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Top 13 Chesapeake Bay Cruising Destinations

Aug 26, 2020

Top 13 Chesapeake Bay Cruising Destinations

One of the big advantages of owning an inflatable boat is the ability to travel where you want, whenever you want, to enjoy a day of sailing. If you're a Maryland, Virginia, or D.C. resident, you have access to one the world's best cruising destinations, the Chesapeake Bay.

From fishing and national parks to delicious food like crabs and oysters, the Chesapeake Bay has a lot to offer. Covering over 4,000 square miles, there is plenty to explore. Below you'll find the top 13 Chesapeake Bay cruising destinations.

1. St. Michaels

St. Michaels Harbor Maryland

Located on Maryland's Eastern Shore, St. Michael's, Maryland has plenty to offer despite being home to a little over 1,000 people. Home to the Chesapeake Bay Maritime Museum , several art galleries, restaurants, and other historic landmarks, St. Michaels is also a prime cruising destination. Located on the water, St. Michael's is a perfect place to access the Chesapeake and it offers up some wonderful views.

2. Galesville

Located on the western shore of the bay, Galesville is a small town that sits along the West River. A steamship line in Galesville used to connect Annapolis and Baltimore, and the town was once home to many Chesapeake Bay Watermen. It is now a hot spot for pleasure boating and home of the West River Sailing Club and Hartge Yacht Harbor

sailboats oxford, md

Located along the Tred Avon and Choptank Rivers, Oxford, Maryland is home to the Oxford-Bellevue Ferry, the Tred Avon Yacht Club, and the Oxford Museum . The ferry is believed to be the oldest privately owned ferry, with service dating back to 1836. In addition to its local attractions, Oxford access to the Tred Avon and Choptank makes it a great cruising destination for sailors and boaters alike.

Located 40 minutes south of Annapolis, Deale, MD provides many scenic views of the Chesapeake, making it a popular destination with boaters. Home to waterfront bars and open-air crab houses, Deale is perfect for anyone looking to hit the open water for the day and then enjoy a good meal afterwards.

5. Solomons Island

Solomons Island Sunset

Located at the mouth of the Patuxent River, Solomons Island was the home of many 19th century shipyards that supported the local fishing economy. Today, Solomons Island is home to many marinas, seafood restaurants, the Calvert Marine Museum , and the Annmarie Sculpture Garden & Arts Center . Its position along the waterfront make it a prime destination for cruising.

6. Rock Hall 

boat on chesapeake in rock hall maryland

The jewel of the Upper Eastern Shore, Rock Hall, MD is a picturesque cruising destination. Serving as the hub for Kent County's maritime industry, Rock Hall is home to the Rock Hall Yacht Club, over a dozen marinas, various charters, boat rentals, and more! A day of cruising in Rock Hall will give you access to beautiful scenery and plenty of open water to explore.

7. Chestertown

Chestertown Maryland

Located along the Chester River, Chestertown was once one of the six Royal Ports of Entry and considered Maryland's second leading port. Today, Chestertown is home to Washington College, a number or restaurants and historic attractions. Offering a wide range of scenic and historic sailing views, Chestertown is a perfect location for day cruising.

8. Kent Island

Lighthouse Kent Island Chesapeake Bay

The largest island in the Chesapeake, Kent Island, is nestled between Annapolis and the Eastern Shore of Maryland. The Cross Island and South Island trails provide plenty of outdoor activities across the island. For those looking to cruise the open waters, Kent Island offers unique access to the Eastern Bay, Chester River, and the heart of the Chesapeake Bay itself.

9. The Wye River

Wye River Eastern Shore

With easy access to fishing and crabbing destinations, the Wye River is a favorite cruising destination for many. Add in the Wye Island Natural Resource Management Area, and you have a perfect destination for cruising and exploring the outdoors.

10. Baltimore

Canton Waterfront Park Baltimore

Baltimore's Historic Inner Harbor is the mouth of the Patapsco River. With access to a number of marinas, the Inner Harbor is a great launch point for day cruising. Enjoy views of historic Federal Hill and Fort McHenry in the Harbor, and as the Patapsco opens up into the bay, you'll find additional outdoor destinations such as North Point State Park and Fort Smallwood Park.

11. Annapolis

Sailing in Annapolis

Sometimes referred to as the Sailing Capital of the U.S., Annapolis is home to various boat shows, the Naval Academy, and the National Sailing Hall of Fame. Its position along the South River, Severn River, and the Chesapeake Bay make it a great launch point for cruising.

12. Washington DC

Sailing outside of washington DC in Arlington, VA

The beautiful Potomac River runs directly through the Nation's Capital, making Washington, D.C. a prime destination for sailors. With access to historic views in the heart of D.C. to a variety of parks and outdoor destinations, D.C. is a great place to spend a day out on the water.

13. Havre de Grace

Concord Point lighthouse Havre de Grace, Maryland

Sitting at the mouth of the Susquehanna River and the head of the Chesapeake, Havre de Grace is uniquely positioned to several state parks and scenic views including Elk Neck State Park and Susquehanna State Park. With easy access to the water and the outdoors, Havre de Grace is a worthwhile destination for anyone looking to explore the bay.

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Sail Selina II

Sail Selina II

Relaxing chesapeake bay sailing tours, sailboat rides & sightseeing boat trips in st. michaels, md, we sail april 19,2024 to nov 3, 2024, clean & safe, thank you for supporting small business, our popular st michaels maryland sailing charters and relaxing chesapeake sailboat cruises.

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2 Hour Relaxing Chesapeake Day Sail

Want to relax? Join our friendly crew and learn about St. Michaels while cruising in a comfortable well-maintained historic sailboat on the Chesapeake Bay. Enjoy the sun on your face and the wind in your hair as you sit back, relax, and enjoy outdoor scenery on your personalized sailing boat tour!

Chesapeake Bay Champagne Sunset Sail

Experience a breathtaking Chesapeake Bay sunset while savoring a glass of Champagne or handcrafted beer or wine on this romantic St. Michaels, MD sunset cruise. Book now to embark on an unforgettable journey that’s perfect for couples looking for a unique and romantic date night activity.

Moonlight Cruise

Enjoy free Champagne while taking in the breathtaking beauty of a sunset or the rising of the moon on Chesapeake BY aboard this romantic Moonlight Cruise!

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St. Michaels Wine Tasting Cruise

Come aboard Sail Selina II in St Michaels MD and learn the basics of wine tasting and sample great vintages with Capt. Iris and her crew during this 2hr outdoor excursion.  Our wine cruise is just an hour from Annapolis, making it the perfect day trip.

Beer Tasting Cruises

Looking for a fun and refreshing way to quench your thirst with a cold beer while exploring the St Michaels area? Sit back and enjoy some great Maryland Craft breweries aboard the Selina II!

Private Sailing Lessons

Embark on an unforgettable sailing adventure with our seasoned team aboard the historic yacht Sail Selina II. Experience the freedom and exhilaration of sailing while learning new skills and building confidence on the water. This introduction to the basics that will transform the way you connect with mother nature.

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Marriage Proposal Engagement Cruise

♥Getting engaged♥? Surprise your fiancé with a nautical wedding proposal on a private yacht with this Engagement Package. If you’re looking for a creative engagement on a boat this is a unique way to pop the question!

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Nautical Wedding Package

Looking at weddings on a boat? Get married in St Michaels MD on a sail boat and have an unforgettable nautical elopement or sailboat wedding ceremony aboard Sail Selina’s yacht! You have two wedding packages to choose from:  boat weddings are either a Ceremony Under Sail, or a Wharf-Side Wedding.

Sail Selina Swag

Sail Selina has perfected the art of sailing, and now we’re proud to introduce our collectable high-quality logo apparel that will have you looking as good as you feel on the water.

sailboat cruising chesapeake bay

Best Relaxing Luxury Sail Boat Tours on Chesapeake Bay

Looking for a relaxing Saint Michaels, Chesapeake Bay boat tour? Want to get out on the water, unwind and spend some time in nature? If you’re wondering about things to do in St. Michaels MD or seeking top attractions in St. Michaels Maryland, look no further than the luxury sailing yacht Selina II. Unique, upscale, and exclusive, she limits her passengers to just 6 guests for an intimate taste of the history of sailing.

With freshly varnished mahogany, brightly polished brass, and comfortable seating, let Sail Selina II, the premier sailboat in St Michaels, MD, be your sightseeing charter boat. Hop aboard and experience another time and place.

Come join us outdoors on the water for a relaxing 2-hour sailing trip on this nostalgic river boat cruise. Your St Michaels, Maryland sailboat ride includes a personalized informative tour with our knowledgeable 1st-class captains and friendly crew. We know you’ll love all the boating trips aboard our meticulously-restored historic 1926 sailboat Selina II, including romantic sunset cruises, our super popular day sails, and our specialty outings like sailing lessons, wine tasting tours in St. Michaels MD, beer tasting cruises, moonlight sails and more.

For private sailing tours, the Sail Selina II is docked at the Harbour Inn & Marina in the heart of St Michaels, MD, a charming eastern shore town known for its wonderful seafood restaurants and quaint small-town feel.

If you are looking for day trips to St. Michaels Maryland or if you want a sailing charter on the Eastern Shore of the Chesapeake Bay, Sail Selina II’s relaxing sailboat trips are just 90 minutes from Philadelphia, Baltimore and Washington D.C. and just 60 minutes from Annapolis.

Outdoors in nature, our sailing boat offers your choice of a public or a private boat ride in one of the best places to sail. Chesapeake sailing is known for its beauty and gorgeous sunsets. Your sailboat charter includes a boat sail through the harbor and then out into the Miles River for spectacular views and sometimes even wildlife viewing like Osprey & Bald Eagles. This year there have even been porpoise sightings.

Looking to relax? We are the St Michaels MD harbor cruises to choose!

Learn more about the history of our sailboat and all the fun outdoor activities in St. Michaels, MD here:

The #1 Boat Tour in St. Michaels on TripAdvisor!

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips Lyon Rum

A friend was visiting from Baltimore and we went sailing last night for the sunset cruise. It was amazing, the sailboat was gorgeous, the Captain and her first mate were exceptional, and the beauty of the river was breath taking. I am so glad I discovered Sail Selina II, I will be taking many friends and family members on this beautiful adventure when they come to visit me in Easton. Thank you for a remarkable memory and such a beautiful experience.

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips raising the sail

A golden opportunity to sail on a captain owned historic wood yacht! It was a dog day of August with precious little wind, yet we enjoyed every minute of our trip. Captain Iris was a gracious host, passionate generational owner, not only captain but articulate professor of both sailing and ship building. We highly recommend sailing aboard the Selina ll. The crew is fabulous as well.

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips

Hubby and I spent a sunset afternoon on Selina 2 with Captain Iris and first mate Jesus. We had a lovely cruise drinking champagne and listening to Captain Iris talk about St Michael and the history of her family sail boat. What I loved was she was mentoring a future captain in the making - a twelve year old from the area who wanted to learn more about sailing. This is so worth it and I very much encourage you to go!

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips guests taking a turn at the wheel

My wife and I had a great time on this vintage sail boat. The Captain and First Mate were great hosts teaching us a lot about sailing and the history of the bay at the same time. Loved that the boat holds only six guests at a time, only four aboard for our trip, making it a very intimate experience!

The two hour cruise In the company of Captain Iris, Crewman Chris, and four other guests provided the best evening of our August vacation. The generous hospitality (nice selection of wine and beer if champagne was not your preference) was supplemented by the unexpected and pleasant opportunity to observe several races and Captain Iris was generous with her knowledge of sailing the Tred Avon areas of the Chesapeake. The Salina II will see us again when we return.

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips sailing excursions romantic date night

Took a moonlight cruise on the Sail Selena II. Had a lovely evening star gazing, sipping wine, chatting with the other couple aboard. Cap’t Iris and her ever so sweet (and personable) first mate were both kind and knowledgeable. We enjoyed the evening immensely. We would recommend this outing without hesitation. Such a great experience!

Sail Selina II Saint Michaels Maryland Chesapeake Sailing tours boat trips sailing excursions people having fun

Being a motor-head all of my life never really let me get the deep appreciation of the sea as I experienced when I sailed on the Selina II. To cruise along with nothing but the sound of the waves, wind and seagulls was a truly eye opening experience for me. Captain Iris was absolutely enchanting with the stories of Saint Michaels and her beloved Selina II. The cruise was intimate with only 2 other couples and was an experience I will long remember.

Captain Iris runs a fabulous operation out of St. Michaels. This was our first time visiting the town and this was such a great way to experience St. Michaels and the Chesapeake. The Sunset Champagne cruise was fun and intimate as only 6 people maximum. The two other couples we met were so sweet. Sail Selina II is a must do in St. Michaels!

Why Sail Selina II?

Rated #1 on tripadvisor.

When looking for things to do in St Michaels MD, o ur reviews tell the story! Limited to just six guests, Sail Selina II is ranked the #1 Maryland sail boat tour in St. Michaels and has been for 18 years running.

Everything Is Included

Sit back and relax. Want a drink? We’ve got it! Cold beer, red & white wines, Champagne, and soda are available for sale on all our Maryland sailboat rides and are included on our evening charters.

Over 96 Years of Experience

Sail Selina’s top-notch skippers have a combined sailing history of 90+ years, and her friendly crew has a combined sailing history of 30+ years. We all love to sail and we love taking people for sailboat rides!

Spacious & Beautiful Boat

All our relaxing sailing boat charters are in a gorgeous setting. Sail Selina II was built as a gentleman’s yacht in the Gatsby era and is finished in freshly varnished mahogany and brightly polished bronze. Her spacious cockpit is the perfect setting for a Maryland sail on the ultimate charter boat in St Michaels, MD. Join us for a sailing charter boat tour and unwind with an authentic taste of the history of sail.

The Best Captains

Our St Michels boat tour captains are known for their storytelling skills and offer a boat trip balanced with some touring, some sailing, and some time to simply relax, unwind and kick back. When sailing on the Chesapeake in St Michaels, choose from a basic sailboat ride, or opt for a specialty outing like a local craft brew beer tasting cruise or a sunset champagne charter.

Schooner Woodwind

2024 Sailing Season is coming! See you April 13, 2024!

sailboat cruising chesapeake bay

Welcome Aboard!

Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II , for a true sailing experience in Annapolis, Maryland.

Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. As a family business, we take great pride in making your sailing experience a memorable one. Our captains and crew are engaging and enthusiastic. Sail away with us!

sailboat cruising chesapeake bay

Make your sailing experience a memorable one! Sail away with us!

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Sail Chesapeake Bay

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Explore the USA's Largest Estuary and Discover America

Living in North America and looking for a bareboat charter destination close to home? Seeking to experience the natural beauty and the modern lifestyle of the USA? Wanting to vacation under sail but not bothered about snorkeling in clear blue tropical waters? Then take a look at Chesapeake Bay as a destination. 

So convenient for the locals and a fascinating place to visit from all over the world, Chesapeake Bay offers lovely summertime conditions for keen sailors and vacationing families. And all around this extensive sunken river valley are exciting places to explore, from secluded bays to modern cities with just about everything this part of USA has to offer.

sailboat cruising chesapeake bay

It All Starts in Annapolis, America's Sailing Capital

Chesapeake Bay is a vast waterway, 200 miles long draining  64,000 square miles in six states via the more than 150 rivers that feed it. In the upper section of Chesapeake Bay you are in Maryland. The state's big city is Baltimore, while the capital is historic Annapolis, your likely starting point on a Chesapeake Bay sailing vacation. Annapolis is a lovely city that lies at the heart of the region's, some would say the nation's, sailing culture. It is also home of the National Sailing Hall of Fame and US Naval Academy - try to spare the time for a tour.

The Chesapeake's Upper Bay

Sailing out of Annapolis, turn the corner and you are immediately far from the bustle of the city. It doesn't take long to get a sense of the geography here – inlet after countless inlet formed as the sea level rose after the last ice age, beyond which wooded lowlands share the landscape with cultivated farm properties and a generous sprinkling of picturesque settlements.

Head south and a huge expanse of tidewater opens up. Bear northeast and sail under the monstrous dual-span Chesapeake Bay Bridge towards Baltimore, or on the eastern shore Rock Hall and the Chester River.

Rock Hall is a pleasant fishing village that offers an overnighting choice on a marina or at anchor in nearby Swan Creek. Just 15 nautical miles from base, getting to Rock Hall is an easy first day's sail. It's also a convenience stepping-off point for an upriver journey in either direction - to Baltimore's Inner Harbor or Chestertown, both with appeal in their own different ways. If you want to spend longer in the Bay's upper reaches, sail up to the Sassafras River and you can easily fill a week-long itinerary without going south of Annapolis. 

But to see more of this huge Bay with its 11,600 miles of shoreline, you need to head back under the big bridge. Immediately south of  Kent Island is Eastern Bay that brings you into the Wye River area. Here St Michaels is a popular stopover, a waterfront village with excellent marina facilities, shops and restaurants catering for the nautical crowd. St Michaels is also home to the Chesapeake Bay Maritime Museum. A short sail further south are Tilghman Island and Oxford, at the mouth of the Choptank River, setting for James A. Michener's great novel Chesapeake. 

This may well be all you have time to see on your Chesapeake Bay sailing vacation. However if you have longer, continue on south, exploring the eastern shore around Crisfield or crossing to Solomons Island if needing supplies or a marina berth.

The Middle Bay and South

Sail by the mouth of the Potomac River and across the state line into Virginia. Call at Smith or Tangier Island for an appreciation of the Chesapeake way of life and the wonderful natural environment in these parts. Most of the residents of Tangier Island make their living from crabbing, one of the Bay's big industries.

As you proceed south, you may wish to stop over at Deltaville for a berth and supplies, before heading across to the up-market coastal resort are of Cape Charles, with all its amenities for young and old. If time is still on your side, you can go as far as Portsmouth, rent a marina and take off by car to explore the area of Newport News, Norfolk and Virginia Beach.

As you sail back to Annapolis, there are numerous top spots you missed on your way out – Onancock,St Leonard's Creek on the Patuxent, and all those other inviting bays and rivers you observed on the way south. So leave plenty of time to stopover and make your return a leisurely sail.

Around these parts there is many a yachtsperson who will talk about sailing on the Chesapeake. How they've been doing it all their lives and still not been into half the bays and rivers. Head out and find your own special place, perhaps it'll be one that even the locals haven't  come across yet.

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Chesapeake Sail Club

Chesapeake Sail Club

Sail the chesapeake bay for the 2024 season, boad creek, deltaville, virginia.

Our home port, Broad Creek, at the mouth of the Rappahannock River, means great destinations on the river and bay are within an easy morning or afternoon sail.

Explore the numerous deep water creeks off the Rappahannock – drop your anchor or berth at the available facilities and explore local villages. Favorites include Urbanna, Topping and Irvington.

Set course for a secluded creek and enjoy the natural beauty and wildlife that only the Chesapeake Bay area can offer, favorites include the Corrotoman and Antipoison.

Sailing Chesapeake Bay from Broad Creek, heading either north or south there are numerous bays, rivers and waterfront towns to visit. Favorites include Fleet’s and Little Bays, Great Wicomoco River area and Mobjack Bay.

Sailing east, across the bay, to the eastern shore, you will find quaint and welcoming towns such as Onancock and Cape Charles.

Solomons, MD and Portsmouth/Norfolk, VA are within a few days of sailing from our Rappahannock home port, when your schedule allows.

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My daughter and I had a great day sailing yesterday. The friends we took with us had a great day as well. Read more

The CSC Fleet – Our Sailing Yachts

With the start of the 2023 sailing season, club members can sail either Bianca , a Tartan 34 keel/centerboard sloop or Ula, a Freedom 32 – your choice each time you reserve sailing time. Both yachts are well equipped, comfortable cruisers.

CSC's Tartan 34 "Bianca"

Chesapeake Windsail Cruises

Sailing on the bay with Chesapeake Windsail Cruises is a beautiful way to enjoy all the splendors of the waters of the Chesapeake Bay, the Cliffs of Calvert or the beautiful environment of the region, all during a wonderful 2 ½ hour cruise on the Chesapeake Bay.

Chesapeake Windsail Cruises sails out of the beautiful Rod 'n' Reel Resort located in the bay-side town of Chesapeake Beach, Maryland, where you can dine before or after your cruise at the Rod ‘n’ Reel restaurant.

We hope you enjoy browsing our website and find a lot of useful information for your cruise or walking tour .

We hope you enjoy browsing our website and find a lot of useful information for your cruise.

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Cruising Sailboats for the Chesapeake Bay

There’s no better way to experience all the Chesapeake has to offer, cruising in a warm breeze with friends and family aboard the Club’s J/32’s, J/105’s, and Beneteau 33.  Being a member of the Club makes this dream a reality – and for far less money than ownership, charters or renting a sailboat.  Take a mini-vacation or an extended cruise with your family and friends using the Club’s cruising sailboats.  Your boat is ready and waiting for you!

Sail Club Level 2 Annual Membership Includes Unlimited Use of:

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sailboat cruising chesapeake bay

sailboat cruising chesapeake bay

The Chesapeake Bay is a spectacular North American cruising ground that was shaped by a big bang 35 million years ago when a comet or asteroid slammed into what is now the lower tip of the Delmarva Peninsula. That impact left a crater 55 miles wide that became a convenient depression for rivers to flow into as the glaciers of the last Ice Age melted some 10,000 years ago. The Algonquian word Chesepiooc, meaning “at a big river” became the source of the name for the estuary now called the Chesapeake.The Chesapeake Bay spans more than 64,000 square miles and is home to 150 major rivers and streams. A true boater’s playground, you will find everything you need. From live music and great tiki bars, to cruising with the kiddos, there’s no shortage of fantastic Chesapeake Bay marinas and fun activities here. Below please find a sample itinerary, complete with marina information, deals and discounts.

Cruising the Chesapeake Bay

From baltimore, md to cape charles, va.

sailboat cruising chesapeake bay

The best of the Baltimore is located just steps off the docks at Harbor East Marina. Located in the heart of the city, the Harbor East area of Baltimore boasts 12 square blocks of fine dining restaurants, world-class hotels, hip lounges, quaint pubs, and the best of national and local shops. In addition to all that Harbor East has to offer, marina guests can walk to all the major attractions at the Inner Harbor, Fell’s Point and Little Italy including the National Aquarium and the Maryland Science Center. A quick cab ride will take sports fans to Oriole Park at Camden Yards and M&T Bank Stadium. From Harbor East Marina, guests are also just a short walk away from all of the major attractions at the Inner Harbor, Fell’s Point and Little Italy. Nestled in the center of it all, Harbor East is your gateway to discovering the best of Baltimore.

A walking tour of historic Annapolis, which is arrayed like spokes in a wheel from the Maryland State House, will delight architectural aficionados. Examples of Federal, Italianate, Georgian, Queen Anne and Greek Revival styles from the colonial period through the early 1900s abound. Good provisioning near the marina is hard to find. The locals’ favorite, Graul’s Market, with excellent produce, meat and fish is a mile and a half away. However, the marina has rental car and taxi services available to help stock up at Trader Joe’s, Whole Foods and Fresh Market. The Annapolis Yacht Basin has fuel and Annapolis Harbor Boat Yard is a full service maintenance yard that is conveniently located on Spa Creek near the historic district.

sailboat cruising chesapeake bay

Rock Hall has everything a boater could wish for from first class service/maintenance facilities, restaurants, a grocery store, and fun events all accessible by bike, on foot, or by the great trolley system that connects all of the marinas. Rock Hall has many antiques and crafts stores including America's Past Antiques, Fishbone's Antiques, Rock Hall Gallery and the Artists of Rock Hall Gallery. You will also find gift stores, jewelry, clothing and accessories including Smilin Jake's Casual Apparel on Main Street. Don't miss Pirates and Wenches weekend aka Fantasy Weekend, which includes a decorated dinghy flotilla and kayak races, Caribbean beach party, treasure hunts, entertainment, contests and games for landlubbers and boaters alike. When looking for a place to grab a bite select from Bay Wolf Restaurant, Harbor Shack with live music on Saturday nights, and Waterman's Crabhouse.

sailboat cruising chesapeake bay

For boaters, the focus of this Eastern Shore town is the Chesapeake Bay Maritime Museum with exhibits, restored vessels and hands-on boatbuilding workshops. It is where James Michener did his primary research for his best selling novel, “Chesapeake,” 40 years ago. The picturesque streets of St. Michaels are perfect to stroll along while looking for lunch or dinner. Topping off provisions is easily done within walking distance of the marina at Olivins, a gourmet grocery, or Acme supermarket. Fuel is available at St. Michaels Marina. Higgin’s Yacht Yard is the last full-service boatyard in existence in town.

sailboat cruising chesapeake bay

Oxford’s main attraction is the town itself. It is one of the oldest towns in Maryland, officially founded in 1683. The charming, tree-lined village is a quiet antidote to the hustle and bustle of city life. The Oxford Market, a convenience store, is the only spot in town to buy any essentials for provisioning. If you need fresh fish and seafood, watch for the watermen when they bring their catch in early in the day. The marina is also a full-service boat yard, with gas and diesel available. Hinckley Yacht Services also has a full-service yard in town. Both Brewer and Hinckley provide quality work and craftsmanship.

sailboat cruising chesapeake bay

Zahniser's Yachting Center is one of the most comprehensive marine facilities on the Chesapeake Bay; Located in the town center of Solomons Island, Maryland, Zahniser's is a full-service marina that blends the beauty of a pristine yacht club and the technical expertise of an award winning repair yard. It's the perfect starting point to enjoy the historic village of Solomons Island, either on foot or by bicycle. A destination not to miss - unwind, relax, and enjoy! The marina also has: WiFi, Courtesy Bicycles, a Recycling Center, a Sail Loft & Canvas Shop, Marine Surveyor, Sailing School & Yacht Charters. The marina can also haul vessels up to 70 tons.

sailboat cruising chesapeake bay

Tangier Island is the home of working watermen who get up well before dawn to get their boats ready for crabbing and oystering. The island is most well known for its soft shell crab, for which it claims to be the world capital. With a total population of about 700, most who live there can trace their ancestry back to a handful of families. The small settlement is unique to the Chesapeake and wandering its lanes is the ideal way to pass the time after lunch or dinner at one of the two local restaurants. And, of course, order soft shell crab and crab cakes. Parks Marina is just across the harbor channel from the many crabbing shacks built on stilts along the shore. The marina is owned and operated by 85-year-old Milton Parks, and is a simple affair with fixed docks, pilings and a faded signboard. Milton gladly offers advice on how to dock in the strong current and, once your boat is tied up, he will spin many a story of the island’s inhabitants and history. Daley & Sons is the only grocery store on the island. There are no repair or fueling services for recreational boaters on Tangier Island, but in a pinch a waterman may be able to provide some assistance.

sailboat cruising chesapeake bay

The Tides Inn Marina, 11 miles from Windmill Point on Carter’s Creek, is one of the most luxurious marinas on the Chesapeake Bay. Once docked on their private peninsula, you will have access to complimentary laundry, excellent shower and bath facilities, van and water taxi services, dining and lounges. The resort has a variety of dining options to choose from, all with their own unique style. Relax and recharge with therapeutic treatments at the Journey Spa, or play golf at the Golden Eagle Golf Course. There is always an array of outdoor activities available including tennis, kayaking, croquet, and complimentary bicycles.

sailboat cruising chesapeake bay

Some cruisers who have visited this revived, historic railroad town on Virginia’s Eastern Shore say it’s one of the Mid-Atlantic’s best-kept secrets. Life is easy in this inviting bayside town, with bikes and golf carts sufficing for transportation and menus heavy with local seafood. With most of its structures built between 1885 and 1920, Cape Charles has one of the largest concentrations of restored late-Victorian and turn-of-the-century buildings on the East Coast. Many of these beautiful structures are now transformed into bed and breakfasts, galleries and specialty boutiques. The Gull Hammock Gourmet Market and Drizzles are two high-quality groceries for additional provisioning. They are adjacent to the historic district and conveniently located on your way back from the beach to your boat. At Cape Charles Yacht Center, yachts have full access to nearby Bay Creek Resort, featuring a Beach Club pool as well as two signature golf courses designed by Jack Nicklaus and Arnold Palmer.

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Skipjack Tours

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  • The H.M. Krentz
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“ Relaxing, educational and unforgettable! ”

Enjoy a sailing tour on Chesapeake Bay waters aboard this rare skipjack.

sailboat cruising chesapeake bay

The H.M. Krentz is an authentic working skipjack. One of the newer vessels to be built for the rigors of Maryland’s wintertime commercial oyster dredging fishery. Launched in 1955 in Harry Hogan, Va., by the Krentz Shipyard for Capt....

sailboat cruising chesapeake bay

After choosing to pursue an education by experience, Capt. Ed participated in the pilot internship programs of Dynamy in Worcester, Mass., and worked with the Hurricane Island Outward Bound School and the Apprecticeshop in Maine. Then, sailing...

sailboat cruising chesapeake bay

St. Michaels is the center of a unique and magical waterworld on Maryland’s fabled Eastern Shore, about halfway between the Susquehanna source and the Atlantic mouth of the Chesapeake Bay. This diminutive well-preserved vintage port,...

Chesapeake Bay Sailing Tours

Enjoy a relaxing, educational, and unforgettable sailing tour on Chesapeake Bay waters on the historic skipjack H.M. Krentz. We can arrange for catered picnics, cocktails and hor d’oeuvres, or you can bring your own food and beverages. Dress as comfortably and casually as you like.

Advance purchase recommended as t ours often sell out. 

**If you would like a private charter, please call (410) 745-6080 or email: [email protected]

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Chronic Sailing

Chesapeake Overnight Sail

Are you looking for a longer trip and wanting to experience a night on the water? We can help you “get your feet wet” with an overnight sail. We will depart from our docks and sail to the destination of your choice. Popular options include St. Michaels, downtown Annapolis, and northern Chesapeake Bay.  An overnight cruise is an enjoyable way to experience all the best of sailing, from adventures on the water, shopping on dry ground, sunset cocktails, sleeping under the stars, and waking up to the sounds of nature and the smell of fresh coffee.

Depending on the boat, there will be two or three staterooms with private heads and showers, a family saloon area, and a kitchen.  Boats often have tvs and a variety of board games and cards.

Submit the form below and we'll be happy to answer any questions you may have about sailing with us!

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Mapping Megan

The largest and at most famous estuary in the United States, Chesapeake Bay (or “the Chesapeake”) is truly an extraordinary place. Stretching across six states and the District of Columbia, the Bay watershed never ceases to amaze with its rich history, vital economic importance, and astounding beauty. And the wonders of sailing the Chesapeake Bay could fill a lifetime.

The history, natural beauty and wonderful ecosystem combine to present visitors with endless possibilities, and there’s a new adventure around every corner. However if you only have a limited amount of time to explore, it’s best to get an understanding of what there is on offer before your trip.

The following are a couple of tips for planning your sailing adventure on the bay.

How to Stay (Find Airbnbs & Hotels)

Here is an interactive map of hotels and airbnbs you can book in the Chesapeake area.

Be Realistic

If you try to see everything, it’s likely that you’ll miss a lot. Considering the scale of Chesapeake Bay , you will have to be realistic. It is not somewhere to speed around trying to encompass it all in one visit.

Do it right, and you will enjoy the experience so much more and thereafter, who knows, you may return to continue the adventure.

Sailing CC Royalty free

Remember the Definition of Cruising

To sail about for pleasure in an unhurried or unconcerned fashion, to move leisurely about an area. Let the Bay dictate your pace, stimulate your interest, suggest stops and places to see.

Be flexible in your approach, do plan, but don’t think that the plans cannot be altered once you arrive.

Summers are hot and humid, whereas Spring and Autumn are long, and much more comfortable. Even being on the Bay cannot always provide sufficient respite from the still humidity of the summer months, so be warned.

How to Travel

Cruising can take two forms. You can charter a vessel either bareboat or crewed .

Bareboat – You take charge of the boat yourself and provide the crew, and if you are a competent sailor, then this may heighten the excitement, but it is also less of a vacation and more of an adventure. Don’t forget also the issue of stopovers, are you mooring, docking, or anchoring the boat!

Crewed – the cruiser is manned with a captain and crew, and you can sit back and enjoy the trip and all the sights without having to worry about any of the mundane logistics and duties.

Sailing people in the water royalty free

Itinerary Suggestions

There is simply so much, in a sense too much, to see, so it may be a good starting point to pick a more defined area of the Bay and concentrate on that.

Though you’re looking for variety then sailing the Chesapeake area is a natural cruising route for discovery, made for simply hopscotching from one shore to the next, with things to see, visit, experience, taste and indulge all of your senses at once.

Commonly visited areas include Havre de Grace via the Chesapeake & Delaware Canal built in 1829. Many people choose to visit the inner harbour of Baltimore travelling along the Sassafras River with its steep banks and from there to Rock Hall, a sailors town famed for its seafood; travel from St Michaels to Annapolis, known as the sailing capital of the World ; onward to Oxford on the Trent Avon, a sleepy, quaint and picturesque town, or finally on to Washington DC should the mood take you.

You will find yourself with so many options and avenues of adventure, so many that a sense of spontaneity should be a prerequisite. Whilst you slowly absorb the sights, sounds and scenery as you are cruising, you can smile to yourself and be proud that you chose to sail the Chesapeake Bay.

YOU NEED THESE FOR SAILING: CLICK PHOTO ↓

INSPIRED? PIN THESE TO YOUR TRAVEL PINTEREST BOARDS↓

Click through for tips for planning your sailing adventure on Chesapeake bay.

If You Liked This Post You May Also Like:

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Tasha Hacker on Sailing, Ocean Racing and Traveling by Sea.

sailboat cruising chesapeake bay

Megan is an Australian Journalist and award-winning travel writer who has been blogging since 2007. Her husband Mike is the American naturalist and wildlife photographer behind  Waking Up Wild ; a website dedicated to opening your eyes to the wild & natural world.

Committed to bringing you the best in adventure travel from all around the globe, there is no mountain too high, and no fete too extreme! They haven’t been everywhere, but it’s on their list.

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20 Comments

' src=

Great post, loved the pics! I’ll definitely try to go to Chesapeake!, I’m the kind of person who don’t want to miss anything but I’ll follow your advice “If you try to see everything, it’s likely that you’ll miss a lot.” and as you said, maybe I could return a second time and try to see everything. Thanks for the info! Pilar http://www.thelifestylehunter.com

' src=

Thanks Pilar! So glad you enjoyed the post :) Yes, definitely recommend to pick a more defined area of the Bay and concentrate on that if it’s your first time visiting – there really is just so much to see and do that it’s better to do a little and enjoy it fully than try to slam out a lot and enjoy it half as much.

Hope you have an amazing time!

' src=

At university I had a friend who was always talking about the wonders of Chesapeake Bay and she made it sound like something I really should do. Many years later, I still haven’t, but your post has reminded me how wonderful it sounded.

So glad we could remind you Sarah! Yes, highly recommend a trip – it’s a beautiful bay with so much to see and do :)

' src=

Great tips! You’re so right about the weather. I live in DC and the summers are unbearable. Sailing in the fall is the best time. Annapolis is my favorite place on the bay.

Thanks Jessica :) Awesome to hear you’re already familiar with sailing on the Bay :)

' src=

I will go for the bareboat one where you have total control. Loved the suggestions and nice pics.

Awesome Gokul! Glad to hear we’ve inspired you to take a trip :) Let us know how you enjoy the Chesapeake

' src=

Really good tips. Would love to do this. I would love to lay out and let someone man the boat.

Thanks Holly – yes, jumping on a crewed boat is great if you’re looking to enjoy the trip and all the sights without having to worry about any of the mundane logistics and duties :)

Happy travels!

' src=

This is my home! I was so excited to see my beautiful corner of the world featured!

What an incredible place to grow up! Not bad having Chesapeake Bay as your backyard :) Awesome!

' src=

Hey Megan, I once got invited on a boat but the trip never ended up going through as the boat needed tons of work and couldn’t get out of the port. This sounds amazing. I’d prefer warm waters in the Caribbean but I imagine seeing this side of the US would be gorgeous as well. Thanks for the post. Cheers, Jack

Hi Jack, thanks for your comment :) Sorry to hear your boat didn’t end up going out on Chesapeake – totally agree that the Caribbean is an incredible spot for sailing too. Very different experience to the Bay but they both make for great sailing :)

' src=

Dear Sir, May 22nd, 2018 I have a 27 ft Bayliner sailboat and I would like to sail from Norfolk to Annapolis and back. I have never done this before but it is something that I really want to try. My daughter lives near Annapolis and is close to the water (West River). I feel that I need some bay sailing but I do know how to sail on lakes (Smith Mountain Lake in VA). I am retired and am a good swimmer. I have no idea as to where one would stop for the night and how long it would take and how safe it is to do this. These are my questions and I would like to talk to your group about lessons and feasibility.

Thanks in advance for your time.

Tim Kute 336-413-6126 [email protected]

Hi Tim, thanks for reaching out. We’re a couple who run a personal blog with tips from our adventures, so unfortunately can’t advise you on things like organizing lessons or your level of experience. I would pose your questions to the team at Annapolis Bay Charters who may be able to offer you more insight. Hope they can help :)

http://www.annapolisbaycharters.net

' src=

Hi, Sailing is a life fun for those who live for sail like me.I really like the Sailing tips you share with those who live for sail. its help the new sailors in sailing and boost the moral of the experienced sailors. i appreciate your efforts. One thing i like to add is that don’t forget to protect your hands during sailing with premium quality sailing Gloves.

Glad to hear from a fellow sailor! Great tip on remembering to include gloves in your kit :)

' src=

Thanks for this. We are thinking of sailing down from Boston to Chesapeake via canal. We have 6-week sabbatical so plenty of time. We would like to avoid the worst of the summer heat/humidity, what would be best time to go in your opinion?

Also, I’ve heard that there are a lot of shallow spots in the bay, we draw 6′, any specific areas to avoid?

Thanks, Sea Fever

Hi David :)

Re best time to head out, I would say anytime from April until June, after that and once it hits July it gets really humid so I would avoid at all costs.

For good anchorage spots and plannig out your trip, check out the Gunkholers guide to the Chesapeake, it’s a cruise planner with suggested itineraries but also has charts and waypoints for anchorages and key locations. It’s always very up to date too :)

Have an amazing trip!

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Discover the World; Discover Yourself. Mapping personal evolution through adventure travel. We are Megan and Mike and have been traveling & blogging since 2007 inspiring travel and change!

I am Megan Jerrard, professional travel blogger/journalist with a focus on adventure, discovery, immersion and inspiring you to explore!

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410-956-9729

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South River Boat Rentals

Welcome to south river boat rentals, boat rentals and charters on the chesapeake bay, family, social & corporate outings.

sailboat cruising chesapeake bay

30+ Years Serving Chesapeake Bay Boaters

We had a FANTASTIC time on the Bennington boat. Our Captain Max was a blast! He found multiple spots for us to hang out in the water, and even drove us around tubing! 10/10 recommend for your Annapolis boat rental!

WATER SPORTS AND MORE

We offer water sports – tubing, skiing, wakeboarding, and kneeboarding.

Water Sports on the Chesapeake Bay bring all of your family and friends together.  Whether you enjoy water skiing, wakeboarding, tubing, or knee boarding, we have the water sports for you on the Chesapeake Bay.

Our Rental Fleet

sailboat cruising chesapeake bay

19' Hurricane (S)

1/2 day: $550 | full day: $900, 6 max / wt limit: 1410 lbs.

sailboat cruising chesapeake bay

21' Kencraft

6 max / wt limit: 1250 lbs.

sailboat cruising chesapeake bay

26' Bennington Pontoon

1/2 day: $800 | full day: $1400, 12 max/wt limit 2200 lbs..

sailboat cruising chesapeake bay

26' Chaparral Sunesta

10 max/wt limit 2600 lbs..

sailboat cruising chesapeake bay

26' Crest Tritoon

12 max/ wt limit 2400 lbs..

sailboat cruising chesapeake bay

26' Everglades

1/2 day: $950 | full day: $1700, 10 max including our captain.

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SEE PRICING DETAILS

30 max passengers / includes captain.

sailboat cruising chesapeake bay

50' LRC Trawler

12 max passengers / includes captain.

sailboat cruising chesapeake bay

Our Customers Love Us!

 Just Google "South River Boat Rentals" to see all the positive reviews we have earned throughout the years. Customer service and ensuring you have an excellent day on the water is our top priority.

We used South River boat rentals this past weekend for a bachelorette party and had the absolute best time. Special thanks to Captain Chris and the rest of the crew who were all kind, courteous, and informative. Definitely will be returning! - Gabby Cooper

Amazing day on the pontoon boat with our extended family. Graham was a WONDERFUL captain and host. He took us to a quiet area to swim, dragged all 4 kids in the tube, and slowed the boat so we could look at wildlife up close. Worth every penny! Highly recommend requesting Graham as your captain. - Meredith Bove

Thank you for a memorable experience. Would recommend this place to everyone. Can’t wait to make another reservation in the future. A big thank you to Nancy for your amazing customer service and friendly personality!! - Nicole Wilkinson

Thank you for an amazing time. We rented the 26' Chaparral for a day of cruising and tubing. We could not be more grateful. The boat ran perfectly and the staff was king, courteous and accommodating. We will return! - Garrick Muench

Had a great experience with them. I even had to reschedule for a later date and they were able to accommodate! Would definitely recommend the 50' Trawler! - Kourtney Ramseur

Such an amazing company to work with!!! From scheduling, to weather related rescheduling, the captain, and the overall boat condition and experience - I cannot say enough good things about South River Boat Rentals! Definitely will return! - Tara Klimovitz

The boat was ready and waiting for us; the service was good from booking to returning the boat. South River made it an easy and enjoyable experience. - Judy Graham

So much fun renting a boat for the day. Our Captain Wayne was awesome and took us wherever we wanted to go. He gave suggestions based on weather/water conditions/our ideas of what we wanted to do. It was really a great day! - Sarah Edwards

Outstanding Labor Day out on the water thanks to South River Boat Rentals! Best prices in the area, great vessel, easy to use, a lot of fun for our family! - Mark Fratto

The staff was awesome and super hospitable. They walked us through everything and made sure we felt comfortable on the boat. Boat was in great condition too! - Dylan Stoskus

We had a wonderful experience with South River Boat Rental! The boat was in perfect condition, very clean, and the staff was a pleasure to work with. Would highly recommend! - Liz Gillette

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Delmarva Charters

Bareboat and skippered sailing charters on the chesapeake bay., why charter from delmarva charters.

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COMMENTS

  1. Top 13 Chesapeake Bay Cruising Destinations

    11. Annapolis. Sometimes referred to as the Sailing Capital of the U.S., Annapolis is home to various boat shows, the Naval Academy, and the National Sailing Hall of Fame. Its position along the South River, Severn River, and the Chesapeake Bay make it a great launch point for cruising. 12.

  2. Sail Selina II

    Join our friendly crew and learn about St. Michaels while cruising in a comfortable well-maintained historic sailboat on the Chesapeake Bay. Enjoy the sun on your face and the wind in your hair as you sit back, relax, and enjoy outdoor scenery on your personalized sailing boat tour! Book Now. Learn More. From $115.

  3. Chesapeake Bay Sailing Tours

    Chesapeake Bay Storytellers - Sailing Tours. Sailing is a quintessential Chesapeake experience, and there are many places and means to serve up its pleasure. Take a spirited cruise under sail and skate across the Bay with the breeze behind you and the sun kissing your face. Book a charter and anchor in a cove to swim and fish for a relaxing fun ...

  4. Sailing Cruises in Annapolis, Maryland on the Schooner Woodwind on the

    Welcome Aboard! Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Located in the heart of the Chesapeake Bay, Annapolis is "America's Sailing Capital.". Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the ...

  5. Bareboat Sailboat Charters

    Bareboat sailboat charters on the Chesapeake Bay, within easy sailing distance of Annapolis, Baltimore, Oxford, St. Michaels. Ph: 410-639-7140 Fax: 410-639-7194 ... 2018 and 2020 Chesapeake Bay Magazine Best of the Bay. Blue Ribbon - Catalina 32 ($1672)* Falken - Catalina 355 ($2059)* Eos - Beneteau 37 ($2176)*

  6. Chesapeake Bay Bareboat & Crewed Yacht Charters

    Chesapeake Bay is a vast waterway, 200 miles long draining 64,000 square miles in six states via the more than 150 rivers that feed it. In the upper section of Chesapeake Bay you are in Maryland. The state's big city is Baltimore, while the capital is historic Annapolis, your likely starting point on a Chesapeake Bay sailing vacation.

  7. The Chesapeake Bay's Great Cruising Destinations

    It has that special magic to ease the urban working grind and get you into a Chespeake Bay frame of mind. The Wye is a 16-mile-long tributary that encircles a 2,800-acre wildlife refuge, Wye Island. Located on the northern shore of the Miles River, Wye Island is rife with bald eagles and great blue herons.

  8. Sail the Chesapeake Bay

    The CSC Fleet - Our Sailing Yachts. With the start of the 2023 sailing season, club members can sail either Bianca, a Tartan 34 keel/centerboard sloop or Ula, a Freedom 32 - your choice each time you reserve sailing time. Both yachts are well equipped, comfortable cruisers. CSC's "Bianca". Tartan 34.

  9. Home

    Sailing on the bay with Chesapeake Windsail Cruises is a beautiful way to enjoy all the splendors of the waters of the Chesapeake Bay, the Cliffs of Calvert or the beautiful environment of the region, all during a wonderful 2 ½ hour cruise on the Chesapeake Bay. Chesapeake Windsail Cruises sails out of the beautiful Rod 'n' Reel Resort located ...

  10. Chesapeake Bay Charters

    Come experience the splendor of the Chesapeake Bay on board a 40 foot sailboat. Private sailing adventures from two hours up to two weeks are available for the whole family. Available services include but are not limited to: Owner/Operators are USCG licensed captains with over 30+ years of combined sailing experience.

  11. Cruising Sailboats for the Chesapeake Bay

    Cruising Sailboats for the Chesapeake Bay . There's no better way to experience all the Chesapeake has to offer, cruising in a warm breeze with friends and family aboard the Club's J/32's, J/105's, and Beneteau 33. Being a member of the Club makes this dream a reality - and for far less money than ownership, charters or renting a ...

  12. Cruising the Chesapeake Bay

    The Chesapeake Bay is a spectacular North American cruising ground that was shaped by a big bang 35 million years ago when a comet or asteroid slammed into what is now the lower tip of the Delmarva Peninsula. That impact left a crater 55 miles wide that became a convenient depression for rivers to flow into as the glaciers of the last Ice Age melted some 10,000 years ago.

  13. SpinSheet

    The sailing magazine for sailors by sailors, dedicated to racing, cruising, and daysailing on the Chesapeake Bay.

  14. Seas the Bay

    Sailing Charters in Annapolis MD on the Chesapeake Bay. We are a family-owned and operated company based in Annapolis Maryland, offering private sails for any occasion on Southerly, our 54 ft. Irwin.From three-hour day cruises to sunset dinner sails, to wedding proposals and photo shoots, we can customize your sailing charter for an on-the-water experience to remember.

  15. Skipjack Tours

    Chesapeake Bay Sailing Tours. Enjoy a relaxing, educational, and unforgettable sailing tour on Chesapeake Bay waters on the historic skipjack H.M. Krentz. We can arrange for catered picnics, cocktails and hor d'oeuvres, or you can bring your own food and beverages. Dress as comfortably and casually as you like.

  16. Chesapeake Overnight Sail

    Popular options include St. Michaels, downtown Annapolis, and northern Chesapeake Bay. An overnight cruise is an enjoyable way to experience all the best of sailing, from adventures on the water, shopping on dry ground, sunset cocktails, sleeping under the stars, and waking up to the sounds of nature and the smell of fresh coffee.

  17. Tips For Sailing The Chesapeake Bay

    Though you're looking for variety then sailing the Chesapeake area is a natural cruising route for discovery, made for simply hopscotching from one shore to the next, with things to see, visit, experience, taste and indulge all of your senses at once. Commonly visited areas include Havre de Grace via the Chesapeake & Delaware Canal built in 1829.

  18. Enjoy the Chesapeake Bay with South River Boat Rentals

    30+ Years Serving Chesapeake Bay Boaters. As a privately-owned company with over 30 years of experience, our reputation is based around the quality and our belief in first class customer service. Our friendly and knowledgeable team will help you choose the right boat and will also recommend destinations, activities, and enhancements to ensure ...

  19. Delmarva Charters- Welcome

    Realize your dream of chartering a sailboat on the Chesapeake Bay. Delmarva Charters is a charterer of premier sailboats on the Chesapeake Bay and is a part of Captain In You Sailing School, Inc. We provide both bareboat and captained charters. If you and your crew are already competent to charter a sailboat on your own, you can submit an ...

  20. Wind and weather webcams Elektrostal

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