be easily removed for trailering. 

The Flicka is 24 feet long overall, has an 18-foot-long waterline, and a three-foot, three-inch draft. Most Flicka’s have a nine-horsepower Yanmar diesel inboard. 

The Flicka features a v-berth forward, a settee opposite the functional galley, and a head. 

As a small, heavy displacement boat, the Flicka isn’t a racer. She usually cruises between four and five knots but can go six knots in the right conditions. Some sailors report the boat pitches and can have a lot of onboard motion in challenging conditions. 

The Flicka is an attractive boat that fits all the attributes cruisers look for in a pocket sailboat. 

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The Falmouth Cutter 22 is so small it could be considered in the micro cruiser sailboats category. This yacht is built to go anywhere, and you’ll want to go everywhere in it. It looks like a traditional sailboat and would be perfectly at home in a period-piece movie. 

While the Falmouth Cutter has traditional looks, the boat’s hull is fiberglass. This construction lends modern strength and durability to the boat’s classic looks. The Falmouth Cutter was designed by Lyle Hess, famous for designing small bluewater boats. Lyle Hess designed the 22-foot boat Seraffyn for Lin and Larry Pardy. These legendary sailors and authors Lin and Larry Pardy sailed around the world in the 1970s. Lin and Larry’s book  Cruising in Seraffyn made Lyle Hess’ pocket sailboat designs immensely popular. 

• Used Book in Good Condition

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The Falmouth Cutter was inspired by traditional working sailboats operating in the challenging waters around Falmouth, Cornwall in England. These cutters had to be small, fast, and carry large loads as they worked the challenging shores.

The forward cabin features a double berth, a hanging locker, and a head. The galley is aft with a two-burner stove, sink, and icebox. The aft area also houses a chart table. The saloon has two settees. Some owners install an outboard engine to free up interior space used by the standard inboard engine. 

The Falmouth Cutter was first built in 1980. It’s 22 feet long on deck with a 20.5-foot waterline. The length overall is 30.5 feet when you include the impressive bowsprit. It has a three-and-a-half-foot draft. Most come with a seven-horsepower Yanmar diesel inboard. 

The Falmouth Cutter offers a comfortable ride. They are beloved by their owners, and few are on the market at any one time. Used Falmouth Cutters are pricey when compared to other 22-foot sailboats. However, if you want to be the most popular small seaworthy boat in the anchorage, these pocket cruisers are worth the price. 

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Pacific Seacraft Dana 24

The Pacific Seacraft Dana 24 was designed by Bill Crealock. The boat debuted in 1984, and over 200 Dana’s have been built since then. The Dana is 27’3″ long overall, 24′ 2″ on deck, and has a waterline length of 21′ 5″. This sturdy boat has an eight-foot, seven-inch beam and over six feet of standing headroom in the cabin. 

The Dana has a v-berth forward, an inviting salon, an efficient galley, and a private head. The floor plan is open, and the interior feels spacious. The interior features rich teak panels for a cozy feel. 

Bill Crealock designed boats that were “ designed to deliver crews to their destinations in comfort, good shape, and refreshed .” While Crealock designed dozens of the world’s best cruising sailboats, the Dana is one of his best pocket cruiser sailboat designs. 

The Dana is cutter rigged and can sail at speeds up to six-and-a-half knots in the right conditions. The Dana 24 is a beautiful example of a pocket cruiser built to go bluewater sailing in comfort and style. 

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The Cape Dory 25 is a daysailer and weekender boat designed by George Stadel. The Cape Dory 25D is one of the best pocket cruiser sailboats designed by Carl Alberg. 

The Cape Dory 25D features a large head in the forward area instead of a v-berth. The salon is comfortable and spacious and features a 5’11” headroom. Each salon settee can be used as a berth, or the cushions can be arranged to make a large double berth. A quarter berth rounds out the sleeping accommodations. The galley is small but functional. 

The Cape Dory 25D has excellent ventilation with opening brass ports and overhead hatches. 

The Cape Dory 25D is 25 feet long, and has an eight-foot beam, a 19-foot waterline length, and a three-and-a-half-foot draft. It has an inboard Yanmar seven-and-a-half horsepower engine. 

The Cape Dory 25D is popular with Carl Alberg fans looking for small cruising sailboats. 

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The Contessa 26 is another small boat that’s famous for its offshore capability. Tania Aebi circumnavigated in a Contessa 26 and described her experiences in her book, Maiden Voyage.

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The Contessa 26 was designed by Jeremy Rodgers and David Salder in the 1960s. Around 650 Contessa 26 sailboats are cruising today. In 1984, the boat became known as the J.J. Taylor 26, but most people stick with the Contessa 26 moniker regardless of the production date.

The Contessa 26 is 25.5 feet long with a 21-foot waterline. It has a seven-foot, six-inch beam and a four-foot draft. The Contessa 26 has a six-and-a-half or seven horsepower inboard engine. The Contessa 26 was hand-built using fiberglass and known to be strong and sturdy. 

The Contessa 26 has three interior layout options. Each layout features v-berth sleeping accommodations, a head, galley, chart table, and salon seating. The interior is small but safe. The cockpit is suited for offshore work. 

The Contessa is easy to single-hand and is popular with cruisers looking for a bluewater sailboat in a small package. 

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Morris Frances 26

The Morris Frances 26 is a beautiful pocket cruiser, perfect for taking the family on a day sail or cruising long-term. Like all Morris yachts, the Frances was designed by legendary designer Chuck Paine. 

Chuck Paine wanted to design a boat “ capable of yearly cruises to and among the Caribbean islands, small enough to fit my limited budget, but large enough to survive a gale at sea. ” This description perfectly describes the best qualities of pocket cruisers. 

The Morris Frances 26 is 26 feet overall, with a 21.25-foot waterline length. She has an eight-foot, four-inch beam and a three-foot, 10-inch draft. The Frances 26 was built in America by Morris Yachts. The Frances 26 was built by Victoria Marine in England, later called Victoria Yachts. The Frances 26 had a flush deck, while later Victoria 26 versions had a larger coachroof and greater interior space. 

The Frances 26 has accommodations for four. It is usually Bermuda rigged as a cutter or sloop.

The Nor’Sea 27 is another Lyle Hess-designed boat. This rugged cruiser has completed at least four circumnavigations and hundreds of ocean crossings. About 450 Nor’Sea 27 sailboats have been built. The Nor’Sea is a trailerable sailboat, making it possible to move the boat to new cruising areas without sailing the whole way.

The Nor’Sea 27 was originally built in 1977 by Heritage Marine. The company was sold and renamed Nor’Sea. The 27 ft long boat has an eight-foot beam and a three-foot, ten-inch draft. The length overall increases to 31 feet when you include the bowsprit.

The Nor’Sea is available in two layouts. Buyers can choose between the popular center cockpit boat with an aft cabin or an aft cockpit with a convertible dinette. In the popular aft cabin model, there’s a forward dinette, a small galley, a private head, and an aft cabin with two berths. 

The Nor’Sea 27 is hand-laid and molded-in lapstrakes giving this small yacht a traditional look. If you can’t get enough of Lyle Hess-designed small cruising boats, check out the Bristol Channel Cutter 28. 

The Albin Vega 27 is a well-known ocean voyager. Over 3,000 Vegas were built, and several have circumnavigated. John Neal sailed his Vega from Seattle to the South Pacific and wrote about the voyage in Log of Mahina .

The Albin Vega 27 is 27 feet long, with a 23-foot waterline, eight-foot beam, and three-foot, ten-inch draft. Vegas is equipped with 10 or 13-horsepower diesel inboard engines. 

The Albin Vega 27 features a v-berth, head, and salon with two single bunks. The galley is located over the companionway steps. The interior is small but seaworthy and will suit a couple or a small family. 

The Albin Vega 27 is an affordable cruising boat that can cross oceans while keeping its crew safe and comfortable.

Albin Vega 27 Boat Sails into the Record Books

Jarle Andhoy sailed a Vega to the Arctic and shared his voyage on Norweigan TV. Matt Rutherford circumnavigated the Americas in a Vega and created a documentary film, Red Dot on the Ocean , about his solo voyage.  

During his cruise, Rutherford earned several Guinness World Records.

Pocket cruisers are so appealing — you’ll want to sail away in one. The good news is, that these boats were built to do just that. 

In the words of several famous sailors– go simple and go now .

Matt has been boating around Florida for over 25 years in everything from small powerboats to large cruising catamarans. He currently lives aboard a 38-foot Cabo Rico sailboat with his wife Lucy and adventure dog Chelsea. Together, they cruise between winters in The Bahamas and summers in the Chesapeake Bay.

Great review of pocket cruisers, Matt! It’d be cool if factories produced a few of these today. Cheers.

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• Articles and Guides

11 Best Small Sailboat Brands: How to Choose Your Next Daysailer or Pocket Cruiser

12th oct 2023 by samantha wilson.

Sailing is a relaxing, invigorating pastime that allows you to harness wind and waves in a unique and historic way without requiring a 50-foot yacht to enjoy what’s special about the experience. In fact, small sailboats allow a delightful back-to-basics experience that often gets lost on larger, systems-heavy sailboats.

On a small sailboat you can connect with the sea, feeling the boat move beneath you. The boat is typically easy to rig, simple to sail, and can even be sailed solo. Small sailboats give you the freedom to trailer your or car-top your boat and go anywhere, and they’re perfect for learning the nuances of sailing. There are many excellent brands and models of small sailboat, each with their own appeal, and here we narrow down some of our favorite in the daysailer and pocket cruiser categories under 30 feet. 

Difference Between a Daysailer and a Pocket Cruiser

While there are many different types of sailboat on the market and there is no single definition of either a daysailer or a pocket cruiser, they are used in a particular way, as the names imply. The term daysailer covers a huge array of sailboats, smaller and sometimes larger, and is generally defined as any day boat used for local sailing, with a simple rig, and easy to get underway. A pocket cruiser typically offers a cabin and head, and adequate accommodations for an overnight stay and sometimes longer cruises. Having said that, there is a large overlap between the two in many instances, so the lines may become blurred. 

What Size is a Small Sailboat?

Small is a relative term of course, but in general—and for the purposes of this article—a small sailboat is one that could be sailed by a small crew, often with one or two people aboard. It will have a simple rig and be trailerable, and it might be either a daysailer or pocket-cruiser style vessel as above. Within those categories, there are many models and styles, but when it comes to length we consider a sailboat as small when it’s under 30 feet in overall length. 

The Best Sailboats Under 30 Feet

Pocket cruiser: Beneteau First 27.  The Beneteau First 27 is a modern example of a pocket cruiser, earning Cruising World ’s Boat of the Year award in the Pocket Cruiser category in 2022. With space for up to six people accommodated in a separated bow-cabin and open saloon, it offers families the chance to go farther, explore more, and cruise in comfort. There is a galley with freshwater and a head, adding to the interior home comforts. The sailboat itself is modern, fast, and stable, designed by Sam Manuard, and has been designed to be incredibly safe and almost unsinkable thanks to its three watertight chambers. The handling is also refreshingly intuitive, with a well-designed cockpit, simple deck controls, and double winches allowing it to be sailed solo, by two people, or a small crew. 

Beneteau sailboats for sale

Photo credit: Beneteau

Daysailer: Alerion 28.  You’ll certainly turn heads cruising along in an Alerion 28, a daysailer whose forerunner by the same name was designed by Nathanael Herreshoff in 1912 and then updated with a modern underbody for fiberglass production by Carl Schumacher in the late 1980s. This pretty daysailer manages to combine a traditional silhouette and classic feel, with very modern engineering creating an excellent package. Over 470 of these sailboats were built and sold in the past 30 years, making it one of the most popular modern daysailers on the water. With a small cabin and saloon, complete with miniature galley area, it offers respite from the sun or wind and the option for a night aboard. The cockpit offers a beautiful sailing experience, with plenty of space for the whole family. 

Alerion boats for sale

Photo credit: Alerion Yachts

The Best Sailboats Under 25 Feet

Pocket cruiser: Cornish Crabber 24.  British manufacturer Cornish Crabber has been producing beautiful, traditional style small sailboats for decades, ensuring they honor their heritage both in the construction style and appearance of their boats. The Cornish Crabber 24 is the most iconic of their range and dates back to the 1980s. It offers a simple yet surprisingly spacious interior layout with cabin, galley, and head, and a good sized cockpit, as well as seating for up to six people. It’s the perfect family sailboat, with clever use of storage as well as just under 5000 pounds of displacement providing stability and easy tacking. Aesthetically the 24 is simply beautiful, with a traditional silhouette (combined with modern engineering), finished in hardwood trims. 

Cornish Crabber boats for sale

Photo credit: Cornish Crabber

Daysailer: Catalina 22 Capri.  Catalina sailboats need little introduction, and are one of the world’s best-known, most-respected brands building small sailboats. The Catalina 22 Capri (also available in a sport model) is a great example of what Catalina does so well. While we’ve classified it as a daysailer, it could easily cross into the pocket cruiser category, as it offers excellent sailing performance in almost all conditions as well as having a small cabin, galley, and head. Loved for its safety, stability, ease of handling and simple maintenance, it makes for a good first family boat for getting out onto the bay or lake. 

Catalina boats for sale

Photo credit: Catalina

The Best Sailboats Under 20 Feet

Pocket cruiser: CapeCutter 19.  This is another model that combines the beauty of the traditional silhouettes with modern-day advancements. The design originates from the classic gaff cutter work boats, but today offers excellent performance—in fact it’s one of the fastest small gaffers in the world. The interior is cleverly spacious, with four berths, two of which convert into a saloon, as well as a simple galley area. With quick rigging, it can be sailed solo, but is also able to accommodate small groups, making it a capable and hugely versatile pocket cruiser. 

CapeCutter boats for sale

Photo credit: Cape Cutter 19

Daysailer: Swallow Yachts’ BayRaider 20.  Classic looks with modern performance are combined in Swallow Yachts’ beautiful BayRaider 20. This is one of the most capable and safest daysailers we’ve seen, but also incredibly versatile thanks to the choices of ballast. Keep the ballast tank empty and it’s light and fast. Fill the tank up and you’ve got a stable and safe boat perfect for beginners and families. While it’s got an eye-catching traditional style, the engineering is modern, with a strong carbon mast and construction. While this is a true daysailer, you can use the optional spray hood and camping accessories to create an overnight adventure. 

Swallow Yachts for sale

Photo credit: Swallow Yachts

The Best Sailboats Under 15 Feet

Pocket Cruiser: NorseBoat 12.5.  Can we truly call the NorseBoat 12.5 a pocket cruiser? Yes we can! The sheer versatility of this excellent little sailboat has convinced us. These beautiful hand-crafted sailboats offer exceptional performance and are described by the manufacturer as ‘the Swiss Army Knives of sailboats’. The traditionally styled 12.5 can be sailed, rowed, and motored. It can be trailered, easily beached, and even used as a camp cruiser, allowing for overnight adventures. There is no end to the fun that can be had with this easy-to-sail and easy-to-handle boat, which makes it a dream to learn in. With positive flotation, lots of clever storage, and a full-size double berth for camp cruising, it really is the perfect mini pocket cruiser. 

NorseBoat for sale

Photo credit: NorseBoats

Daysailer: Original Beetle Cat Boat 12: All across the bays of the US east coast cat boats have long been part of the ocean landscape. Able to access shallow rocky coves yet also withstand the strong coastal winds, these traditional New England fishing boats have an iconic shape and gaff-rigged mainsails. Beetle Cat have been producing elegant wooden cat boats for over 100 years – in fact they’ve made and sold over 4,000 boats to date. Their 12 foot Cat Boat 12 is one of their finest models, offering lovely daysailing opportunities. It has a wide beam and centerboard that lifts up, allowing it to access shallow waters, as well as a forward mast and single sail gaff rig in keeping with the traditional cat boats. To sail one of these is to be part of the heritage of New England and Cape Cod, and to honor the ancient art of hand-made boat building. 

Beetle Cat official website

Photo credit: Beetle Cat

The Best Small Sailboats for Beginners

When it comes to learning to sail, it’s important to have a boat that is easy to handle. There’s no quicker way to put yourself or your family off sailing than to start off with a boat that is either too big or too complicated. When choosing your first boat we recommend the following characteristics:

• Small: The benefits of starting off with a small boat are many, as we’ve seen above. They’re easier to control as well as to moor, and they react more quickly to steering and sails. They can be trailered and launched easily, and the loads generated are much lower than on bigger, heavier boats.
• Easy to sail: You want a boat that is stable and forgiving of mistakes, doesn’t capsize easily, and isn’t too overpowered in a stronger breeze. Keep things simple and learn as you go.
• Simple sail configuration: Choosing a boat that can be rigged by one person in a few minutes, and easily sailed solo, makes it easier to take along inexperienced crews. With regards to the rig, all you need are a halyard to hoist the mainsail and a sheet to control the mainsail.
• Tiller steering: We recommend boats with tiller steering over wheel steering when starting out. The tiller allows you to get a real feel for the boat and how the rudder works as it moves through the water. 

For more information on choosing the best beginner sailboat check out our full guide. There are many popular brands of beginner boats including Sunfish, Laser, and Hunter Marlow. Some of our favorites include;

Hobie 16: The classic Hobie catamaran has been a well-loved beginner sailboat for years, and the Hobie 16 started life back in 1969. Since then they’ve made and sold over a staggering 100,000 of the 16s. It has twin fiberglass and foam hulls, a large trampoline, and a pull-up rudder so it can be sailed straight onto the beach. The basic package comes with an easy to handle main and jib with plenty of extras available too such as a spinnaker and trailer. The Hobie 16 promises a great learning experience and lots of fun in a very nifty and inexpensive package. 

Hobie boats for sale

Photo credit: Hobie

Paine 14: You’ll immediately fall in love with sailing when you step into a beautiful Paine 14. Made from seamless epoxy cold-molded wood, the P-14 is simply beautiful and offers the classic sailing experience with the design and innovation of a more modern hull and rig. Two people will be able to enjoy getting out on the water together and learning the ropes. The Paine 14 has a lead ballast keel that accounts for nearly half her weight, giving her the feel of a much larger boat, but is still trailerable and easy to manage offering the best of both worlds. 

Chuck Paine boats for sale

Photo credit: Chuck Paine

High-Performance Small Sailboats

Small sailboats generally become high performers if they are light, have a lot of sail area, or they have more than one hull. More recently, some of have been designed with foiling surfaces, as well. For the purposes of this article, we’d like to close by pointing out one model that is super fast and has versatile pocket-cruising capabilities.

Corsair 880 trimaran : The Corsair 880 trimaran is the grandchild of the company’s F27, a model that launched the popularity of trailerable leisure trimarans about 40 years ago. The 880 has taken the model to new heights and exemplifies the incredible space benefits you can achieve in a 29-foot sailboat. We’re talking an aft cabin, room to sleep 5 people, an enclosed head, and standing headroom in the galley and main saloon. It brings many of the opportunities that a much larger yacht plus the ability to cruise in extremely shallow water. Whether you want to cruise to the Bahamas or enjoy a high-adrenaline race, the Corsair 880 offers incredible performance and unlimited adventures in a truly pocket size. 

Corsair boats for sale

Photo credit: Corsair

Written By: Samantha Wilson

Samantha Wilson has spent her entire life on and around boats, from tiny sailing dinghies all the way up to superyachts. She writes for many boating and yachting publications, top charter agencies, and some of the largest travel businesses in the industry, combining her knowledge and passion of boating, travel and writing to create topical, useful and engaging content.

More from: Samantha Wilson

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Yachting Monthly

• Digital edition

25 of the best small sailing boat designs

• Nic Compton
• August 10, 2022

Nic Compton looks at the 25 yachts under 40ft which have had the biggest impact on UK sailing

There’s nothing like a list of best small sailing boat designs to get the blood pumping.

Everyone has their favourites, and everyone has their pet hates.

This is my list of the 25 best small sailing boat designs, honed down from the list of 55 yachts I started with.

I’ve tried to be objective and have included several boats I don’t particularly like but which have undeniably had an impact on sailing in the UK – and yes, it would be quite a different list if I was writing about another country.

If your favourite isn’t on the best small sailing boat designs list, then send an email to [email protected] to argue the case for your best-loved boat.

Ready? Take a deep breath…

Credit: Bob Aylott

Laurent Giles is best known for designing wholesome wooden cruising boats such as the Vertue and Wanderer III , yet his most successful design was the 26ft Centaur he designed for Westerly, of which a remarkable 2,444 were built between 1969 and 1980.

It might not be the prettiest boat on the water, but it sure packs a lot of accommodation.

The Westerly Centaur was one of the first production boats to be tank tested, so it sails surprisingly well too. Jack L Giles knew what he was doing.

Colin Archer

Credit: Nic Compton

Only 32 Colin Archer lifeboats were built during their designer’s lifetime, starting with Colin Archer in 1893 and finishing with Johan Bruusgaard in 1924.

Yet their reputation for safety spawned hundreds of copycat designs, the most famous of which was Sir Robin Knox-Johnston ’s Suhaili , which he sailed around the world singlehanded in 1968-9.

The term Colin Archer has become so generic it is often used to describe any double-ender – so beware!

Contessa 32

Assent ‘s performance in the 1979 Fastnet Race makes the Contessa 32 a worth entry in the 25 best small sailing boat designs list. Credit: Nic Compton

Designed by David Sadler as a bigger alternative to the popular Contessa 26, the Contessa 32 was built by Jeremy Rogers in Lymington from 1970.

The yacht’s credentials were established when Assent , the Contessa 32 owned by Willy Kerr and skippered by his son Alan, became the only yacht in her class to complete the deadly 1979 Fastnet Race .

When UK production ceased in 1983, more than 700 had been built, and another 20 have been built since 1996.

Cornish Crabber 24

It seemed a daft idea to build a gaff-rigged boat in 1974, just when everyone else had embraced the ‘modern’ Bermudan rig.

Yet the first Cornish Crabber 24, designed by Roger Dongray, tapped into a feeling that would grow and grow and eventually become a movement.

The 24 was followed in 1979 by the even more successful Shrimper 19 – now ubiquitous in almost every harbour in England – and the rest is history.

Drascombe Lugger

Credit: David Harding

There are faster, lighter and more comfortable boats than a Drascombe Lugger.

And yet, 57 years after John Watkinson designed the first ‘lugger’ (soon changed to gunter rig), more than 2,000 have been built and the design is still going strong.

More than any other boat, the Drascombe Lugger opened up dinghy cruising, exemplified by Ken Duxbury’s Greek voyages in the 1970s and Webb Chiles’s near-circumnavigation on Chidiock Tichbourne I and II .

The 26ft Eventide. Credit: David Harding

It’s been described as the Morris Minor of the boating world – except that the majority of the 1,000 Eventides built were lovingly assembled by their owners, not on a production line.

After you’d tested your skills building the Mirror dinghy, you could progress to building a yacht.

And at 24ft long, the Eventide packed a surprising amount of living space.

It was Maurice Griffiths’ most successful design and helped bring yachting to a wider audience.

You either love ’em or you hate ’em – motorsailers, that is.

The Fisher 30 was brought into production in 1971 and was one of the first out-and-out motorsailers.

With its long keel , heavy displacement and high bulwarks, it was intended to evoke the spirit of North Sea fishing boats.

It might not sail brilliantly but it provided an exceptional level of comfort for its size and it would look after you when things turned nasty.

Significantly, it was also fitted with a large engine.

Credit: Rupert Holmes

It should have been a disaster.

In 1941, when the Scandinavian Sailing Federation couldn’t choose a winner for their competition to design an affordable sailing boat, they gave six designs to naval architect Tord Sundén and asked him to combine the best features from each.

The result was a sweet-lined 25ft sloop which was very seaworthy and fast.

The design has been built in GRP since the 1970s and now numbers more than 4,000, with fleets all over the world.

Credit: Kevin Barber

There’s something disconcerting about a boat with two unstayed masts and no foresails, and certainly the Freedom range has its detractors.

Yet as Garry Hoyt proved, first with the Freedom 40, designed in collaboration with Halsey Herreshoff, and then the Freedom 33 , designed with Jay Paris, the boats are simple to sail (none of those clattering jib sheets every time you tack) and surprisingly fast – at least off the wind .

Other ‘cat ketch’ designs followed but the Freedoms developed their own cult following.

Hillyard 12-tonner

The old joke about Hillyards is that you won’t drown on one but you might starve to death getting there.

And yet this religious boatbuilder from Littlehampton built up to 800 yachts which travelled around the world – you can find them cruising far-flung destinations.

Sizes ranged from 2.5 to 20 tons, though the 9- and 12-ton are best for long cruises.

The innovations on Jester means she is one of the best small sailing boat designs in the last 100 years. Credit: Ewen Southby-Tailyour

Blondie Hasler was one of the great sailing innovators and Jester was his testing ground.

She was enclosed, carvel planked and had an unstayed junk rig.

Steering was via a windvane system Hasler created.

Hasler came second in the first OSTAR , proving small boats can achieve great things.

Moody kicked off the era of comfort-oriented boats with its very first design.

The Moody 33, designed by Angus Primrose, had a wide beam and high topside to produce a voluminous hull .

The centre cockpit allowed for an aft cabin, resulting in a 33-footer with two sleeping cabins – an almost unheard of concept in 1973 –full-beam heads and spacious galley.

What’s more, her performance under sail was more than adequate for cruising.

Finally, here was a yacht that all the family could enjoy.

Continues below…

What makes a boat seaworthy?

What characteristics make a yacht fit for purpose? Duncan Kent explores the meaning of 'seaworthy' and how hull design and…

How boat design is evolving

Will Bruton looks at the latest trends and innovations shaping the boats we sail

How keel type affects performance

James Jermain looks at the main keel types, their typical performance and the pros and cons of each

Boat handling: How to use your yacht’s hull shape to your advantage

Whether you have a long keel or twin keel rudders, there will be pros and cons when it comes to…

Nicholson 32

Credit: Genevieve Leaper

Charles Nicholson was a giant of the wooden boat era but one of his last designs – created with his son Peter – was a pioneering fibreglass boat that would become an enduring classic.

With its long keel and heavy displacement, the Nicholson 32 is in many ways a wooden boat built in fibreglass – and indeed the design was based on Nicholson’s South Coast One Design.

From 1966 to 1977, the ‘Nic 32’ went through 11 variations.

Credit: Hallberg-Rassy

In the beginning there was… the Rasmus 35. This was the first yacht built by the company that would become Hallberg-Rassy and which would eventually build more than 9,000 boats.

The Rasmus 35, designed by Olle Enderlein, was a conservative design, featuring a centre cockpit, long keel and well-appointed accommodation.

Some 760 boats were built between 1967 and 1978.

Credit: Larry & Lin Pardey

Lyle Hess was ahead of his time when he designed Renegade in 1949.

Despite winning the Newport to Ensenada race, the 25ft wooden cutter went largely unnoticed.

Hess had to build bridges for 15 years before Larry Pardey asked him to design the 24ft Seraffyn , closely based on Renegade ’s lines but with a Bermudan rig.

Pardey’s subsequent voyages around the world cemented Hess’s reputation and success of the Renegade design.

Would the Rustler 36 make it on your best small sailing boat list? Credit: Rustler Yachts

Six out of 18 entries for the 2018 Golden Globe Race (GGR) were Rustler 36s, with the top three places all going to Rustler 36 skippers.

It was a fantastic endorsement for a long-keel yacht designed by Holman & Pye 40 years before.

Expect to see more Rustler 36s in the 2022 edition of the GGR!

It was Ted Heath who first brought the S&S 34 to prominence with his boat Morning Cloud .

In 1969 the yacht won the Sydney to Hobart Race, despite being one of the smallest boats in the race.

Other epic S&S 34 voyages include the first ever single-handed double circumnavigation by Jon Sanders in 1981

Credit: Colin Work

The Contessa 32 might seem an impossible boat to improve upon, but that’s what her designer David Sadler attempted to do in 1979 with the launch of the Sadler 32 .

That was followed two years later by the Sadler 29 , a tidy little boat that managed to pack in six berths in a comfortable open-plan interior.

The boat was billed as ‘unsinkable’, with a double-skinned hull separated by closed cell foam buoyancy.

What’s more, it was fast, notching up to 12 knots.

Credit: Dick Durham/Yachting Monthly

Another modern take on the Contessa theme was the Sigma 33, designed by David Thomas in 1979.

A modern underwater body combined with greater beam and higher freeboard produced a faster boat with greater accommodation.

And, like the Contessa, the Sigma 33 earned its stripes at the 1979 Fastnet, when two of the boats survived to tell the tale.

A lively one-design fleet soon developed on the Solent which is still active to this day.

A replica of Joshua Slocum’s Spray . Credit: Alamy Stock Photo

The boat Joshua Slocum used for his first singlehanded circumnavigation of the world wasn’t intended to sail much further than the Chesapeake Bay.

The 37ft Spray was a rotten old oyster sloop which a friend gave him and which he had to spend 13 months fixing up.

Yet this boxy little tub, with its over-optimistic clipper bow, not only took Slocum safely around the world but has spawned dozens of modern copies that have undertaken long ocean passages.

Credit: James Wharram Designs

What are boats for if not for dreaming? And James Wharram had big dreams.

First he sailed across the Atlantic on the 23ft 6in catamaran Tangaroa .

He then built the 40ft Rongo on the beach in Trinidad (with a little help from French legend Bernard Moitessier) and sailed back to the UK.

Then he drew the 34ft Tangaroa (based on Rongo ) for others to follow in his wake and sold 500 plans in 10 years.

Credit: Graham Snook/Yachting Monthly

The Twister was designed in a hurry.

Kim Holman wanted a boat at short notice for the 1963 season and, having had some success with his Stella design (based on the Folkboat), he rushed out a ‘knockabout cruising boat for the summer with some racing for fun’.

The result was a Bermudan sloop that proved nigh on unbeatable on the East Anglian circuit.

It proved to be Holman’s most popular design with more than 200 built.

Credit: Alamy Stock Photo

Laurent Giles’s design No15 was drawn in 1935 for a Guernsey solicitor who wanted ‘a boat that would spin on a sixpence and I could sail single-handed ’.

What the young Jack Giles gave him was a pretty transom-sterned cutter, with a nicely raked stem.

Despite being moderate in every way, the boat proved extremely able and was soon racking up long distances, including Humphrey Barton’s famous transatlantic crossing on Vertue XXXV in 1950.

Wanderer II and III

Credit: Thies Matzen

Eric and Susan Hiscock couldn’t afford a Vertue, so Laurent Giles designed a smaller, 21ft version for them which they named Wanderer II .

They were back a few years later, this time wanting a bigger version: the 30ft Wanderer III .

It was this boat they sailed around the world between 1952-55, writing articles and sailing books along the way.

In doing so, they introduced a whole generation of amateur sailors to the possibilities of long-distance cruising.

Westerly 22

The origins of Westerly Marine were incredibly modest.

Commander Denys Rayner started building plywood dinghies in the 1950s which morphed into a 22ft pocket cruiser called the Westcoaster.

Realising the potential of fibreglass, in 1963 he adapted the design to create the Westerly 22, an affordable cruising boat with bilge keels and a reverse sheer coachroof.

Some 332 boats were built to the design before it was relaunched as the Nomad (267 built).

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The Best Small Sailboat For Beginners. 8 Great Boat Options

Updated July 2nd, 2023

If you are new to sailing and want to get a boat, what should you get? There are tons of sailboats out there on Craigslist, eBay, and Marketplace. Prices can range from free to a hundred thousand or more. What should you get for your first sailboat? Keep reading below to learn a little more about sailboats and what you should look for. I also have my picks for the best small sailboat for beginners.

What makes a sailboat good for beginners?

I learned to sail in middle school and have done it regularly since then. I spent my college summers working as a children’s sailing school instructor at a few yacht clubs around the US. I’ve raced sailboats a ton too on all kinds of boats from collegiate buoy racing too overnight long distance races. After years of doing this, I am way more of a go sailing for fun kind of guy than someone who lives for the competition.

For anyone thinking about learning to sail, it’s not that hard to learn sailing basics. You can teach yourself watching Youtube vidoes but it wouldn’t hurt to take a sailing lesson just to learn the basic sailing terms and see a live hands on demonstration of how to sail.

Here is what I have learned over the years for which boats make learning to sail easier.

Easy to sail

You need a boat that is easy to sail. You don’t want to get a boat that capsizes super easily. You want a stable boat that can tolerate some mistakes without sending you into the drink. You want a boat that isn’t too overpowered so it won’t feel terrifying if the wind picks up while you are out.

Easy to rig

You want a boat you can rig and put together easily. If it’s a trailerable boat you need a mast you can put up and down without hurting your back or needing a bunch of tricks. A racing boat with a lot of sail controls may have a ton of things you need to hook up when rigging it and lots of adjustments depending on wind conditions. A recreational day sailing boat may have very few. As a beginner sailor looking for a boat, less is more. You want something that leans towards, lift the mast, put the sails on, hoist, and go.

What exactly is a small sailboat anyways? A read an article recently in a popular sailboat cruising magazine. They labeled a 36 footer as a “compact cruising yacht”. There is nothing compact or small about a 36 footer. Bigger sailboats react slower to steering and sail controls. A larger boat will have a lot more momentum when you are trying to get on and off the dock. The bigger the boat, the more load and force on all the lines and sails.

I recommend learning to sail first on something simple like a Sunfish. A little 14 foot sailing dinghy that can hold 1 or 2 adults. If your more ambitious and want to start with a boat you could go cruising in then a Catalina 25 or 27 are good choices. You really should not go any bigger than that for your first boat. A Catalina 30 weighs twice as much as a Catalina 27 and you can’t just easily push it around the dock. A 30 footer should be saved for your second or later boat.

Dinghy vs keelboat

Your first sailboat can be a dinghy without a keel or a keelboat. Small keelboats can make really good learning boats. With most keelboats you don’t need to worry about capsizing. If you go with a dinghy get something that is easy to upright.

Flying Scots are used for learning sailboats in many places including a sailing club I used to belong too. They are big stable and tubby. They are horrible to upright if you do manage to capsize them. You will need help from a powerboat to do it. If you go for a dinghy with no keel, it is better to stick to 15 feet or under so you can upright it without outside help. The 16 to 20 foot dinghy is where it can take some skill to self rescue yourself after a capsize if it’s possible at all.

If you decide to get a 20 to 25 foot keelboat, it is easiest to keep them at a marina with a hoist or preferably in the water. Trailer launching keelboats is a challenge even with a swing keel because of how deep you need to get them in the water to float off the trailer.

Minimal sail controls

When you learn to sail, all you really need are a halyard to hoist the mainsail, a sheet to control the mainsail. You don’t really need anything else to be adjustable. That is all you need to sail upwind, downwind, or any other point of sail. Everything else is extra for a beginner.

1 or 2 sails

When you learn to sail all you need is a mainsail. The near perfect learning sailboat is the Sunfish which has a lateen rig with only 1 sail. It has really simple controls and you can rig it wrong and it will still sail for you.

It is okay to learn to sail on a sloop rigged boat with 2 sails. A mainsail and a headsail or jib. Stop there.

You don’t need a spinnaker. Ask anyone who has raced sailboats and they will have stories about what went wrong with a spinnaker. Spinnakers are responsible for breaking more stuff on a sailboat than anything else.

There are boats out there with 2 or more masts such as a ketch or yawl. The second mast is called a mizzen mast. Don’t even think of getting one of these either. It’s just more distraction and things that can break or go wrong. You don’t want a cutter rigged sloop. These have 2 headsails which you again don’t need or want.

Tiller steering

Your first boat should have tiller steering. Don’t get a boat with wheel steering. The wheel mechanism has a lot of drag and slop in it and you won’t feel how the boat is reacting. A tiller lets you immediately feel the boat is out of balance. A tiller is easier to learn to sail upwind with by learning to push it towards or away from the sail. Wheel steering is less intuitive. Stay away from that big cruise with a wheel.

Trailerable boats vs marinas

I grew up in central Pennsylvania where we had small lakes to sail on. This meant a trailerable small boat when we got our first sailboat. I currently live in Michigan near the Great Lakes. Most boats I’ve had as an adult have lived at a marina and not at my house.

If you want to sail more often, keep it rigged at a marina so you have to do the very least possible to get it out on the water. I use my sailboats way more often when I don’t have to hook it up to a car, drag it to the lake, rig it and do the reverse to go home. The downside is cost. Keeping even a Sunfish at a marina or yacht club can cost a lot.

If you want to experience sailing on a low budget, trailering smaller boats is a fine way to go. If you want more convenience and your willing to pay for it consider keeping your boat rigged at a marina.

Portable boats (multi-section hull or inflatable)

There are a few new entries in the boating world that focus on making the boat easier to store and transport. These involve either inflatable hulls or a folding or multi-section hull. These let you store the boat in your garage, large closet or spare room. You can fit them in the back of a small SUV for transport without roof racks or a trailer. 2 great examples of these are the Tiwal inflatable sailboat and Minicat inflatable catamaran.

Commonly available and easy to get parts

Stuff will break on your sailboat if you use it enough. Some parts on a boat are really generic such as pullies, blocks and lines. Other parts are not such as boom or mast end fittings, rudders, etc… There are a lot of cheap boats out on Craigslist. There are a million old 15 foot 2 person sloop rigged sailing dinghies out there in people’s yards. Before buying any of these make sure that all the parts are there. Do not buy one without seeing it rigged with sails up first.

If your not sure find an experienced sailor friend who sails to go look at it with you. If anything is broken look up to see if you can get a replacement part. For many of these old boats, replacement parts are impossible to find which is why they are being given away for not much or free.

If a boat has an active racing class still, there is a good chance replacement parts are available. Racers go out in high winds and push the boat which means they break stuff. Boats like a Sunfish or Laser that are still produced and raced all over are easy to get sails and spare parts.

Keep it inexpensive

When you are buying your starter boat, know that it won’t be your last boat. You will learn what you like and don’t like and you’ll want another boat. There is a disease among sailors called “Threefootitis”. No matter how big a boat you buy, you will always want one at least a 3 feet bigger boat. Don’t spend a ton on your first sailboat. There are tons of Sunfish out there for under $1000 and even under $500. I once got one for free that was still in racing condition. The biggest boat you should consider, something like a Catalina 27, can be had for well under $5000. Under $10,000 for a fully optioned one with wheel steering and a diesel inboard.

See our guide to how much does a small sailboat cost to learn more about what it costs to buy a sailboat.

My top 8 picks for the best small sailboat for beginners

1 – minicat inflatable catamaran.

Minicat makes a line of inflatable catamarans. They are available in a few sizes and suitable for children up to a few adults. Minicat’s use an inflatable hulls with a multi-piece mast and trampoline. The whole thing can be put away in 1 to 2 bags that are 6ft x 1ft x 1ft. They will easily fit in the back of an SUV with the rear seats folded or easily tied to a roof rack.=

The Minicat can hit high speeds just like a solid hulled catamaran. They have a full length fin down each hull to generate power. They are as fun to sail as any traditional hobie cat or other beach catameran but much easier to transport and store.

The Minicat 420 is their most popular design. It is about the same size as a Hobie 14 and good for up to 4 adults. You can learn more about or get one from Great Lakes Watercraft .

2 – Tiwal Inflatable Sailboats

Tiwal makes a line of 3 inflatable sailboats. They range from a basic dinghy to a performance racer. They are capable of sailing with 1-3 adults and children depending on the model. They break down into bags that will fit in the back of most people’s cars.

They use modern rigs with furling or reefing options so you can use them in a variety of winds. They use drop-stich construction to be able to create a v-hull that gives good performance on the water. The Tiwal 3R has hiking racks for even more performance.

Tiwal sailboats have been seen on Below Deck Sailing Yacht. They are one of the favorite water toys for people cruising on big boats. They let anyone try sailing with a small, easy to transport, and affordable package.

Visit Tiwal.com to learn more about their sailboats.

3 – Sunfish

I personally learned to sail on a Sunfish. It is still one of the best sailboats to learn sailing on. It is a super simple boat design that is easy and fun to sail and virtually anyone can rig or launch it.

Sunfish are small, 14 foot sailboats with a lateen rig that only has a main sail. They are sometimes referred to as board boats. They have a flat deck you sit on top of. These are common at beach resorts around the world so almost everyone has seen one at one point or another.

They are extremely simple to rig. You put the mast through the sail/booms and into the hull. There is one halyard to raise the sail. They have one sheet to control the sail. Racers have figured out ways to rig more controls but chances are, any boat you buy used won’t have them. 2 adults can easily fit on a Sunfish for sailing around.

Sunfish are very forgiving and easy to sail. The square sided hard chined hull makes them feel stable in the water even in a lot of wind. If you do capsize they are easy to upright and self bailing.

New Sunfish are still being built and they are raced in many places so parts are sails are easy to get. If you do feel like giving racing a try, chances are there is somewhere you can do it. The boats are sturdy and durable.

To learn more about Sunfish go here.

4 – Laser

A Laser is another 14 foot 1 or 2 person sailboat that falls under the board boat category. They are very common and raced all over the place. It is the most popular racing sailboat in the history of sailing. They are currently an Olympic class boat as well. They have been raced at the Olympics in every summer games since 1996.

Lasers are less stable and capsize easier than Sunfish. They are a bit faster and higher performance for those wanting a little more oomph. They are still manageable for beginners. They are one of the easiest boats out there to upright after a capsize. If you choose one, take it out on lighter wind days until you get the hang of it. Don’t start out on a day with lots of wind and white caps or you will probably spend the whole day capsizing over and over.

Lasers are available with different sized sails. The most common version is the standard laser. The next most common is called the “Laser Radial” which has a smaller sail and mast. Some boats will have both. If it’s your first boat I strongly recommend looking for a boat with a Radial rig.

The thing to watch for with Lasers is their mast step. This is where the mast goes into the hull. If you are looking for one, pour a glass of water into the hole and see if it stays there or drains into the hull. If it drains into the hull, walk away from that boat. The weakness of these boats is the mast to hull joint which weakens with time and lots of use. If the mast step holds water it is fine.

To learn more about Lasers go here.

5 – West Wight Potter 15/19

West Wight Potters are very small cruising keelboats. They come in 15 and 19 foot versions. The 15 footer can be towed behind almost any car. The 19 footer needs a good sized SUV like an Explorer. They are very simple sloop rigged boats without any extra racing controls. They have keels and are stable. There are lots of them out there and they are still being made.

These aren’t the fastest or flashiest boats out there. They are easy to rig, easy to sail and you can do trailer cruising on them. These are for sail regularly on Craigslist and Marketplace. They are known to be solidly built without any common failure points.

If you are looking for a small keelboat you can learn to sail with and tow around these are a great choice.

To learn more about West Wight Potters go here.

6 – Catalina 25 and Catalina 27

Dinghy sailing isn’t for everyone. Some people are more interested in a cruising boat they can go places with and stay over night. If that is you then a Catalina 25 or 27 is a great choice. Catalina 25 and Catalina 27s are 2 of the most common small cruising keelboats out there. They were built from the 1970’s through late 1980’s. There were thousands of both of them built. I have owned 2 Catalina 27’s and had a ton of fun on both of them. They are easy to sail, dock and take care of. They are at the large end of what you should consider for a beginner sailboat but still manageable.

Both boats were available with lots of options. Catalina 27’s can be simple with tiller steering and outboards. They can be more decked out with wheel steering and diesel of gas inboards. Catalina 25’s are the same although they are all tiller steering. Catalina 25s have either a fixed feel or a retractable keel for trailering. As a trailer boat they are huge and you’ll need something like an F350 to tow it.

For your first sailboat, look for a tiller steering, outboard motor, fixed keel version. Look for a boat with a roller furling headsail. This makes the boat much more easy to manage. You can reduce sail area by partially rolling up the headsail if it gets too windy. This is much better for your first boat then buying one with multiple sails that hank onto the headstay that need changed as the wind changes.

Do some more research into the boat for problem areas such as deck core rot or “Catalina smile” before buying one. Price wise, you can find them for $1000 to $10,000 depending on options and conditions.

To learn more about Catalina 25’s go here. To learn more about Catalina 27’s go here.

7 – Hobie 16/14

Hobie 16’s are the most popular beach catamaran in the world. They are common at beach resorts all over the world. I have owned one of these before too. They are also actively raced so parts and sails are easy to get. The Hobie 14 is the slightly smaller and less popular little brother. Both are available used all over the place for cheap.

Hobies are a ton of fun to sail. You can go really fast flying a hull in one. If you get one of your first sailboat use a bit of caution on when you take it out until you get used to it. Don’t start out on a day the wind is nuking and hope it will go okay because it won’t.

These are fairly easy to rig. This is the most complex boat I would ever recommend to a beginner. The mast can be challenging to raise and lower but there are easy ways Macguyver it and make it not so bad.

They do not tack easily upwind. Like all multihulls they can get stuck in irons easily when pointed into the wind. Sometimes you have to give it a little backwind and opposite rudder to get spun through the wind. It’s easy with a little bit of practice. It won’t tack as easily as a monohull.

To learn more about Hobie cats go here.

8 – The 2 person 14 foot sloop rigged sailing dinghy

There are tons of this type of boat available used everywhere. There isn’t any single one that is widespread around the US to mention a particular design. There are tons of 420’s and Flying Juniors, Capri 14’s, JY15’s, Islander 14’s, etc… out there. They are all meant for 2 people. They all have a sloop rig with main and jib and a retractable centerboard. They all aren’t that hard to rig. They all can be trailered behind any car.

They can be sailed by one person in light winds or 2 people in almost any wind condition. They can be self rescued by 2 people after a capsize without help. Keep this in mind if you think about sailing it alone on a windy day.

As mentioned earlier in the article. The thing to watch out for with this type of boat is making sure all the parts are there. Make sure it is in sailing condition before you buy it. If something is broken make sure you can replace it before buying it.

You might also like:

• How Much Does A Small Sailboat Cost? Big Fun For Small Money
• How To Pick The Best Windsurfing Equipment For Beginners

Doug Ryan Co- Founder & Chief Editor

I grew up back east in Pennsylvania and learned to ski on a family trip to Killington, Vermont when I was 6. I immediately fell in love with the mountains and outdoors and have been skiing across the US and Canada ever since. I went to school for Mechanical Engineering, and have a Master’s Degree in Material Science and Reliability.

I am a total gear nerd and love learning how things work and thinking about how they could be improved. Nothing excites me more than trying out new gear. I’d rather spend 3 hours taking my bike apart and learning how to change something than go to a bike shop. These days I reside in Michigan by the Great Lakes and go skiing, biking, and boating as much as possible.

[email protected]

Better Sailing

Best Small and Trailerable Sailboats

Cruising with a trailerable sailboat means that you can voyage in a small and comfy sailboat with the advantage of saving some serious costs. Having a trailerable sailboat saves you money for storage fees, boatyard haulout, and boat insurance, among others. There are two main categories of trailerable sailboats; performance-oriented boats and all-round pocket cruisers.   So, if you’re a part-time sailor but still want to experience the joys of sailing continue reading this article so as to find out which are the best small and trailerable sailboats on today’s market. Know that there are many decent trailerable sailboats that managed both offshore and coastal cruising. So, keep reading and find the one that suits you best!

Catalina 22 Sport – The Best Trailerable Sailboat

Catalina brand is one of the most constructed sailboats in the US and has manufactured a great deal of capable and robust sailboats. The Catalina 22 Sport is one of the most preferred pocket and race cruisers since 2004. The model pioneers for the one-piece hull liner that has become standard in most high volume small boats. Furthermore, it has enough trim along with a well-proportioned rig and a hand-laid fiberglass hull construction. Other great features include a retractable lead keel, a roomy cabin, a spacious cockpit, and a fractional rig with a mainsail and a roller-furling jib. You can get a used Catalina 22 for as low as $5,000 and a brand spanking new one for around $40,000.

>>Also Read: Beneteau vs. Catalina: Which Is a Better Sailboat?

West Wight Potter 15

The West Wight Potter 15 is one of the best small trailerable and seaworthy 15-foot sailboats of all time. It’s easy to handle and great for both coastal and offshore cruising. She has an aluminum mast and tiller, a small cabin that comfortably sleeps a couple and also we can’t miss referring to her elegant design. Furthermore, it can be easily stored, it’s relatively cheap to buy and can be purchased both as a new or used boat, as many sailors prefer it for stepping up from a dinghy to a pocket cruiser.

>>Also Read: Best Pocket Cruisers Under 20 Feet

This small trailerable boat features a modern design and can be a top choice for many sailors, both for beginners or even for experienced ones. She surprisingly manages well in different weather conditions and she’s also relatively easy to handle. As a result, she has earned by right the title of a truly seaworthy small cruising vessel. Moreover, her robust design from the masthead to keel design is proven to be highly durable and comes with a mainsail and 110% genoa. A great feature of this model is the comfy and interior layout that offers a great amount of space for her size.

And that’s why the Hunter 27 is a great liveable sailboat having enough storage space, 6ft of standing headroom, berths, as well as plenty of counter space and seatings. Lastly, as a true trailer sailor, she has a shoal draft of under 4ft and a displacement of less than 8,000lbs. You can find her in today’s market as a used or brand-new model with a price ranging from $20,000 to $45,000.

>>Also Read: Best Sailboats Under 100k

BayRaider 

The BayRaider from UK’s Swallow boats is a somehow newcomer to the small trailerable boat market in the US. She features a large and open cockpit, is ketch-rigged, and has a gunter-style mainmast. As for the topmast and mizzen, they’re both carbon-fiber; you can also apply this to the mainmast. This model can be sailed with a dry hull in lighter weather conditions or if you want to maximize its stability you can do so by removing the 300lbs of water ballast. The water ballast offers great performance in light to medium winds and makes the boat suitable for different sailing or weather conditions and levels of experience. Lastly, as she has the centerboard and hinged rudder raised she can be maneuvered even in the thinnest water. She has a self-tacking rig and is easy to trailer; all these features make her a great choice for novices.

>>Also Read: Most Popular Sailboats

Contessa 26

The Contessa 26 is an all-time-classic and small trailerable sailboat. Even if this vessel is quite small she has proven her seaworthiness and is still preferred as an ideal pocket cruiser. She has a roomy cabin and comfortable cockpit, so there’s no need to worry about below deck space. As for the rigging, it’s quite easy to handle and is rigged as a masthead sloop. Also, her construction comprises of a deep keel and hull-mounted rudder; and that’s why she was also used as a racer. The main downside is her narrow beam which contributes to heeling although she stiffens up quickly and becomes easy to sail. In any case, there are many who admit that she’s one of the most reliable sailboats in the mid-size category.

The Hunter 22 is a great daysailer and features an open-transom cockpit and sloop rig, making her the ideal choice for friends and family outings. Moreover, the considerable amount of below-deck space has twin bunks, a roomy cabin, and a portable toilet. Rigging also includes an asymmetric spinnaker and a mainsheet traveler in case you’re keen on racing. Her construction is made out of laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Last but not least, she’s fast, stable, responsive, and is, therefore, an ideal starter-boat for novices.

Islander 24

The 24-foot Islander is a classic choice in the small trailerable sailboat market. This fiberglass model features a sturdy design and has proven her seaworthiness for coastal and family-day cruising. This model was first built in 1961 but is still available on the used market. She has a masthead sloop rig, simple overall rigging, and is appropriate for single-handing. As for below-deck space, she has a spacious cabin for two with a V-berth, and space for a head. Last but not least, many sailors admit that she’s a lot more capable than many of the later model boats in this size range.

>>Also Read: Best Sailboats Under 30 Feet

Macgregor 25

This trailerable cruising sloop is a safe, easy-handling, and robust sailboat for 2 persons; perfectly suitable for coastal cruising. The boat has a spacious cabin and great safety features like foam flotation as well as the ability to self-right. Its innovative design features a retracting keel, pop-up rudder, and an easy mast-stepping system that enhances its cruising performance. Moreover, it has a large foredeck and cockpit and its lifelines and shrouds are equipped with handholds. You can easily find a Macgregor 25 on the used market with just $9,500.

>>Also Read: Best Small Sailboats To Sail Around The World

Cape Dory 28

The Cape Dory 28 is a popular trailerable sailboat known for its great performance both offshore and inland. Even though it has a small size it offers comfortable living spaces below the deck. In addition, she has proven to be more capable than other larger sailboats. It’s designed with a well-balanced deck arrangement along with a full-length keel with an attached rudder, a low freeboard, and a well-proportioned traditional trunk cabin. These sailboats were originally rigged as sloops with self-tending and club-footed jibs. This sail plan is really great for stiff weather conditions. Lastly, it can be easily hauled-out and transported regardless of its 28ft size. Ideal for salt-water cruising and for tighter coastal waters you can find a used model for $12,900.

>>Also Read: How Much Do Sailboats Weigh?

The Newport 27 is an all-time-classic that was first built in 1971 and is still considered a common choice for small sailboats amongst sailors. Although it has a small size it doesn’t lack interior space. The standing headroom is just over 6ft, there’s a V-berth, a head, and a hanging locker forward of the bulkhead. Also, settees measure 6ft in length and extend to either side of the saloon. Some variations include a fixed dinette with raised seating fore and aft, a starboard quarter berth, and an aft-placed head. You can find them on the used market from $10,000 to $18,000, depending on their condition and any possible upgrades. Even though it’s not a really robust offshore cruiser, the Newport 27 is still a capable trailerable sailboat and if upgraded and equipped accordingly it can definitely offer decent coastal cruising to a singlehander or a couple.

>>Also Read: What Are The Best Beginner Sailboats?

Trailerable sailboats are a great choice for beginner sailors as well as for couple and family outings. Keep in mind that the aforementioned boats are not the only options on today’s market. I recommend these boats because they’re easy to handle, small but roomy, easy to trailer, and have an overall robust design. Generally, a trailer sailor will save you costs for purchasing but also for marina fees. Keep in mind that many sailors choose to sail overseas with a trailerable sailboat, so there are suitable models for a long-passage voyage. Lastly, small sailboats can offer different kinds of sailing adventures; weekend cruising, coastal cruising, island hopping, and sometimes an offshore voyage. I hope that you enjoyed reading this article and that it will help you out in order to pick the right trailerable sailboat for your needs.

Peter is the editor of Better Sailing. He has sailed for countless hours and has maintained his own boats and sailboats for years. After years of trial and error, he decided to start this website to share the knowledge.

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13 Best Small Catamarans For Cruising 2024

The best small catamarans for cruising are affordable and comfortable, making great sailboats for a number of different purposes. If you’re looking for the best small catamarans to start your cruising life then look no further!

When searching for a catamaran for our adventures we scoured the internet for any and all information we could find on just about every size, shape, and model!

Although in the end, we opted for a bigger catamaran, in the hopes of having more family and friends on board, we did heavily research the best small catamarans as an option.

Each small catamaran has different pros and cons. As with every sailboat, there will be compromises, but hopefully, this post will help you firm up what you’re really looking for in a multihull and find the right smaller catamaran for you!

Here are what we consider the best small cruising catamarans out there, costing anywhere from $40,000 to $300,000. You can also read up on the average costs of sailboats here.

Why choose a small catamaran for cruising?

The downsides to small multihulls for cruisers

The best small catamarans for ocean sailing

The best small catamarans for coastal cruising

Why Choose A Small Catamaran For Cruising?

The main advantage to choosing a small catamaran for cruising has to be the cost. Not only are smaller sailboats cheaper to buy initially, but they are also cheaper to maintain and to dock in marinas or dry storage.

Why buy a small catamaran over a monohull? This isn’t the post to go into the pros and cons of multihulls vs monohulls, but a few of the main reasons you might prefer to buy a small cat over a bigger, cheaper monohull is the living space and the comfort underway and at anchor.

Living on a sailboat is very different from taking the boat out for a sporty sail every now and again. Having a catamaran over a monohull means you won’t be heeling or rolling at anchor half as much, you can leave out your coffee cup, and you have the space you need to spread out a little.

A small catamaran will enable the more comfortable lifestyle you’re seeking at a more reasonable price tag. So what’s not to love about small cruising multihulls?

The Downsides To Small Multihulls For Cruisers

Of course, just with everything in sailing, there are always compromises to be made when it comes to small multihulls.

One of the biggest downsides for cruisers is the weight issue smaller catamarans present. You won’t be able to carry half as much as you would on a larger catamaran or monohull, which might be a problem if you live onboard full time.

The other negative is that smaller boats usually aren’t quite as seaworthy as larger ones. You might find you’re limited to coastal cruising if you choose a small catamaran, so make sure you have your cruising intentions in mind before you buy.

Another big thing to look out for when it comes to choosing the right small cat for you, is the bridge deck clearance. This is often worse on smaller catamarans, and can cause nasty slamming in any sort of sea, both when sailing and at anchor.

With these downsides in mind, we’ve split this post into the best small catamarans for ocean sailing and the best for coastal cruising. Obviously this is a little subjective, as many people have sailed around the world in much smaller and less seaworthy vessels!

The Best Small Catamarans For Ocean Cruising

#1 wharram tiki.

• Suitable for: Bluewater sailing
• Fixed Keels
• Draft (max): 2.08′
• Engines: Single outboard, though some versions have twin inboards
• Price: Roughly $100,000

We have lusted after the Wharram catamarans since our adventures began and would have opted for one of these if we had found one for sale this side of the pond.

Designed by the legendary James Wharram, these small multihulls are pretty unique. They are based on the Polynesian catamaran design, and the plans enable you to self-build these boats if you have the time, money, and space for a project of this magnitude.

If you aren’t keen on taking on a project then you can commission a boat builder to complete the design for you, or buy one second-hand. The advantages of having one made yourself are that you can tweak things to your personal taste, and you can even contact the Wharrams themselves to see if they can adjust the designs for individual requests.

The Wharram catamarans have a lot of charm dues to their traditional design, and the old-fashioned appeal continues inside the boat too. You won’t find the same huge hull space as some of the modern design catamarans now have, but the outside entertainment space is perfect for entertaining.

These small catamarans don’t have an inside space across the hulls, so all of your inside living space is below. If you’re used to monohulls then this won’t be a problem but if you like the idea of a galley-up then these boats aren’t for you.

Wharram catamarans, especially the Tiki 38, have great reputations as around the world, bluewater boats. They have fantastic bridge deck clearance so slamming is minimum and they sail well.

Most models have a double cabin and two singles, a galley, a head, and a small salon area below. They are smaller catamarans than many newer 38ft multihulls but this does make them more affordable.

A big appeal for us was the fact these boats are designed to be self-made. Although a secondhand model could potentially come with a lot of problems (get a decent survey before you buy!) it does mean that almost everything onboard can be self-fixed. This is a huge bonus if you plan on sailing your small catamaran around the world.

Another thing we loved about these smaller catamarans is the fact they have outboard engines, which we felt would be easier to maintain and replace if necessary. This is a personal choice though so consider this before you get your heart set on one!

One of the downsides to the Tiki 38 is that there aren’t many of them around. These are unique boats and they don’t come on the market frequently. When they do, they tend to be scattered all over the world so you’ll have to be prepared to travel to find one!

#2 Prout Snowgoose 37 : Small Catamaran For Ocean Cruising

Prout catamarans are a popular choice for cruisers, and you’ll find many owners who have circumnavigated in them. The Snowgoose is no exception. Prout no longer exists as a company, as it was bought by Broadblue in the 90s.

Broadblue still makes catamarans today, and they have very similar features to the original Prouts, though obviously they are far fancier and have all the benefits of a more modern design!

The Snowgoose is a great small multihull to go for as you get quite a lot of space inside and out. We weren’t sure about the berth in the salon area, but it might make a great space for a baby or small child while underway!

The compromise in the Prout Snowgoose is the bridge deck clearance and this was something that put us off these smaller cruising catamarans. A low bridge deck clearance makes the boat slam in waves, both at anchor and underway.

#8 PDQ 36 : A Small Catamaran Without Too Much Slamming

• Suitable for: Bluewater
• Draft (max): 2.82′
• Engines: Twin inboard or outboard
• Price: Over $100,000

These small catamarans have an excellent reputation among cruisers because of their solid build and use of decent materials. They come with either outboard engines for coastal cruising or inboard engines designed to withstand offshore use.

If you like the sound of the PDQ 32 but need a little more room then you’ve got that here! It’s also a boat that people have crossed oceans in, though you might want to consider something more tried and tested like the Prout Snowgoose or the Wharram if you’re planning longer ocean sails.

The boat has three cabins, a galley, salon and head, but there’s a more spacious feel compared to the smaller model. Again, the bridge deck clearance is good so you shouldn’t experience too much slamming.

#9 Lagoon 380 : One Of The Most Popular Small Multihulls

• Fixed keels
• Engines:  twin diesel engines
• Price:  from $100,000, used

The Lagoon 380 is one of the most popular catamarans out there, and you’ve probably already spotted a lot of them in your search! This is a great option if modern cats appeal to you, as it’s pretty ‘with the times’ as far as smaller catamarans go!

There are lots of different layouts of this boat available all over the world. Some were built for charter with numerous berths and others were commissioned for couples or families with differing cabin and head options.

This is a proven catamaran from a reputable company, but obviously with so many of these boats out there, they come in a range of conditions. Make sure you get a thorough survey done before purchase!

Lagoon 37 TPI

• Draft (max): 4′
• Engines: Twin inboard diesels 
• Price: Over $100,000 USD 

This is the smallest catamaran built by Lagoon, and unfortunately there aren’t many of them out there. These boats were built mainly for the charter market, and have a smaller rig than some similar sized catamarans.

There are two big queen-size forward doubles port and starboard and a smaller double in the starboard hull aft. The galley and salon are designed to be simple and timeless, with none of the fancy trims you’ll find in the newer Lagoons.

As this boat was intended for charter it probably wouldn’t make a great ocean-going vessel. For starters, it isn’t designed to carry too much in the way of provisions. That’s not to say it won’t be a suitable bluewater boat with a few tweaks. Sailors who have circumnavigated in them have increased sail area and added folding props to get more speed from the vessel.

#11 Catalac 9M/30

• Draft (max): 2.5′
• Engines:  two outboard engines or one diesel engine
• Price:  from $50,000

The Catalac 9M is a little different to a lot of the catamarans on this list, as it was built for sailing in the North Sea! This is a great small catamaran for anyone wanting a boat built to be safe!

The bridge deck clearance is reasonable but the boat is light, which can make it more prone to slamming. The unique feature of this small sailboat is the hard dodger, designed as somewhere safe and dry to stand in bad weather.

It sails well, though like a lot of catamarans there is technique involved in getting it to tack smoothly. Once you’ve got the hang of though, this boat will make good speeds for its size.

The Best Small Catamarans For Coastal Cruising

• Suitable for: Coastal
• Draft (max): 3.62′
• Engines: Twin inboard
• Price: Up to $300,000 for a newer model

The Mahe 36 is the smallest of the Fountaine Pajot range, and these small catamarans can go for a heafty budget if you find a newer model!

This tiny multihull packs a lot into a small space, and because of its modern features, you’ll feel like you’re in a much bigger boat when you step aboard.

This boat is a fast mover, with an ok bridge clearance and some attractive upgrades compared to their last small catamaran design. Most notably the full-length hard top bimini which has the reviewers raving!

If you have the money to splash out on a newer, more expensive small catamaran then this should definitely be on your list to consider! Although they come with a large price tag, these small catamarans are considerably cheaper new than some of the bigger models.

#4 Gemini 105Mc (34ft)

Suitable for: Coastal cruising Centreboards Draft (max): 5′ Engines:  Single inboard Price:  from $80,000

The Gemini 105Mc is still in production in the US, which speaks to its popularity. Obviously if you buy new you’ll pay a much higher price! This is one of the smallest catamarans on the list, but it’s still a great option for coastal cruising (or some have even successfully completed ocean passages on them in relative comfort).

For a small multihull this boat sails pretty well and is fast for a coastal cruiser. The living space is decent with good headroom. It has two double cabins and a master bedroom, and the interior finishes are nice too.

A big negative to this boat is the bridge deck clearance which really isn’t amazing, but as we said at the start, there’s always a compromise! This is a sporty-looking little catamaran that’s a good contender for the top smallest catamarans out there!

#5 EndeavourCat 36

Suitable for: Coastal cruising Fixed keels Draft (max): 3′ Engines:  two inboard Price:  from $100

Designed and built by Endeavour Catamaran, these American built boats are great cruising catamarans. A big advantage to this little multihull is that it will fit into most monohull slips, so if you anticipate using marinas a lot then this might be the small catamaran for you!

This isn’t a slow boat, and owners report speeds of 8-9 knots. Bear in mind though that the narrow beam does make it less suitable for any offshore passages. It has good interior space with 6′ standing headroom throughout, three double cabins, and a decent-sized galley below. The salon area can seat 6 people comfortably.

This cat is great for single-handed sailors, as all the lines lead to the cockpit and the main and jib are completely self-tacking.

#6 Prout Event 34

Suitable for: Coastal/bluewater Fixed keels Draft (max): 2.72′ Engines:  Single inboard Price:  from $30,000

These multihulls are quite hard to find, but if you like the Snowgoose but are on a tighter budget then they might be just what you’re looking for. They share lots of features with the Snowgoose and look very similar, only smaller!

There are three cabins, one head, a salon, and a galley, only they are rather squeezed in compared to the larger model. Personally, we thought there was plenty of space for a smaller sailboat but it’s worth seeing them in person if you’re keen on this model.

They do have the same downsides as the Snowgoose though, with limited headroom and low bridge deck clearance. These boats are known for their slamming!

Coastal Engines:  twin outboards Price:  from $80,000, used

The PDQ 32 is a great budget option catamaran and should be cheap(ish) to buy second hand and maintain. With two outboards that are easy to replace on a smaller budget, you’re looking at some of the usual pinch points on a boat becoming a lot more affordable!

This small catamaran only has two cabins, so sleeps less than a lot of the boats on this list, but it is roomier than you’d imagine inside with a decent galley and salon area. It has decent bridge deck clearance so shouldn’t slam too much in any waves.

This isn’t a boat for longer passages as it is a little small (and perhaps underpowered) to face serious weather. If you’re searching for something to potter around in then this is a fun boat to sail and live in!

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• Suitable for: Coastal cruising
• Draft (max): 3′
• Engines:  one or two inboard
• Price:  from $45,000, used

These South African catamarans are great little coastal cruising catamarans that are hard to come by anywhere other than South Africa!

They’re pretty tiny, but have enough space for a galley, 3 or 4 cabins, and 1 or 2 heads. Some of the designs even have a bathtub, which speaks of their liveaboard suitability rather than their sail performance!

These boats are some of the smallest multihulls on this list, so don’t expect much in terms of headroom or bridge deck clearance. That being said, if you’re looking for a tiny catamaran to live on and you are prepared to compromise on sailing ability then these are a solid choice.

We have heard that the build quality can vary somewhat with these multihulls, so make sure you do some solid research and get a good surveyor when buying one of these. If you get a good version then they can make really solid boats.

#13 EndeavourCat 30

Suitable for: Coastal cruising Fixed keels Draft (max): 2.1′ Engines:  single or twin outboard Price:  from $70,000

This is a boat built for comfort over all else, so if you’re looking for a budget catamaran to live in then take a look at the endeavourcat 30. Some people don’t like the boxy design, but we quite liked how it looked in the water. I guess it’s personal taste!

This sailboat has two double cabins, a decent sized galley and salon for the size of the boat, and a head. The bridge deck clearance is low so that’s something to bear in mind before you buy, but the headroom is good (another reason why this would make a good liveaboard catamaran).

Hopefully this has given you some inspiration when searching for small catamarans for cruising, and helped you to find your dream boat!

We’re passionate about helping people live this incredible cruising lifestyle, so if you’re planning your dream liveaboard life make sure you check out our guide on how to run away to sea, with everything you could possibly need to know before, during, and after starting this adventure of a lifetime!

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Such small mention of probably the best catamaran for overall cruising, focusing on ease of helming, speed and livability. Simple rig, great ergonomic features, style and definitely a pedigree on the water. The FP Mahe duo! Sea proven. Most delivered on their own bottoms from France. Wide beams and light. Beautiful interior arrangements and easy to maintain. I’m confused about so little mention of probably the best entry level and beyond real cruiser out there.

You forgot the edelcat 35. Great boats, and have circumnavigated!

I wonder why Broadblue 346 is not on the list.

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• Search Search Hi! We’re Emily, Adam and Tiny Cat, liveaboard sailors travelling the world on our 38ft sailboat and writing about it as we go. We hope we can inspire you to live the life you’ve always dreamed, whether that’s exploring the world or living a more simple way of life in a tiny home. Find out more. Patreon
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7 Small Sailboats for Everyday Cruising

• By Cruising World
• Updated: July 29, 2019

Not everyone needs a 30-foot sailboat equipped with bunks, a galley and head to go off cruising. In fact, all we really need is a hull, mast, rudder, and sail. There is nothing better than the thrill of a small sailboat or daysailer slipping through the waters of a lake, bay or even the open ocean.

Whether it’s simplicity to rig, ease of trailering or a manageable size that you’re looking for, these small sailboats are perfect for the cruising enthusiast who wants the thrill of the sea without the commitment of a 30-footer. And some of these sailboats come with cabins. This roundup of the best daysailers goes to show that sometimes big things come in small packages.

Marblehead 22 Daysailer

Traditional-looking above the waterline and modern beneath, the cold-molded hull sports a deep bulb keel and a Hall Spars carbon-fiber mast with a wishbone rig and square-top main. The 11-foot-9-inch cockpit can seat a crowd, and a small cuddy forward will let you stow your friends’ gear for the day.

Catalina 22 Sport

Recently, the company introduced the Catalina 22 Sport, an updated design that can compete with the older 22s. The boat features a retractable lead keel; a cabin that can sleep four, with a forward hatch for ventilation; and a fractional rig with a mainsail and a roller-furling jib. Lifelines, a swim ladder, and an engine are options, as are cloth cushions; vinyl cushions are standard. The large cockpit will seat a crowd or let a mom-and-pop crew stretch out and enjoy their sail.

With its cuddy cabin, twin bunks, optional electrical system, opening screened ports, and portable toilet, a parent and child or a couple could comfortably slip away for an overnight or weekend. Add in the optional performance package, which includes an asymmetric spinnaker, a pole, and a mainsheet traveler, and you could be off to the races. The boat features a laminated fiberglass hull and deck, molded-in nonskid, and a hydraulic lifting centerboard. Mount a small outboard on the stern bracket, and you’re set to go.

West Wight Potter P 19

First launched in 1971, this is a line of boats that’s attracted a true following among trailer-sailors. The P 19’s fully retractable keel means that you can pull up just about anywhere and go exploring. Closed-cell foam fore and aft makes the boat unsinkable, and thanks to its hard chine, the boat is reportedly quite stable under way.

Montgomery 17

With a keel and centerboard, the boat draws just under 2 feet with the board up and can be easily beached when you’re gunkholing. In the cuddy cabin you’ll find sitting headroom, a pair of bunks, a portable toilet, optional shore and DC power, and an impressive amount of storage space. The deck-stepped mast can be easily raised using a four-part tackle. The builder reports taking his own boat on trips across the Golfo de California and on visits to California’s coastal islands. Montgomery makes 15-foot and 23-foot models, as well.

Catalina 16.5

With the fiberglass board up, the 17-foot-2-inch boat draws just 5 inches of water; with the board down, the 4-foot-5-inch draft suggests good windward performance. Hull and deck are hand-laminated fiberglass. The roomy cockpit is self-bailing, and the bow harbors a good-sized storage area with a waterproof hatch.

The company has introduced many other multihulls since, but more than 100,000 of the 16s have been launched, a remarkable figure. The Hobie’s asymmetric fiberglass-and-foam hulls eliminate the need for daggerboards, and with its kick-up rudders, the 16 can be sailed right up to the beach. Its large trampoline offers lots of space to move about or a good place to plant one’s feet when hanging off the double trapezes with a hull flying. The boat comes with a main and a jib; a spinnaker, douse kit, trailer, and beach dolly are optional features.

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7 Small, Trailerable Pocket Trawlers for New Cruisers

Pocket trawlers are one of the most affordable options around whether you want to embark on a major adventure like traveling the Great Loop , or you just want comfortable cruising accommodations for overnight or weekend getaways. Although far more compact in nature, they provide all the livability of larger motor yachts and cruisers . But their smaller size means they cost a lot less, and there are even some trailerable pocket cruisers out there on the market.

Which small trawlers will be the best for your needs? That’s up to you, but there’s a good chance that one of these seven small, affordable pocket trawlers will fit the bill.

Explore All Trawler Brands & Models

1. Beneteau Swift Trawler 35

The smallest trawler in Beneteau’s lineup, the Swift Trawler 35 straddles the boundaries between a full-sized trawler and what some will consider a true pocket-yacht. But with a 35’6” long hull, a 13’ beam, and a single 425 HP inboard providing the power, it’s easy for a couple to handle on their own, has minimal maintenance and operational needs, and remains relatively affordable compared to larger trawlers (base price starts at $480,200).

The benefits to going big in the world of small trawlers are obvious: more elbow room throughout the boat, better abilities to handle larger seas, and a higher level of luxury aboard. On the Beneteau Swift Trawler 35 you’ll enjoy a master stateroom with a queen berth, a second private stateroom with over-under berths, a full-sized flybridge with a settee and dinette, and a full galley, saloon, and lower helm station in the cabin.

Visit Beneteau to learn more.

2. Cutwater C-24 Coupe

Starting at $136,937 the Cutwater C-24 Coupe is one of the most affordable offerings in this roundup. With a low profile, sporty looks, and zippy performance courtesy of a 250-horsepower outboard, it’s as much a pocket cruiser as a pocket trawler.

Yet it still has all the prerequisites to fit the bill: a private forward cabin, a separate mid-cabin berth under the dinette, a complete galley, and a fixed head with a holding tank. Plus, thanks to a svelte 8’6” beam, this boat is easily trailerable.

Visit Cutwater Boats to learn more.

3. Cutwater C-28

Up the ante by about $50,000 and you can step into the Cutwater C-28 , which offers everything the C-24 has plus a lot more elbow room. Beam remains 8’6” and the mast can be folded down to reduce bridge clearance to 9’1” so this boat is still trailerable, too.

Power comes via a single 270 horsepower Volvo Penta D4 diesel inboard, providing a range of over 200 miles at a 25 MPH cruising speed or over 450 miles at a six-mph slow cruise. And along with the additional interior volume, this model also benefits from a large cockpit that’s perfect for casting a line or setting out deck chairs plus a transom swim platform with a boarding ladder.

4. Marlow Pilot 31

Classic looks and style are prominent on the Marlow Pilot 31 , and one glance at this pocket yacht will bring images of downeast lobster yachts and fishing trawlers to mind. But this boat has a very modern level of luxury, from the forward cabin with V-berth, settee, enclosed head compartment, and galley, to the bridgedeck and open cockpit.

A specific price is difficult to nail down since the Marlow Pilot 31 is quite customizable with options like powerplants ranging from 220 to 320 horsepower and wood-trimmed interior choices, but you can expect it to be in a competitive range with other boats of this size and nature.

Visit Marlow Pilot to learn more.

5. Nordic Tug 26

Many pocket trawlers have good looks, but few can trigger the nostalgic appeal of a Nordic Tug 26 . These boats look like mini-tugs, with trawler accommodations and performance. Powered by a single 110 horsepower inboard diesel and stretching the tape to a 28’9” length overall with a 9’6” beam, the Nordic Tugs 26 features a private forward stateroom, an enclosed head compartment, a compact but complete galley, and a dinette that converts into a second berth.

It also enjoys some unique perks, like hydronic heating via the engine, Sapele-faced cabinetry, and a radar reflector located in the stack. Again, in this case pricing is variable, but you can expect to see numbers starting around the $200,000 range for new models.

Visit Nordic Tugs to learn more.

6. Ranger Tugs R-23

While there may not be such a thing as a cheap trawler, the Ranger Tugs R-23 is the most affordable in this roundup at a list of $130,937. But it still has each and every accommodation needed for weekending aboard or even more extended stays. There’s a private forward cabin with a berth and head with shower, plus a second sleeping area incorporated underneath the dinette. The galley sits aft of the helm and has a refrigerator, sink, stove top, and microwave.

Power comes courtesy of a 200-horsepower outboard, which runs the boat up to a 22 MPH cruising speed and a top-end in the upper-30s. Plus, with an 8’6” beam this is another trailerable trawler.

Visit Ranger Tugs to learn more.

7. Ranger Tugs R-25

The Ranger Tugs R-25 has everything found on the R-23 but in a bigger version. Pricing starts at $167,937, and the powerplant jumps up to a 250 HP outboard. This model is available in Northwest and Luxury editions; the Northwest version is appropriate for cooler climates and has a diesel forced-air furnace plus downrigger plugs and pads for chasing those salmon, while the Luxury edition features dockside air conditioning with reverse-cycle heat.

Although length is stretched to 28’5” (including the outboard) beam remains 8’6” so again, this model can be hauled down the highway to distant destinations on a trailer.

Is a Pocket Trailer Right for You?

Pocket trawlers and trailerable pocket cruisers are great choices for couples and families looking to add some adventure to their lives, and any of these seven top picks would be a good one. Where will your next cruise take you? On one of these small, affordable trawlers, the answer is just about anywhere you want to go.

Read Next: What is a Pilothouse Boat?

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Home » Blog » Travel » Small sailboat, small budget, BIG adventure

Small sailboat, small budget, BIG adventure

By Author Guest Post

Posted on Last updated: December 4, 2021

“I’m a twenty-year-old sailor, but I would identify as an old salt.” says Cooper VonAchen. Cooper is preparing to sail from California to Mexico and the South Pacific, but he’s gone about it differently: namely without a big boat, fancy electronics, complicated systems, or even a marine head! “I preach simplicity and truly voyaging under sail… not your diesel.” Today, he shares how he equipped his small sailboat with old technology so he could afford to go cruising while he’s young.

The ultimate “Go small, go simple, go now” cruising philosophy

People tell me there are all kinds of things I “must-have” in order to go cruising: an electronic chart plotter, autopilot, etc.… But when I hear people launching into this ever-growing list of items, I find myself thinking, “That would be nice, but I want to go now.”

Being only twenty years old, I haven’t had a lot of time to work and save for the ideal cruising machine, “Go small!” people told me. However, I quickly discovered that “small” doesn’t always mean affordable.  For example, a Dana 24 is an amazing small cruising sailboat, but you would be hard pressed to find one for under 30K.  A 28 ft. Bristol Channel cutter can easily cost upwards of 100K dollars!  How about one of the handful of small bluewater boats that fall into the category of “Go small, go simple, go now,” but cost an outstanding amount of money?  How does someone young and broke afford one of these “small” sailboats?  You can’t.

My solution was to go small in size and price. That may sound like complete idiocy; everyone would love to find a sweet little boat and pay next to nothing for it. I bought my Canadian Sailcraft 27, a rugged, wide-beamed, seaworthy design (and the cutest boat you’ll ever see in an anchorage or marina) for 8,000 dollars.  I would say that is next to nothing for a small cruising sailboat.  All of her standing rigging is brand new, she has a lightly used Yanmar diesel, there isn’t any delamination or water in the decks, and she came with a full set of sails, including a brand-new mainsail.  You can’t ask for much more than that for $8,000.  But this took constant searching and looking for a boat that was in my price range and wasn’t complete junk.

Looking for a cheap sailboat? Check-out How to find cheap boats for sale on Craigslist  and the best places to look for used boats.

This wasn’t a one-off however. There are numerous small sailboats out there that aren’t considered to be bluewater cruisers that can easily get the job done. The Newport 30 MKII is a great small sailboat that has made several pacific crossings to and from California and Hawaii.  If it can do that, then why not take it farther.  You would be surprised what some of these “coastal cruising” boats are capable of.  People have taken homemade rafts across the Pacific for crying out loud. You can take a small sailboat with stainless rigging and a fiberglass hull and do the same thing, with great comfort and safety.

Now, the second part of the famous Pardey saying is “go simple.” Simplicity is key my friends. Simple works and doesn’t break easily. Simple will allow you to get to a destination and enjoy it rather than “fixing your yacht in paradise”.  Go simple on the electronics.  Do you really need a wind indicator, a knot meter, and electronic chart plotter, a big screen GPS, an expensive and power-hungry autopilot?  No, you don’t.  You actually don’t need any of these things to enjoy cruising.  What you do need is good sails, a sound hull, a handheld GPS, plenty of water and food storage, a good anchor with plenty of chain, paper charts, a reliable dinghy, and a means of self-steering. A simple list. Many go small, but few go simple.

Editor’s note: Lin and Larry Pardey have written dozens of books on cruising including this classic “Cost Conscious Cruiser”  with tons of great cost-saving tips.

Think about trying to fix your marine head in an isolated island chain.  How do you fix the absolutely disgusting problem of a malfunctioning head and blocked holding tank system?  Believe me, I know how bad this can be… and you don’t want to know.  I’m not saying rip out your head and holding tank and make a composting bucket head like I did, but just think about other examples.  What if your water pump breaks in your galley and you can’t get water out of the sink without siphoning it out of the holding tank? Why not just install manual pumps in your galley and head to eliminate the issue from ever arising?  I know this can be a pain, pumping away just to get water out of your faucet, but time not wasted on fixing your boat is time spent enjoying the places you worked so hard to be.

Now I don’t need to go into detail on exactly how I outfitted my small cruising sailboat, less electrical more manual systems, because you can just apply this ideology into your own outfitting process. In any place where you can eliminate complexity and cost, do so.

Self-steering is a tricky subject. It is very hard not to spend large amounts of money on self-steering gear. Whether it be an electric autopilot, or a wind vane, you are going to spend money on self-steering. Unless you are as crazy as me and just can’t wait until you have the funds to purchase such a device. I went with the sheet-to-tiller method of self-steering. Now you experienced Yachtsman are going to turn your nose up at such an outrageous choice of self-steering gear as there are only a handful of people crazy enough to use this method to steer their boat across oceans. If you do not know what sheet to tiller is, you effectively use the tension in your sails to apply negative feedback into your boat, more or less keeping it on course without anyone touching the helm. This method is wonderful for one reason alone, it cost roughly 100 dollars for a system that can keep your boat on course.  Now there are many downsides to such a decision. First, this system only works with a tiller, not a wheel. Second, any time that the power or direction of the wind changes, you are adjusting the self-steering gear. So effectively you have to adjust your boat every hour or so to keep it on course.  That means if you are single handed, you only really have an hour at a time to sleep at night during a crossing or an overnight sail.  t forces you to sail your boat more, which if you enjoy sailing, is not such a bad thing.

Many cruisers would also like to talk about dinghy choice, hard or inflatable?  Outboard or rowing?  But what do you think I chose?  I chose a hard dinghy that can row well.  Cheap Outboard motors break down constantly and good luck finding parts in remote atolls. Oars don’t stop working.  A hard dinghy can take a beating and continue to float and get you and your crew to shore.  Inflatables spring leaks and need to be patched all the time.  UV radiation can deteriorate the fabric of inflatables causing you to replace your tender every couple of years.  That does not fit into my philosophy of simplicity.

Editor’s note: We used a rigid Costco Kayak as our tender for our entire 8 month Pacific Crossing. Inexpensive and indestructible!

I think you can extrapolate the rest my outfitting process just from my self-steering choice alone… minimal. I only chose exactly what I will need, not what I want, or what will make life as easy as possible, but what will give me the most time to enjoy cruising. Because if you are working on your boat or working to pay for it in the first place, you will never truly enjoy what the cruising life has to offer because all of your time is being eaten away by what many would consider vital necessities.

Follow Cooper’s story on his blog  https:// theadventuresofcaptaincooper. wordpress.com  and Instagram @cooper_vonachen

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Best Small Sailboats With Standing Headroom

Last Updated by

Daniel Wade

December 28, 2023

‍ Key Takeaways

• There are plenty of small sailboats that offer adequate standing headroom
• Boats that are trailerable are a good start since they are a compact package
• Many of these boats have a swing keel or other options to make it easier to transport
• Bigger boats typically have more headroom but will cost more and be difficult to move
• You many need to compromise space below deck when standing if you find a great boat

‍ Some might think that a smaller boat means there is not full standing headroom. So what small sailboat with standing headroom is out there?

Some examples of small sailboats with standing headroom include the Catalina 25, Grampian 26, and the Beneteau First 27. Keep in mind that some of these might be older boats and are considered trailerable sailboats. Not all small trailerable sailboat brands will have great headroom.

Based on previous experience, there are plenty of family cruiser small boat options out there that have standing headroom to accommodate a lot of sailors out there. Depending on how tall you might be to stand fully upright will also play a role in how much head room you might have.

Table of contents

‍ Top Eight Small Boat Options with Standing Headroom

You might have heard the phrase trailer sailors when it comes to small boats. Indeed, a trailer sailer will use a trailer to haul smaller boats. Trailering your boat offers budget-friendly freedom to explore new sailing destinations without mooring costs and allowing you to sail essentially anywhere you want.

Having good headroom is a widely used term without proper measurement. Assuming you are not over six feet tall, a lot of small sailboats will have decent headroom. Thankfully, there are some small cruising sailboats that you can pull with a trailer with good headroom.

Catalina 25

{{boat-info="/boats/catalina-25"}}

The Catalina 25 is arguably one of the most popular cruising sailboats of all time. There were around 5,866 built from 1978 up until 1994 and featured various offerings for keels.

One of the more appealing features on the boat was the pop top section to allow standing headroom. These were common after 1987 so make sure to check the year of the boat if you find one, as it should have the pop top.

Grampian 26

{{boat-info="/boats/grampian-26"}}

From 1967 to 1977, the Grampian had roughly 980 models produced. These Canadian boats featured an enclosed head, had six feet of headroom, and was roomy enough with a full galley.

Depending on which option you might have available, some were built with motors inboard or outboard and others had a centerboard or keel. This made transporting it easier, especially with its low four foot draft.

Beneteau First 27

{{boat-info="/boats/beneteau-first-27"}}

The First 27 by Beneteau makes the list as a boat that is nearing 30 feet but has headroom adequate for someone 5 '10". These were first built in 1978 and you can likely find many being sailed today.

These boats have plenty of speed and are excellent on the water for accommodating a small family up to six. It also features a galley and fridge to live aboard if you wanted that option.

Westerly Pageant

{{boat-info="/boats/westerly-pageant"}}

Westerly Marine built 551 of the Pageant in the 1970’s. This 23 foot cruiser idolized comfort over the total speed, giving you a relaxing ride. They also made some with a fin keel, but these were marketed as the Kendal 23.It was a heavy boat, especially with its bilge keel. This made transferring on a trailer interesting if you could accommodate. It had a solid amount of headroom but you had to keep in mind where you were walking down below.

{{boat-info="/boats/performance-cruising-telstar-28"}}

There are a few multihull boats out there under 30 feet that offer quality standing headroom and the Telstar 28 is one of them. It showcases good speed up to 15 knots and is narrow for easy transport on a trailer.

It does not have the same living space as a monohull would, but this trimaran offers one of the more headroom than some of the other trailerable boats. A person standing around six feet could easily stand tall in one of these.

{{boat-info="/boats/nash-26"}}

The Nash 26 was designed in 1976 and had plenty of boats to choose from. If kept in good condition, there is a good chance that you can still find one today. These were solid boats that had a decent amount of headroom below deck.

Corsair 760

{{boat-info="/boats/corsair-760"}}

The Corsair 760 is a newer trimaran (2018) and is currently still being built. This is the smallest offering from Corsair, which is a 24 foot multihull that is trailerable.

It has a pop top across the companionway to allow more space for headroom. These are easy to set up (the amas) and you can typically be ready to sail within the hour if you need to put it together after trailering.

MacGregor 26

{{boat-info="/boats/macgregor-26"}}

The MacGregor 26 had various model transformations over the years that they were built, from 1990 to 1995. These boats used water for ballast and were ultimately lightweight all around. These were great for weekend use or day sailing.

The founder retired in 2013 and his daughter took over under a new name, Tattoo Yachts. These are still in production and utilize similar builds comparable to the MacGregor 26, but have upgraded features throughout.

How to Narrow Your Search for a Small Sailboat with Standing Headroom

Finding a smaller boat, which is typically easier on the East coast of the United States, with an adequate amount of headroom may be a challenge. A big boat should be easier to stand below deck but that is not always the case either. Your sailing goals may also come into play on what boat works best for you.

Consider the terms “standing headroom” and trailberable”, as both of these do not mean the same thing, nor do you have to have a small trailerable boat to have enough headroom. For enough headroom, you need to be able to stand upright and this could vary since your height will likely be different based on another customer looking for headroom as well. Many boats were not designed with standing room in mind below deck, so do not be surprised if older ones are not as compatible.

Any boat that is trailerable needs to have the capability to move or hauled on a trailer. However, just because it can fit on a trailer does not make it legal to take on roads. Consider any permits you might need or what you can do to make the boat travel efficiently.

Where to Look for Cruising Sailboats with Good Standing Room

Finding a sailboat should not be hard if you live near a body of water that provides good sailing conditions. However, finding the perfect boat or a similar boat for your sailing goals might be a little more difficult depending on a variety of factors.

Consider your options and make sure you do not rush into purchasing a boat that does not meet most of your requirements. Adjusting your sailing goals might be something you need to do in order to have good standing room below deck.

Your Height

Before you attempt to find the small sailboat of your dreams with the perfect amount of standing room, you need to think about your own height. A lot of boats were made for the average height of a human , which is 69 inches for males in the United States (5 ‘9”).

You will either have to compromise with bending your head a little when walking through the galley or consider a big boat that can accommodate your height. If you are over six feet, then these will likely not fit your requirements for standing room, unless you really overlook this feature altogether. Of course if you are well over six feet, there is not a small sailboat that will accommodate your height below deck.

Online Searches

Searching online is going to be the best resource you have at narrowing down your options. Your sailing goals might only need a boat under 30 feet, but that does not guarantee that this boat will have enough headroom to stand in.

Searching online will allow you to find boats all over the world or within a specific region. You can narrow down your results by certain aspects and potentially even find exact specifications for head room below deck.

This will save you the most time and money, as you will not be jumping around from place to place nor will you be spending money on gas trying to see unnecessary boats in person. This will also give you an opportunity to see boats before someone else and make the buying process simpler.

Local Sources

If you live near coastal waters or by small lakes, you have a great opportunity to check out more boat options. This could be narrowed down further to local newspaper ads, a boatyard, or even a marina.

A newspaper or something similar to reach a larger audience could have ads posted about smaller sailboats with good standing room. These will typically have a number featured to call or an address to take a look at the boat in person.

Boatyards typically have a little bit of everything, but be sure you are ready for the challenge of fixing one up if you go this route. These are sometimes boats that are beyond repair or have been abandoned.

As for marinas or boat clubs, there is a good chance you will see someone with a boat that you like and they may even potentially have one for sale. If not, you might have a chat with the owner to see where they got theirs from and if they know of anyone selling one just like it.

Budget is usually a deciding factor to own a boat, no matter what other features come with it. Simply put, if you do not have enough money to buy it then you will not be sailing it.

Thankfully, a lot of smaller and older boats will be at an affordable price range. This makes it easier to narrow down your searches and find one that fits your budget. Also, a “cheap” price does not always mean a low quality boat, so be sure to do your research on the brand and the condition of the boat.

Keep in mind that a lot of the older ones might need some work done and that will eat into your budget a bit. Preventative maintenance is key to preserving your boat and your bankroll will thank you later.

Are Small Sailboats with Good Standing Room Right for You?

Every person that attempts to buy a boat will have different reasons for purchasing that boat. If standing room is the main one, there are likely many boats that will not fit that criteria. You will either need to change your perspective on the boat buying process or continue to wait until the perfect opportunity comes along.

Other boats typically prioritize the sail experience in light air versus if you can stand up in the galley all the way. But, some have made that a big selling point so that you can remain comfortable at all times. Comfort is attractive to have on long voyages, but if you are using it for the weekend only, you may opt to skip on the convenience factor.

Your budget and specific height will linger in your search results and be quite specific to your own sailing needs. Finding a boat with quality standing room is not difficult but you might need to compromise in a few areas. Do not be afraid to do some dirty work in repairs or other aspects if your budget allows you to make due with the boat that you find.

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12 Perfect Small Sailboats

Jonathan Holmes 5.0 Rated 5.0 out of 5 5.0 out of 5 stars (based on 40 reviews)

Last updated on December 31st, 2023

Easy to rig, simple to toe, compact, manageable, maintainable, and affordable, all the perfect small sailboats have one thing in common: they always provide an adventurous tour in the sea.

So, either you are looking for something light on the pocket or just an adventure enthusiast wanting some safe daytime ride, the perfect small sailboats are the sole good means to fulfill your call.

After all, honestly, everybody does not need large 30 ft sailboats for cruising. However, large boats offer a lot of features like bunks, refrigeration , entertainment, and electronics. But are these features necessary for just boating? Well, I guess not.

When cruising, you only require a boat, a sail, a rudder, and a mast. Thus, nothing can offer you the ultimate adventures of coastal cruising better than small sailboats. Small sailboats not only provide you a breezy feel in the water but also offer you the opportunity to sense every change in trim instantaneously.

Table of Contents

12Best Small Sailboats

The market has a wide variety of small sailboats that measure less than 20 ft in size. Moreover, they are quite hit products as they offer great fun in the water.

With this guide, you may equip yourself with all the necessary information about the top 12 small sailboats. My top picks are just perfect as they’re simple to sail, easy to rig, and time-tested. Thus, if you were looking for a listing of the perfect small sailboats, you’re certainly on the right post.

Keep scrolling to read on for the best small sailboat picks.

Hunter 22 is a clever boat for a very fair price. It retains the hull of its predecessor- Hunter 216, featuring an open transom and a large cockpit. However, it is made of fiberglass with balsa-cored topsides and a solid bottom section.

Furthermore, the deck is a bit changed, having a 40 sq. ft. larger rig. Similar to Hunter 216, it, too, features a hydraulic ballast keel. The Hunter 22 is primarily designed to offer a thin line between “go-fast mini-sport boat” and “fun family daysailer and weekender”.

You can select between either half of them according to your requirements.

The cruising package features a simple electrical system, a portable toilet, and a V-berth in the small cuddy cabin. Whereas, the performance package offers an asymmetric spinnaker, a retractable bowsprit, mid-cockpit traveler, hiking grips, and straps in the cockpit.

• Hunter 22 is a daysailer.
• It offers a portable toilet.
• The manufacturers offer an optional electrical system with Hunter 22.
• The boat features a large cockpit and open transom.
• It offers a cuddy cabin and twin bunks.
• It features a hydraulic lifting centerboard and laminated fiberglass deck and hull.
• Comfortable
• Fair priced
• Easy for trailing
• Faster than most of the other boats available in the market
• Versatile and family-friendly
• Might need some replacement parts

Catalina 22 Sport

The retractable keel and basic amenities allow the Catalina 22 Sport to be trailered easily. Basically, the Catalina 22 Sport is an updated design of its predecessor Catalina 22.

The large cockpit is enough to seat a crowd. It offers a fractional rig with a mainsail and a roller-furling jib, a cabin that provides bedding for four with a forward hatch for ventilation, and a retractable lead keel.

In essence, the Catalina 22 Sport is more of a family-friendly racer. Also, it offers an alternative to choosing an older boat.

Besides, the Catalina 22 Sport offers the value and quality Catalina has come to expect since 1970. It is simple to rig and an excellent sail to step up from dinghy sailing to budget cruising.

• Catalina 22 Sport is a daysailer.
• It offers an adjustable outboard motor bracket.
• The boat features a comfortable cockpit with contoured coamings.
• It has an anodized aluminum mast and boom.
• It offers low stretch halyards and internal halyards.
• Catalina 22 offers a complete standing and running rigging.
• Many interior features, including Fiberglass Hull Liner, molded Headliner, and Low Glare Texture.
• Easy for trailing with its swing keel
• Family-friendly
• Simple to rig without a complicated setup
• Fast in speed
• Stability and reliability
• Features spacious cabin
• If you choose some old models, you will need some replacement parts.
• Not much trendy considering the interior and upholstery

Hobie Cat 16

The legendary Hobie Cat 16 has revolutionized boating . Firstly, it belongs to a proud watersports lineage, which within a few years of the foundation was loved by thousands.

Secondly, The Hobie Cat 16 is either used as a daysailer or a racer. The double banana-shaped hulls easily cut through the water, and the boat gets going fast even in light winds, as the aluminum alloy frame and two sails catch wind considerably.

Thirdly, there would certainly be no complete roundup of fun, trailerable, and small sailboats without any mention of the venerable Hobie Cat 16. The large trampoline provides a spacious platform to move about. Moreover, it offers many optional features, including a beach dolly, trailer, douse kit, a spinnaker, and a main and a jib.

In essence, it is a classic boat; enthusiasts and collectors covet it alike. Undoubtedly, it has the pedigree to prove that it is the red Ferrari in the world of cruising.

• The mast is 26 ft 6 inches tall and weighs about 320 pounds.
• The boat is 16 ft 7 inches in length and 7 ft 11 inches in width.
• Two color options are available.
• The dual-trapeze rig offers you harness its sheer power.
• The asymmetrical fiberglass hulls offer lift
• Low maintenance sailboat
• Reasonably priced
• Perfect for a Small Crew
• Easy to trailer
• Simple to rig
• Sailing may be hard when you’re alone.

Norseboat 21.5

In essence, the Norseboat 21.5 offers everything an expensive trailer-sailer does. It features a sensible centerboard arrangement, contemporary, good fit and finish, high-quality construction, and sea-kindly underbody.

The value of Norseboat 21.5 lies in its charm. You will easily fall under its spell if you are into the idea of a solid and easy-to-sail boat. The price tag looks much higher for a small 21 ft boat. However, the hype of Norseboat 21.5 tells you that it’s worth it.

Moreover, the NorseBoat 21.5 offers several configurations: one with a small cockpit and cabin that has a double berth for two adults and an optional berth for children, and another with an open cockpit and smaller doghouse.

Each of them comes with a ballasted stub keel and centerboard and carries the brand’s exclusive carbon fiber gaff-rigged mast. Also, the lightweight design of the Norseboat 21.5 offers easy rowing and a simple trailer.

• Norseboat 21.5 offers a lightweight design.
• It offers two different configuration options.
• Norseboat 21.5 has rowing stations.
• It features an electric outboard.
• The hull and deck are of fiberglass with a wood core.
• Comfortable and versatile
• Expensive compared to the other sailboats on the list

Barney Lehman and W.D. Schock designed the Lido 14. It is an American sailing dinghy that was built in 1958 for the very first time.

In essence, the Lido 14 is a classic sailboat that proves to be a perfect pick to suit small boats, especially for the owners who are still learning the ropes of boating.

The Lido 14 is just perfect for shorthanded racing, single-handed sailing, and solo sailing. It offers seating arrangements for about six people at most.

In the first year of its launch, two hundred Lido 14 boats were ordered. And, around 6300 Lido 14s had been built for 40 years. Today, a new Lido 14 boat is not available in the market; however, you will not regret ever getting a functional used boat.

Thus, the Lido 14 makes your investment worth it and serves you well throughout the journey.

• It offers a retractable centerboard raised with stainless steel straps.
• The hull features a near-vertical transom, a spooned plumb stem, and a transom-hung rudder controlled by a tiller.
• It has a fractional sloop rig with a loose-footed mainsail and anodized aluminum spars.
• Non-intimidating
• Has the car top capability
• Easy in handling
• New models not available

RS Sailing is primarily known for its line of racing dinghies. It built the 16-ft, 4-in sized Venture, which is such a perfect training and cruising dinghy.

The Venture offers a large, self-draining cockpit that can accommodate a group of friends or a family. Whether you are just messing about with your family or friends, club sailing, or just up for casual racing, RS Venture delivers the best with all its features. It is among the most versatile and nimble dinghies for sailing the masses.

In addition, the RS Venture can carry up to eight people in its self-draining cockpit. The excellent performance makes it adventurous; the multiple equipment options allow several boat configurations.

Moreover, the RS Venture is the winner of multiple awards. The excellent stability makes the boat ideal on coastal water, offering an advantage to those learning the sport.

More importantly, The RS Venture has the potential to carry more people in it than its dinghy rivals.

• The RS Venture offers a spacious platform.
• It features a rear back storage.
• The boat also offers reverse transmission.
• It has an open cockpit with high buoyancy.
• The exterior is composed of plastic and dual carbide.
• Can be car toped
• Versatile and stable
• Simple to handle
• Good looking
• A bit expensive

Super Snark

The Super Snark is a simple, lightweight, lateen-rigged daysailer, marketed as the “Super Sea Snark.” It is fun sailing, easy to learn, unsinkable, and simple to set up, and transport. Most of the people who get it find it satisfying to their sailing requirements.

Moreover, Super Snark is highly portable and storable. It can easily load onto your vehicle due to its construction and light-weight. In addition, the roof racks with slide-out loading bars make moving much easier.

Termed as unsinkable, the Super Snark is built with EPS foam, with the external hull and deck, which is vacuum-formed to the deep with ABS. polymers. The Super Snark weighs approximately 50 lbs having a capacity load of 310 lbs. It can carry two people at once.

• It has the capacity for two people.
• The internal hull leaves no void as it is filled with EPS foam, making the boat unsinkable.
• Mast, spar, and boom are of aluminum.
• It is made of recycled plastic.
• It weighs approximately 50 lbs
• Lightweight
• Car top-able
• Recyclable construction material
• Easy to learn
• Simple to setup
• Not family-friendly

The Laser is one of the most popular single-handed racing sailboats available in the market. With its simple rigging and simple design, Laser started single-handed racing 50 years ago when it came out. Interestingly, with over two lacs made, it is the most popular race boat in the world.

Everyone enjoys the Laser, from club racers to Olympians. It is a simple vessel to own and rig, which rewards practice and good sailing techniques. The Laser is built with updated foils and sail controls.

Moreover, a three rigs system allows the sailors to enjoy boating. It offers a seating capacity for two people. This boat is a fiberglass lightweight model easy for capsize and recovery.

• It has the capacity for two people seating.
• Includes the upgraded Vang, Cunningham, and Outhaul controls
• The boat features heavy fiberglass hull construction with aluminum spars.
• It has a small rudder with a lower boom.
• Worldwide popular and recognized racer
• Car top capability
• Stable and easy to handle
• A bit hard to sail

If you are looking for a good looking sailboat with excellent performance, the Paine 14 is here for you. It features a contemporary fin keel and spade rudder, which makes it more agile and faster.

In essence, Paine 14 is an old-time appeal with its varnished gunnels and transoms. However, it offers all the modern features every updated boat has. You can rig this boat with a gaff or a Marconi rig and can trailer it behind a vehicle.

In fact, Paine 14 can sail under mainsail alone due to the large flotation compartments fore and aft. The rig is simple, with an unstayed carbon-fiber mast and a mainsail bent onto its spars.

Overall, the Paine 14 feels like a favorite classic daysailer when you sit in it. The bronze hardware, the slatted-wood cockpit sole, and the varnished trim; all of these are elegantly designed. The cockpit ergonomics are seamless, and the sail controls fall perfectly to hand.

• It features a modern fin keel and spade rudder.
• The boat is built in seamless epoxy cold-molded wood construction.
• It has parallelly fitted fiberglass battens to the luff, which extend from the leech to the foot of the sail.
• Easy for trailing with its fin keel
• Good prevention of slippage
• Features spacious platform
• Not much trendy in looks

FAR EAST 18

The FarEast 18 is a low maintenance 19-ft vessel that offers high speed cruising in the sea.

Equipped with an open deck, the Far East 18 offers excellent performance. It offers great safety and stability due to its design. The hull has a beautiful shape that can be easily handled.

The lifting keel and the removable rig makes it easy to transport by a trailer. It takes a square-top fixed mainsail and an asymmetrical spinnaker, which is a driving force for buoy racing. The Far East 18 can compete with six crew but also offers bedding for three people when you are staying out overnight.

Moreover, this vessel features an updated bulb keel with carbon structure, vacuum-infused foils, and fiberglass hull. Best of all, a single person can easily rig and launch FarEast 18. Moreover, you can trailer this boat easily with a displacement below 1500 pounds.

All in all, Far East 18 is an excellent little sailboat available in the market.

• Small cabin instead of a reduced deck
• It features an updated bulb keel.
• The boat features a spacious cockpit.
• It has a lightweight structure.
• It is constructed with a vacuum infused polyester sandwich.
• Not too brutal on the pocket
• Comfortable and low maintenance
• Modest Price
• Does not perform well in strong wind

The Sage 17 was designed in 2009 by Jerry Montgomery. It is a small, stable, go-anywhere vessel, featuring a transom with a balsa core, a carbon fiber deck, and a cabin roof.

The Sage 17 is a 1300 pound vessel. It comes with a loose-footed main and a working jib that sheets inside the lifelines. There is a kick-up rudder, a 120-lb centerboard, and a 400-pound lead keel that will not strand while cruising through shallow water.

In addition, this boat is simple enough for beginners and sophisticated enough for experienced sailors. It is manufactured to handle your adventures with safety. It comes with a non-skid covering on the horizontal surfaces, a bow pulpit, transom-mounted boarding ladder, and a self-draining cockpit.

Moreover, this model is hand-built with vinyl ester resin, fiberglass, and carbon fiber in a lapstrake style to offer you enhanced strength. The cabin and deck are made of a balsa core and carbon fiber.

The Sage 17 sails fast in light air and provides unruffled travel as the wind blows more strongly. You will definitely enjoy hindrance free comfort in the airy open cabin. And, you can get customized cabin cushions that are available in different colors.

• Jib downhaul lead for the cockpit
• Cabin-top mounted winches and jib tracks
• Internal halyards
• Single reef main and working jib, with running rigging
• Complete mast and stainless-steel standing rigging
• Fiberglass and vinyl ester lapstrake hull with a carbon fiber
• Carbon fiber and vinyl ester deck with a balsa core
• A variety of options available to choose from
• Simple enough for beginners
• Safe and durable
• Quite reasonably priced, considering all the features
• Might require some replacement gears

Montgomery 17

The Montgomery 17 was designed for Montgomery Boats by Jerry Montgomery in conjunction with Lyle C. Hess. It was manufactured with centerboard and keel models.

The Montgomery 17 offers more stability than most of its rivals. And, when it comes to comfortability, the Montgomery 17 again stands above the rest.

This boat has the capability of going about moderate offshore passages. You can easily trailer it as it is small enough in size.

Moreover, it is designed with a masthead and toe rail that fits most of the foresails. It has a proper amount of storage area, a DC power, an optional shore, and seating arrangements for two people offering a headroom, a pair of bunks, and a portable toilet.

Overall, the Montgomery 17 is among the giant-killers of the market when it comes to performance. Though small in size, it makes its way past its larger rivals and excels in the extremes.

That is not just it; using a four-part gear, you can easily uplift the deck-stepped mast.

• The hull type is swing keel.
• A flush deck version is also available.
• Some versions feature a fixed keel.
• There are three types of keel configurations available; retractable keel, shallow draft fixed keel, and a shallow draft fixed keel in conjunction with a centerboard.
• Comfortability
• Quite faster than its rivals
• Outstanding racing record
• Favorable handicap
• Not suitable for deep sea

The Wrap Up

Hitting the water with the right sailboat can be an overwhelming task for many. To ease this process, the list above has narrowed down the 12 perfect small sailboats.

While there are infinite sailboats available in the market, the sailboats, as mentioned above, will serve you right and make you enjoy the ride.

However, in my opinion, the best of all is none other than the Catalina 22 Sport as it is the most moderate pick of all. You don’t have to compromise on either the quality or affordability.

In my opinion, you must not spend too little or much for too low or too high quality. A moderate model will serve as the perfect pick for you. Thus, Catalina 22 Sport being moderately robust and not-so-expensive wins my heart.

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Mindy and David have a passion for small sailboats called micro-cruisers, and they have been cruising in their tiny boats for 30 years. Their favorite destinations have been the Outer Banks of North Carolina, the Florida Keys and the beautiful islands of the Bahamas. 

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An Arsenal of Mysteries: The Terrifying Allure of a Remote Caribbean Island

Why had immigrants, seekers and pilgrims been drawn for centuries to the treacherous shores of Mona Island? I set off to find out.

In Cueva Lirio. Even after many decades, the island’s sculptural inner terrain can be difficult to navigate. Credit... Christopher Gregory-Rivera for The New York Times

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By Carina del Valle Schorske

Carina del Valle Schorske is a contributing writer for the magazine. She spent four days on Mona Island, where, among other things, she climbed a ladder made of driftwood to report from a cave.

• March 20, 2024

Every year, I spend a month or two in Puerto Rico, where my mother’s family is from. Often I go in winter, with the other snowbirds, finding solace among palm trees. But I’m not a tourist, not really. I track the developers that privatize the shoreline; I follow the environmental reports that give our beaches a failing grade. I’m disenchanted with the Island of Enchantment, suspicious of an image that obscures the unglamorous conditions of daily life: frequent blackouts, meager public services, a rental market ravaged by Airbnb. Maybe that’s why I turned away from the sunshine and started to explore caves with my friends Ramón and Javier, seeking out wonders not yet packaged for the visitor economy. I’ve been learning to love stalactites and squeaking bats, black snakes and cloistered waterfalls — even, slowly, the darkness itself.

The Greater Antilles and the Yucatán Peninsula form one of the most cavernous regions in the world, and many of these grottos contain precolonial inscriptions. But no other site can match the density of designs found on Mona, a semiarid mesa halfway between Puerto Rico and the Dominican Republic. The island is ringed by sheer cliffs and honeycombed with miles of subterranean passageways. Most of the inscriptions are tucked away in the so-called dark zone, far from access to the upper world, congregating around rare pools of freshwater. More accessible chambers harbor other histories: an Incan vase filled with gold coins, shards of a Spanish olive jar stained with the oldest wine in the Americas. In one cave, a foreign visitor from the 16th century carved a kind of commentary alongside ancient petroglyphs: “ plura fecit deus .” “God made many things.” I kept repeating the phrase to myself like a mantra, trying to impose divine order on the contradictions of the New World, the only world I’ve ever known.

Mona now “belongs” to Puerto Rico (and thus to the United States), but the island has always retained a certain rugged self-possession, rising fatherless and fully formed from the sea like an American Aphrodite. The archaeologist Ovidio Dávila famously described the island as “a floating fortress”: remote, inhospitable, an arsenal of mysteries. But Mona also teems with life: flowering cactuses, swirling flocks of seabirds, orchids and iguanas and frogs found nowhere else on Earth. Hawksbill turtles from as far away as Panama crawl onshore to nest under the summer moon. Enormous basket sponges and gorgonian corals cling to the sea wall. Many migrant species rarely seen from Puerto Rico proper come close to shore: dolphins, pilot whales, tiger sharks, bluefin tuna, flying fish. Mona’s remote beaches receive tribute from faraway waters, as if this might be the secret center of the world.

But for many Puerto Ricans, Mona is a legendary backwater, the punchline for a whole genre of jokes: Your political enemies “couldn’t even win the mayor’s race on Mona,” the socialists should “go live with the iguanas,” the Supreme Court might consider setting up “its little theocracy” over there. Like Robinson Crusoe, even locals who should know better view this other island as a blank slate for exile or utopia. Of course, Mona wasn’t always an abstraction. Before Europeans wandered west, Indigenous people settled the island as early as 3000 B.C. When Columbus first came to Mona in 1494, there was a community cultivating a marvelous variety of fruits and tubers from a thin fringe of arable soil on the island’s western side. Indigenous people continued to survive on Mona for another hundred years — much longer than elsewhere in the region — taking refuge in the island’s mysterious interior. Since then, the island has hosted a vivid procession of conquistadors, conversos, maroons, priests, pirates, prisoners, guano miners, military men, treasure hunters, scientists and refugees.

‘God made many things’ — so many more than the Old World predicted!

Now Mona is a protected nature reserve, and the only residents are park rangers. Researchers and amateurs alike must apply for a permit from Puerto Rico’s Department of Natural and Environmental Resources in order to travel there. Hunters come to subdue the feral descendants of goats and pigs introduced by the Spanish. Scuba divers wander the reefs.

But the Mona Passage — fast-flowing, shark-infested, one of the roughest stretches of water in the world — remains a troubled crucible of imperial traffic. Every year, migrants from Cuba, Haiti and the Dominican Republic crowd small boats and try to make the dangerous crossing to Puerto Rico, the local gateway to the American dream. Many drown, uncountable bodies at the bottom of the sea. Hundreds wind up stranded on Mona, abandoned by smugglers looking to cut corners on the journey, then deported by authorities within days. Even those who visit Mona for recreation sometimes stumble into the island’s traps. In 2001, a Boy Scout got lost and died of dehydration. Just last month, a hunter disappeared near a well-known cave not far from camp.

Why did these frightening stories seduce me? If so many people were willing to suffer the island’s torments, I figured they must be suffering for something: freedom, beauty, maybe even wisdom. The travel industry sells the Caribbean as a gentle paradise where the workers of the first world can escape to rest at last on the shores of an infinite resort. But Mona remains incompletely mastered, a wilderness where you won’t be welcomed, where it’s still possible to lose your way and lose your life.

“This curious world,” Thoreau wrote, “is more wonderful than convenient,” and his words came to me as I gathered my hiking boots and helmet, laxatives and Dramamine, batteries, baby wipes and safety wardrobe of neon orange. After nearly a year of bureaucratic tribulations, I was finally going to Mona. The two most popular tour companies never wrote me back, so I planned the trip with Jaime Zamora, a freelance guide who had been exploring the island for more than 40 years. But it was better this way. I liked the purity of his passion and his disdain for institutions. Instead of a website or brochure, he directed me to a private Facebook group where he maintained a meticulous archive of old maps, news clippings and personal photographs of artifacts he found on the island: a creamy conch shell with a hole drilled through it, the ornamental handles of a broken urn.

In December, the stars suddenly aligned: Our permits were approved, the seas calmed and we pulled a team together. I crossed Midtown with cash in my coat to wire to a boat captain named Mikey. My friends Ramón and Javier came through; so did my friend Elisa. Our photographer, Chris, would bring his partner, Andrea. Jaime recruited some old comrades: Chito, Manuel and Charlito, the cook. The ecologist Hector Quintero, known as Quique, signed on and suggested we might invite Tony Nieves, who had recently retired from 33 years as Mona Island’s director. Finally, Jaime texted to say the moon would be full for our visit: “In one week,” he promised, “your magic will begin to shine.”

The boats arrived at the pier in Joyuda, on the western shore of Puerto Rico, near dawn. We were relieved to discover that the sea was quiet: “ plancha ’ o ,” the captain said, like an ironed sheet, only this gracious once or twice a year. He warned me not to get the wrong impression: “ Mona no es así .” Still, I could feel it when we crossed into the Mona Passage proper, where the waters of the Atlantic and the Caribbean come together in a cauldron of treacherous crosscurrents. The prow began to jump across the waves, so that we had to brace hard against the railing to keep our tailbones from bruising. I realized I had never been this close to the water for this long — I always approached Puerto Rico from above — and I tried to imagine the first people who came this way, rowing with no land in sight, searching the sky for congregations of clouds, the sign of green things breathing.

Over the last several years, I’d been unlearning the standard narrative about precolonial history. In Puerto Rico, the Department of Education still promotes the tired narrative that the people who greeted Columbus were simple and docile, with a rudimentary culture. But Reniel Rodríguez, an archaeologist, told me that the recent research is very clear: The migrants who left Central America and the Amazon basin to populate our archipelago were great mariners, like the Polynesians, navigating by stars and currents and wind patterns. Over generations of migration, they formed multiethnic polities and maintained vast trade networks: jade from Guatemala, gold and copper alloys from Colombia, jaguar’s teeth from continental jungles. None of these materials arrived by accident. As we bumped along, I wondered what it was like to bring, say, a passel of guinea pigs from Colombia to Puerto Rico in the bottom of a wide canoe.

The oldest carbon-dated evidence of human habitation on Mona dates from about 2800 B.C. They were probably attracted to the island’s majestic underworld. Indigenous mythology names symbolic caves as the great cosmic incubators, giving birth to the moon, the sun and the archipelago’s first people. Mona’s residents filled the caves with signs. The island was never a land of milk and honey, so its importance must have been strategic and spiritual rather than strictly productive: Ovidio Dávila imagines “a meeting point and tribal crossroads,” hosting chiefs and traders, “parliaments and pilgrimages.” The rigor of the journey to Mona conferred a kind of gravity on every human drama that unfolded on the mesa’s barren stage.

It took a long while for Puerto Rico to fall out of view, and hours more for Mona to appear, so that I felt suspended in time as well as space. I could imagine the Spanish ships prowling the Caribbean, snatching people from the Lesser Antilles and the coast of South America to “replenish” their depleted work force. I could imagine the first coffle of stolen Africans that would arrive in Santo Domingo. This passage still teems with human traffic. No one who worked these waters — our captain, the Coast Guard, local fishermen — wanted to talk to me about what they’d seen. Édouard Glissant was right: Even the brightest voyages bring to mind the depths of the sea, “with their punctuation of scarcely corroded balls and chains.”

I had taken off my glasses, foggy from the spray, so at first I wasn’t sure if the smudge of cream in the corner of my eye was just a trick of light. But then Quique pointed in the same direction, and the distant citadel began to shine — first the pale naked flanks of the highest cliffs, and then, slowly, the regions shadowed with underbrush. The island’s shape sharpened: a thin slice of stone floating like a cataract on the dark iris of the sea.

When we finally moored at Playa Pájaros, I woke up from my precolonial daydream. The beach was covered in trash. Quique blamed austerity: The Department of Natural and Environmental Resources, like all government agencies, has been defunded to prioritize the debt. There wasn’t money, anymore, to service the island properly. The rangers live on the other side, at Playa Sardinera, so our camp — Playa Pájaros — was wilder, both more private and more neglected. I was ashamed of my disappointment, realizing that it revealed some measure of willful naïveté: I knew the currents of the Mona Passage carried seeds and shells from far-off places, so why not shoes, plastic bottles, rubber tubing?

Still, there were hermit crabs and lizards creeping among the sea grapes, as there had been for millions of years, and wild cotton along the edges of the cliffs. Ramón helped me hang my nylon hammock from two sturdy trees, and I thought of the cotton slings — hamaca , an Arawak word — woven by the people of Mona, so finely made that the Spanish set them to work as suppliers for the imperial machine. I had never slept in a hammock before, but after the roughness of the voyage, it felt natural to sway, gently, and I dropped into a deep slumber for an hour, until I could hear Jaime pacing and singing, summoning us to our first cave.

If there had ever been a trail to Cueva Caballo, there wasn’t anymore, and so we had to shake the sleep from our senses in order to climb, almost crawl, through thorned bushes and over jagged limestone up toward the mouth of the cave. I was surprised to find a paved road just inside, punctuated by the rusted remnants of carts and rails. Tony explained how Cueva Caballo was mined for guano in the 19th century, when Western powers realized the nitrates in bat feces made it very good for gunpowder and fertilizer. The workers slept right here, among piles of excrement dredged up from the darkness. Eventually, they went on strike for lack of water. There was still fresh guano in Cueva Caballo — the color and texture of finely ground coffee — and the smell of ammonia saturated the tighter chambers, so that we passed through them quickly and sought out crevices in the stone where we could catch currents of fresh air.

“ Hay un chorro de formaciones ,” Jaime said, and it was true: The walls of the cave seemed to undulate like water, and a glittering white powder frosted the figures, crystallizing in chandeliers and sliding over smooth hills of stone like a gown over the hips of a beauty queen. “ Sorbeto ,” Tony told me it was called, as Jaime moved through the cave seeking his favorite free-standing sculptures and addressing them by his own private names: “ Huevo Frito ,” “ Dragón .” He was looking for “pearls,” the perfect mineral spheres that form over centuries in pools beneath dripping stalactites, especially one particular pearl he called “ La Cabeza, la perla más hermosa de toda la isla .” Tony, subtly competing, told me he had walked through every chamber in these caves — “ to’ completo ” — and was the only one who never lost his way on Mona.

Still, even after many decades, I could see how Jaime and Tony hesitated between branching passageways, retreating into memory’s inner topography before disappearing behind a blind curve. So many of the conversations I caught on tape were merely directional: “ Vamos pa’llá, ” “ No, más adelante, ” “ Y dónde está Javier? ” Cross-talk, muffled laughter. Jaime told me they sometimes stumbled upon the skeletons of goats that died lost in the labyrinth. We learned to listen for one another’s voices.

‘Yo la adoraba,’ he explained helplessly.

In Cueva Caballo, Jaime cried out: “ Se la robaron, Tony! ” When we found him, he was kneeling in front of what looked like an empty altar. La Cabeza — a glittering stone in the shape of a skull on a slender neck — had been carefully decapitated. There was a market for that kind of thing: Manuel said he had seen small-time hustlers selling stalactites on the roadside in the Dominican Republic. Even in the dim light of our headlamps, I could see Jaime’s face turn red, and I was worried he might cry. “ Yo la adoraba ,” he explained helplessly, using the word that blurs the boundary between love and worship. “If I were an Indian, this would be sacred for me.”

The older men in our group often spoke as if they had taken the place of Indigenous people. Jaime wore a necklace strung with three finely polished beads of shell and stone that he took from a cave years ago. Chito analyzed our dynamics as a “clan.” And Quique summoned scientific theories: Had I heard of epigenetics? How Native Americans transmitted the traumas of starvation, displacement and genocide across generations? Puerto Ricans, he continued, must be carrying our own ghosts. I was wary of these analogies, but I could also understand their emotional logic. Our guides had lived through “ el carpeteo ,” the U.S. government’s campaign against the Puerto Rican independence movement, when activists were surveilled and imprisoned, when close comrades turned out to be snitches. They were nostalgic for whatever came before the colonial encounter, when the islands they loved were sovereign. When we got back from Mona, Quique gave me a thumb drive of scientific documents and a short essay he wrote himself, simply titled, “Colonies Are There to Be Exploited.”

I struggled to absorb the intensity of information directed at me. Elisa, often at my side, said it was like standing next to a fire hose. Buried treasure, political intrigue, grand theories, deaths and disappearances. I was missing so much, but at least I could record the poetic names and properties of local plants: tourist tree, for its red and peeling bark, the cactus called snowball for its crown of white fuzz and thorns, the plumeria called alhelí cimarrón . In the mornings when it bloomed you could close your eyes and almost find your way across the island by following its fugitive perfume. Tabaco marino , rolled and smoked, might get you a little high. Chicharrón , higo chumbo , coca falsa . Jaime and Tony often returned to the same refrain: “ Eso es de aquí na’ más .” Only on Mona. Some of these species were immediately striking: The Mona land iguanas were enormous, with the terrible dignity of dinosaurs, and we had to fight them off whenever we took sponge baths by the cistern. Others seemed modest, enchanted only by the spell of our attention.

On the long, hot walk to the ruined lighthouse, Jaime and Tony peeled off, and Chito told me they were tired and had gone to camp. But on our way back, hours later, we came upon Jaime sitting in a patch of meager shade along the road. Our guides had finally found Psychilis monense, Mona Island’s endemic orchid, and Jaime was waiting to introduce us to this natural wonder. Last time he was on Mona, he spent an afternoon searching in vain, but this time — this time, just for us — she had revealed herself and would step into her stardom. Jaime had been so patient, had shown such fortitude, and now he was almost trembling with urgency as he guided us to the spot, off road, that he had marked with his staff so he wouldn’t lose the little flower.

The flower was indeed so little that I almost missed her, a bit of pale silk no larger than my thumbnail on the end of a long bare stem. When I bent the stem toward me to specify her beauty — a purple striped calyx, a clutch of green buds — I was worried it might snap. The tiniest dancer. How strange, I thought, to be so rare and lonely — endemic, endangered, the only flower in the stony field — and at the same time so unremarkable. Or was my own perceptive power unremarkable? My own capacity for feeling? Sometimes, reading research papers on Mona, I was baffled by the effort people made to catalog the most minute phenomena: the scientists in scuba gear who explored a dangerous underwater chamber in order to photograph “the curious case” of a cave-dwelling shrimp called Popeye. But I knew that the argument for protecting Mona depended on the meticulous accumulation of empirical evidence for the island’s singularity. And that love is not love without detail, without risk, without a touch of madness.

I tried to bring the intensity of attention I’d seen among our guides to the library. So much of my formal and informal education had rushed through the conquest of the Caribbean — especially Puerto Rico — as if the Spanish and then American invasions had been so successful that they erased not only the history of those who came before but also the muddy footprints of their own trajectory. Many primary sources confirmed the familiar narrative of unrelenting violence. The archaeologist Alice Samson drew my attention to an inventory of merchandise from Mona: “ grillones con un indio preso ” — shackles with a prisoner attached. But reading the colonial chronicles, I also felt a strange suspense, as if these encounters might have gone another way, as if the future I am living now had not yet been foretold.

Mona’s particular history dramatized the chaos and contingency of those early decades. The island’s location on the route between Santo Domingo and Spain made it a crucial supply station and entrepôt for slave trading. Juan Ponce de León imported roughly 80 captives to ramp up production of pan casabe , the durable flatbread made from yuca that was a staple of the Indigenous diet. Soon, Mona became the breadbasket for the whole colonial campaign: gold mines in Puerto Rico, armadas cruising for slaves, salt and pearls from Aruba to Venezuela. The women of Mona manufactured cotton ropes that might have been used — I can only speculate — to hoist sails, corral horses and bind the wrists of child brides.

But even at this high point of exploitation, Mona retained an ambivalent independence. Very few Spaniards took up permanent residence. Instead they installed Indigenous overseers and left the fragmented community to find its own working rhythm, to sustain traditions and experiment with new religions. Many of these people — colonizers, native islanders and captives from distant territories — would not have had a common language. Together, they had to learn to grapple with their new position at the center of apocalyptic change. They brokered deals with English and French raiders, they formed Creole families and they fled the violence of the island’s coast for caves in the interior, not far from the ceremonial ball courts.

Mona was never abandoned for long. Exiled islanders returned to fish, forage and visit sacred sites as their ancestors did for thousands of years. Sailors sick with scurvy came to gather oranges gone to seed. All through the 17th and 18th centuries, pirates frequented the island, making the surrounding waters some of the most perilous in the Atlantic world. The researcher Walter Cardona told me how Blackbeard, the notorious English buccaneer, used Mona to barrack twice-stolen Africans, reselling them on the black market once they became “acclimated” to hard labor. At the height of the Haitian Revolution, rebels moored ships along Mona’s coast. The island had become both a prison and a sanctuary, contested terrain where empire’s exiles hashed out new identities. In a recent article, Cardona included a photograph that Tony took of a skeleton recovered from Sardinera: DNA testing revealed a young man of African and Arawak ancestry, just a teenager when he died, maybe a maroon himself. Or maybe this was just wishful thinking, my desire for a story with a taste of freedom in it.

Something about the photograph — the arrangement of bones, the knowledge that Tony had touched them — made the limits of my reading obvious. I had come to Mona to go beyond the syllabus, and wasn’t it already working? Every feather and every grain of sand seemed like evidence. Every jagged window framing the sea looked like a wound torn open. Even the drooping casuarinas — imitation pines imported from Australia — seemed to lament their own story of displacement and adaptation. But there was one cave on Mona I still wanted to visit. Maybe seeing colonial signatures in stone would help me bridge the gap between the authority of documents and the testimony of the senses.

The entrance to Cave 18 was luminously pale and multicolored: blue, pink, yellow, the skyscape of a Renaissance painting. Right away, we had to bend at the waist, feeling our way through a wide, dim tunnel until it opened into a larger chamber. We were in the dark zone now, so that it wasn’t possible to go without our headlamps. Probably, the foreigners who visited this cave would have had to rely on local guides, the way I was now relying on Tony. I tried to let my senses adjust to the environment. This was my favorite kind of cave — not a cathedral but a chapel, damp and close as a pair of cupped hands. Later, reading Alice Samson’s analysis of Cave 18, I would learn that I had walked past the word “ entra ,” repeated three times in the same crude hand: a 16th-century visitor trying to formalize a route the first artists had established by feel, through the ceremony of repeated gestures.

The first signs I noticed myself were undulating lines traced into the soft, crumbly walls near eye level — “finger fluting,” Tony called it, an Indigenous technique common on Mona, where many caves are frosted with “ sudor de roca ,” as if stone, like human skin, could breathe and sweat. “Careful,” he warned me: It was easier to erase the delicate designs than it had been to create them.

I had just found an Indigenous petroglyph drawn high up on the curving ceiling — a round face with ornamental earrings — when Tony let out a small cry and beckoned me closer. This was the line I’d read about: plura fecit deus . The first word was written in perfect cursive, but the other words were messy, as if the writer had underestimated the effort it would require to inscribe his message. There’s no exact match for the Latin phrase in the religious writing of the period, so Samson suggests we take it at face value, as “a spontaneous response” to the cave itself. “God made many things” — so many more than the Old World predicted! Pineapples, manatees, reefs so thick with fish that boats could barely row to shore. Songs longer than books, clans ruled by women, caves that flickered with a thousand tiny faces peering out from the stone. Even familiar things, like Spanish melons, seemed transformed on Mona, swollen by the relentless sweetness of the sun. Was this not revelation? I tried to imagine landing here after months on a leaking caravel — outnumbered, now, by foreign people, encircled by charismatic foreign signs, compelled to register my wonderment with the sharpened point of a rusty nail.

Or maybe it was the other way around, and some of the crosses carved into the stone were made by mestizo conversos trying to reconcile competing cosmologies in the artistic language they knew best. Walter Cardona had combed the colonial literature for information on Mona’s Indigenous leaders, and he emerged with a document from 1517 listing every resident of the Sardinera village, many with hybrid names that reflected hybrid lives: Juan Yahagua, Francisco Maguatica, Isabel Bocoana, Luisica Guacoyo. Some of them might have kept visiting old sites of ceremony. Some of them might have shown strangers those hidden pathways and sacred chambers. Some of them might have disappeared together, preferring internal exile to the forced surrender of the island’s secrets.

When I met Walter Cardona in person, he told me he once spent nearly 10 hours in Cave 18, trying to catalog every human mark that was made there. Satisfied after his long effort, he announced, out loud, that he wasn’t planning to return. But the cave wouldn’t let him leave: “Something took me and threw me against the rock,” and he stayed there, pinned and paralyzed, for several moments before he realized he had spoken too soon. This was not a history you could finish. I remembered something I heard Tony say in a documentary: “No one can say they know Mona completely.” He was talking about space — the island’s intricate topography — but I was thinking about time.

Cave 18 is not a diorama, and Mona is not a museum. People still traverse these subterranean passageways in search of things they need: knowledge, freedom, temporary cover. Quique’s uncle was a rumrunner during Prohibition, or so the story goes, storing caches of liquor in caves. Now drug traffickers work the age-old route between South America and the Caribbean, stopping over on Mona to stash parcels of cocaine. And then, of course, there are the migrants: When Elisa and I arrived in Aguadilla, the airport guard told us how his father, a hunter, had stumbled upon a Dominican family in Cueva Negra, seeking shelter from the midday sun, trying to imagine an alternative to turning themselves in.

On the way back down from Cave 18, Tony walked us along Playa Mujeres, a dreamy stretch of white sand where sea turtles come to nest. We spotted the tracks of the animal’s soft, angled fins in the white sand. I took off my hiking boots to soothe my blisters in the surf. This beach seemed so much gentler than Playa Pájaros, I told Tony — and this, he replied, was why so many migrants landed here. Just a few weeks earlier, on Dec. 1, coyotes abandoned a group of 48 Haitians right where we were walking. Hundreds of migrants wind up on Mona every year — when the seas are calm, they come every week — and from all walks of life. There are doctors and ballplayers, mothers with babies and pets. Haiti and the Dominican Republic are both in crisis, Tony told me, and Puerto Rico seems to promise a more dignified style of poverty, perhaps a backdoor to U.S. citizenship.

The rangers at Sardinera gestured toward the graveyard of boats left behind on the island: “This is trash for us.” No one comes to clean up the evidence of Mona’s ongoing role in the underground economy. I walked closer to get a better look. Some had whimsical names like La Niña Coqueta that reminded me of slave ships called Friendship or Hope. The Middle Passage haunts these supposedly voluntary journeys. The rangers told me some coyotes throw menstruating women overboard so the sharks won’t track the smell of blood on the boat. When I see footage of migrants on Mona — lining up for food or singing a hymn in Kreyòl while they wait to be deported — I think of all the rebels, maroons and twice-sold people who made this island their temporary home.

The next day was our last on Mona, and we moved with a strange synchronicity, as if we had been rehearsing all along for a final performance. Like the other people thrown together there, we were beginning to fashion a shared culture of jokes and symbols, rhythms of rest and collective labor. Most of the footpaths through the coastal forest had been erased by recent hurricanes, so we had to open new corridors together, using our feet and knees to tamp down the underbrush and our hands to snap back dry branches. Jaime took me and Elisa to a heart-shaped chamber filled with impossibly velvety sand, talking us through what I can describe only as a matrimonial ritual. “Close your eyes,” he directed. “Can you hear that? The pulsing?” Now, he said, we belonged to Mona. We knew he practiced these lines on other people before, but we didn’t mind. Later, I told Elisa about a pictograph of a bird I’d seen in Cueva Lucero in Puerto Rico, and how Reniel, the archaeologist, identified an almost identical pictograph in other caves in the Dominican Republic. Jaime’s poetic repetitions were like that bird: a technology for creating community among people who might never meet.

That night, the moon was so completely red that it left a trail of blood across the sea. I wondered if the sky was always staging these operatic scenes behind scrims of light pollution. Not a scientific way to think, of course. The moon remained the moon regardless of our position or perception — mostly, if not completely, impervious to our corrupting touch.

But I still thought of all the natural wonders that had faded in the centuries since colonial contact. The chronicles suggest that all of Puerto Rico’s bays once glittered with bioluminescence. The afternoon sky would go dark when massive murmurations of green parrots from El Yunque blocked the sun. It was tempting to imagine they could skim the cream from the Milky Way and drink it. But I also knew that future generations would look back in wonder at what we have now, helpless with rage over what we’ve ruined.

Everyone went to sleep early. We knew that it was unlikely we would return to Mona together, and that even if we did, the island would be different: the infrastructure even more degraded, or worse, privatized. On our way back, there were flying fish, rainbows in the foam, bachata on the radio. Then the police stopped our boat — a reminder that government resources are always directed to limiting, rather than facilitating, the movement of people across the archipelago. I tried to keep Mona in my sightline the whole time, so that I could perceive the precise moment when the island disappeared. Or maybe that wasn’t possible. I blinked. I could already feel the fragile bonds among the people on the boat starting to loosen. I knew such losses were ordinary: Most contact is fleeting, most histories are forgotten. Ramón described Mona as a beautiful ruin, and I couldn’t disagree. The island dramatized every rupture, deepened every longing. But don’t we always make our lives among ruins, run to catch the bus over unmarked graves, cross paths with stateless people? I promised myself that when we landed, I would watch where I walked. I would keep trying to find out where I really stood.

Carina del Valle Schorske is a writer and translator living in Brooklyn. Her first book, “The Other Island,” is forthcoming from Riverhead. Her feature for the magazine about New York City’s Covid-era dance floors won a National Magazine Award. Christopher Gregory Rivera is a Puerto Rican photographer and director based in New York City and San Juan, Puerto Rico.

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