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Sail Puerto Rico & Spanish Virgin Islands

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Sailing the Island of Enchantment, and Much More Besides

Puerto Rico is an understated destination, not just for what it has but for what it puts you in reach of: magical places inviting you to explore by sailboat, A yacht charter in Puerto Rico usually includes the archipelago known as the Spanish Virgin islands, the region's main sailing destination.

As an unincorporated territory of the United States, Puerto Rico is easy to access and get around. The currency is the US dollar and English is widely used along with Spanish. Puerto Rico and the islands to its east enjoy a Caribbean climate and are very welcoming of visitors. A number of operators supply bareboat and crewed charters from marinas at the eastern end of Puerto Rico island, about a one-hour drive from San Juan International Airport.

Fun and Adventure on a Puerto Rico Sailing Vacation

Easily accessible from the USA and with the full range of expected Caribbean attractions, Puerto Rico is another fine charter destination.

Your trip to Puerto Rico for a sailboat holiday may start in the capital city San Juan for some cultural experience and historical context. But as the sailing focus is squarely on the archipelago traditionally known as the Spanish Virgin Islands, your travels may well take you straight to Puerto Del Rey Marina adjacent to the town of Fajardo and Puerto Del Rey marina, one of the Caribbean's largest boat harbors.

From Fajardo  the waters of the Caribbean open up, and a short sail east brings you to the first of a string of islands that stretch all the way to South America. 

Visit the Spanish Virgin Islands

Your Puerto Rico charter boat vacation will likely concentrate around the Spanish Virgin Islands, all part of the US-administered territory. The largest island is Vieques, a short sail from the mainland where you may like to spend your first (or last) night aboard. A series of fine anchorages dot the southern side of the island, one of the most popular being Ensenada Honda at the eastern end. .

Anchor in the azure waters off a white sandy Vieques beach, and your presence in the Caribbean strikes home. The island is a wonderful setting, with a scattering of barrios and a large wildlife refuge where the US Navy's bomb testing range is consigned firmly to history. Mosquito Bay is a special place, the brightest bio-luminescent bay in the world where the conditions are just right for the trapped organisms to shine.  

Enjoy the Caribbean's natural island beauty

Sailing northward a short distance brings you to the group of islands centered on Culebra. There are numerous places to explore around here, both in the water and out. Nature is at its finest in this relatively undeveloped place, and the waters teem with marine life. Of the world's seven turtle species, three make the Virgin islands home. 

Among the most popular spots for a charter stopover in this corner of the Spanish Virgin Islands are Culebrita, Cayo Luis Pena and the fine anchorage at the town of Culebra itself. This is the place to indulge in some local shopping and take the opportunity to re-provision.  

From Culabrita it should only take three to four hours to get back to base at Fajardo. But to extend your stay among the islands, spend a final night at Isla Palaminos. The island is highly developed with resorts, and day-trippers visit by ferry. But there's still a nice peaceful bay or two where you can tuck in for the night and watch the sun set, before returning to the marina for your 10.00am disembarkation. Perhaps to see more of what Puerto Rico has to offer. 

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Related blog posts.

The Virgin Islands: Who, What, Where?

Putting the Spanish Virgin islands, US Virgin Islands and British Virgin Islands in context for charter sailing. An extensive group of islands all attractive sailboat vacation options when chartering in the Caribbean. In fact very attractive, when considering the choice of beautiful places to visit and the ease of getting there.

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PUERTO RICO SAILING TOURS & CHARTERS

The best sailing experiences in san juan.

March 3, 2024

February 2, 2024

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Sail into adventure with the best sailing tours!

Welcome to Sail PR! Come sail with us and experience the beauty of the island from the water. We offer small, intimate sailing experiences that will allow you to see all the best that Old San Juan has to offer, from historical landmarks to stunning natural scenery. Our tours are perfect for families looking to create a unique memory, couples wanting a romantic sail and small groups of friends wanting a private boat for themselves.

Our boat is meticulously maintained and our experienced, professional staff strive to provide the best sailing experience in Puerto Rico. Sit back with a drink in hand and enjoy the sights.

Book your sail online today and enjoy the beauty of Puerto Rico.

Sailing Tours & Private Charters

Morning Mimosas Sail

Enjoy a unique start to your morning, sailing on our spacious catamaran taking in the sights of Old San Juan from the bay.

Make yourself comfortable on the front net and take some sun in or sit back in the shaded cockpit area and sip your drink of choice as we narrate some historical facts along the way.

This one-hour and 30-minute sail includes bottomless mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, and water.

6 spaces are available per sail. To book privately for yourself or a group choose Private Charter.

San Juan Sunset Sail

Our most popular sail! A relaxing cruise around the calm waters of San Juan Bay to enjoy a beautiful sunset and a perfect start to your evening.

See Old San Juan as it changes from daytime to sunset colors and then city lights coming on at night as we are headed back to the marina.

Our two-hour sailing route stays within the calm, protected waters of San Juan Bay for a relaxing experience.

Complimentary refreshments include Prosecco or Cava sparkling wine, our special house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.

San Juan Bay Afternoon Sail

Soak in the sun with a drink in hand while taking in the sights of Old San Juan and Cataño from a unique point of view.

While the sun is fully out during the time of this sail, the back cockpit area of our catamaran is shaded so you can also enjoy the sail without being subject to the sun.

Bring your lunch and enjoy it aboard; we provide the drinks! Choose from mimosas, house rum punch, local Medalla beer, rum and cokes, orange and pineapple juice, soda, or water.

Our hour and a half sailing route stays within the calm, protected waters of San Juan Bay. Open ocean sail available upon request dependent on weather.

6 spaces available per sail. To book privately for yourself or group choose the Private Charter.

Why choose us?

Top-rated San Juan sails!

We offer the best sailing experiences in Puerto Rico! We have been consistently top-rated in multiple review sites and earned various recognitions. We provide personal attention and top notch service with our crew of expert sailors and hosts. With 3 different sail times to choose from daily, it's easy to fit a great sail into your day. Let us take care of everything aboard so you can unwind and relax.

Environmentally Friendly

In an effort to reduce plastic waste in our seas, we do not serve single-use plastics such as straws and water bottles. We provide 100% Britta filtered water. You are welcome to bring along your reusable bottle and we will fill it up for you. We use compostable cups aboard for included drinks.

Catamaran Sailboat

Our Ohana 2 is defined as “a yacht or other boat with twin hulls in parallel (imagine two separate big canoes joined together by a platform)” it is the most stable sailing experience you can get while still having a full sailing experience feeling the wind in your face and the fluid motion of the ocean. Equipped with a forward net to lay out, shaded area, spacious cabin in case of rain and full bathroom inside your comfort needs are met for a great sail!

Special Sailebrations

What better way to celebrate a special occasion than on a great sail with your loved ones or friends? We’ll make your engagement proposal, birthday party, anniversary, etc. even more special. Let us know of any special requests you may have such as helping to arrange a surprise birthday cake (additional cost), candid pictures, recording of your proposal, or anything else we can do to make your sail memorable.

Set Sail on a perfect adventure in San Juan, Puerto Rico

San Juan is located in the subtropical region and is the capital of Puerto Rico. It is one of the most visited cities in the world. The main sightseeing attractions include Old San Juan, El Morro, La Fortaleza and Castillo de San Cristóbal. The culture of this City is influenced by its multicultural past and enjoys the reputation of being full of passionate people in music, art and family traditions!

The climate and geography of San Juan, Puerto Rico make it a popular tourist destination. Food is a big part of this place and you won't be disappointed with the local cuisine such as mofongo, a plantain mash or churrasco steak. The flavors of the island are a fantastic combination that you must experience when you visit the city.

Frequently asked questions

Where are you located.

We are a convenient 5-10 minute drive from the major hotels in the San Juan, Condado and Isla Verde area in Puerto Rico. We are located in San Juan Bay Marina at Slip A72. If you are taking a cab, ask your driver to take you to San Juan Bay Marina and reference where the Sizzler Restaurant is at. Once at the Marina, walk through the boatyard towards the lower part of Sizzler Restaurant. Once at sea level, go past a Jetski rental kiosk towards the long dock with boats on either side. Our slip is on the left past the white gate that leads to the dock. Slip numbers are marked on the floor.

How do I book a sail?

You may book online here, or by clicking any of the “book now” buttons. We ask that you call, text, or email us for same-day bookings to ensure availability even if the calendar doesn’t show it. Online bookings are handled through a secure and encrypted provider accepting most major credit cards.

How should I dress?

For daysails we recommend cool, light clothing, hat, sunglasses and sunblock. While San Juan Bay has very calm waters and you will usually not get wet, there is always the possibility of some small splashes of water. Sunset sails have usually calmer breeze and cooler temperatures so you may dress more comfortably, however we do recommend light clothing. If you choose to go out into the ocean, the possibilities of getting wet are more likely as we will be sailing in bigger seas. No shoes allowed on-board.

At what time should I arrive for my sail?

We ask that you arrive at least 15 minutes before your sail for a proper safety briefing and preparations. Sails depart sharp on time. Plan to be on time as in consideration to others that may be present we can not delay departure time. Failure to be on time for departure will result in forfeiting full fare or a $50 rebooking fee.

How many passengers are allowed on a boat?

We can accommodate 2-6 passengers for a personal, intimate experience. If you wish your sail to be private you may opt for the Private Charter or reserve the boat for your group. If you are sailing alone we ask that you contact us so we may schedule you with a current group.

Do I have to aid in handling the boat?

Your crew will take care of all the boat handling maneuvers so you may sit back and relax, but you are welcome to take part if you want a more hands-on experience.

Will I get seasick?

As we usually sail in very calm waters, the possibilities of getting seasick are almost zero. However, if you have gotten motion sickness at other times, we do recommend taking some remedies beforehand.

What drinks are included?

We offer complimentary soda, water, local beer, rum & coke and special rum punch for adults over 18 years of age. Sunset sails also include Spanish Cava or Prosecco.

Are there age restrictions to sail?

We welcome everyone to enjoy the wonderful experience of sailing! However, US Coast Guard requires children under 13 to wear a lifejacket at all times. There is also certain level of physical exertion that may take place to board and move around so we advise caution for the elderly and persons with mobility issues and serious medical conditions.

Can I bring my own music?

Of course! We encourage you to do so. Our speaker is bluetooth ready so you may connect your own device and use your personal playlist. We use Spotify and Pandora and may look up your favorite station.

Are the booking times shown here the only ones available for a sail?

While the times shown are our standard offerings we are always available for special requests. Give us a call or email us to make special arrangements

What If I have to cancel my reservations?

We have a 48 hour cancellation notice policy for full refund. 48 hours or less cancellations forfeit 50% fare. 24 hour cancellations forfeit full fare. No shows, late to departure time or same-day booking cancellations will forfeit 100% fare.

What happens if my sail is cancelled due to weather?

We want you to enjoy a great experience while sailing with us so we would reschedule your sail for another day when the weather is ideal. If this would not be possible due to your travel plans, we would offer a full refund. The decision to cancel due to weather rests solely on the Captain. Tropical weather can change quite rapidly so some decisions to cancel might be last minute, however we always take into consideration your time and alternate plans so we try to always cancel at least an hour in advance from our scheduled departure time.

Anything else I should know?

Just be ready for a great sailing experience! If you do have any additional questions, please feel free to call, text or email us and we will gladly clear up any doubts.

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Puerto Rico   ⎮ Puerto Rico Things to Do ⎮ Puerto Rico Sailing

Award Winning Sailing Tour in 2021

Puerto Rico is an archipelago consisting of the main island by the same name, two inhabited islands of Vieques & Culebra, Desecheo, Mona Island, Caja de Muertos, and hundreds of cays, keys and islets protected as nature reserves.  A gorgeous coastline, marinas, offshore treasures to explore, and plenty of interesting places and attractions to visit inland, make Puerto Rico a popular destination for sailors.  Sailing is great all year round in Puerto Rico with warm weather and winds averaging 10-15 knots.

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If you’re vacationing in Puerto Rico, you may book a sailing charter, typically including food, drinks, music, and, of course, friendly and professional hospitality.  Stops typically include coral reefs for snorkeling, and pristine beaches, most of the charters are on the east coast of the island.  The most attractive destination in Puerto Rico for visiting wishing to go sailing is the east coast; most charters leave from marinas in Fajardo.

 Following, we go into more detail about the most popular sailing destinations and stops around the island.

Sailing Charters by Region

• East Coast Sailing Charters
• San Juan Sailing Charters
• South Coast Sailing Charters
• Sailing Lessons in Puerto Rico

Sailing on the East Coast

Piñeros island.

Cayo Piñeros, best known in English as Piñeros Island is one of the less-known offshore islands of Puerto Rico .  While most of the sailing and boat charters head to Icacos, Janise Sailing Charters offers travelers a more intimate experience of Piñeros.  On the cay, you can swim in crystal waters, snorkel, and admire the coastline and views of neighboring islands.

Top Rated Sailing Charters to Cayo Piñeros (Cay) - Puerto Rico

Cayos de la cordillera nature reserve – puerto rico.

Off the east coast of Puerto Rico is the perfect place to go island hopping, from the marinas of Fajardo you can sail off to Cayos de la Cordillera Nature Reserve (Cordillera Cays Nature Reserve), and Cayo Piñero.  The most popular boat and sailing charters head to the cays of Cordillera, Palomino , Icacos & Lobos are the most visited islands for their spectacular clear turquoise waters, snorkeling sites, and proximity to Fajardo.

Top Rated Island Hopping Sailing Charters in Puerto Rico

Sunset sailing along the east coast.

Add the sunset to the fantastic experience of sailing the coastline and offshore keys of Puerto Rico… and you have magic.  Surprise your loved one with this special experience, propose to the glow of the golden and fiery tones of the sunset… whatever the reason for your stay in Puerto Rico,  you deserve to treat yourself to this special time for memories that will last a lifetime.  Following you’ll find sunset sailing tours for small groups and private charters.

Sunset Sailing Charters in Puerto Rico

Palomino island – fajardo, puerto rico.

+ Palomino Island, Puerto Rico & Top Rated Tours

Top Rated Private Sailing Charters to Palomino Island

Sailing in san juan, san juan bay.

For visitors vacationing in the Capital City of San Juan, will have easy access to one of the best experiences in Puerto Rico… sailing in the San Juan Bay, one of the most scenic waters and most significan in the history of Puerto Rico and the Caribbean.  San Juan is home to various UNESCO sites and the best vantage point to admire them is from the San Juan Bay.

Featured Sailing Charter

Return home with travel bragging rights for experiencing a sunset sailing tour by Sail PR , which proudly earned the #7 spot on the coveted Traveler’s Choice Best of the Best 2021 for Best Sailing in the World .

Top Rated San Juan Bay Sailing Charters

Sailing the south coast, jobos bay reserve.

Those staying on the south coast of Puerto Rico or wishing to sail to a more intimate location without any crowds will enjoy a charter along the southern coast.  Sailing charters take guests to Jobos Bay Reserve & Cayos Caribe , a line of 15 mangrove islands with an extensive reef system where you can swim and go snorkeling to explore marine life.

Sailing Charters - South Coast of Puerto Rico

Sailing lessons - fajardo (east coast).

If you’ve ever sailed, you know it is one of the purest and most romantic ways to experience the coastline of a beautiful place.  You can book a sailing lesson charter to enjoy the pleasures along the coastline of Puerto Rico while learning the principles of sailing or refining your skills.

Private Sailing Lessons in Puerto Rico

Map of popular marinas in puerto rico, video gallery - sailing in puerto rico.

Tours Visitors Love in Puerto Rico

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Cooking Class Tours in San Juan, Puerto Rico

Tours to amazing places in puerto rico.

Bienvenido Aboard!

Sail over sparkling waters and enjoy white sandy beaches in Puerto Rico!

CREATE UNFORGETTABLE MEMORIES

Explore the beaches of Puerto Rico on a day trip or overnight and stay aboard our comfortable 52 ft sailboat. If you’re looking for a weekend getaway, travel to the secluded islands of Culebrita and Vieques.  Take a look at our charter package options here and contact our team here to find out more.

YOUR PIECE OF PARADISE

Elegance & comfort.

Your comfort throughout your stay is our top priority aboard the Ventajero 4, our spacious 52 ft charter boat.  

BEAUTIFUL DESTINATIONS

Puerto Rico is one of the most beautiful places to visit because of the islands incredible beaches and lush nature.  

LIFETIME OF MEMORIES

Explore the beaches of Puerto Rico on a day trip or overnight and stay aboard. A perfect chance for wonderful memories with friends and family.

TROPICAL DESTINATIONS

Amazing day.

We had an amazing day with Captain Domingo. He was very attentive and knowledgeable! I highly recommend it.

FABULOUS 2 NIGHT STAY ABOARD!

We spent 3 days and 2 nights aboard the Ventajero. We snorkeled all day, sailed, explored the islands, and thoroughly enjoyed every minute.

A perfect day of sailing with Captain Domingo! He made immediately everyone feel comfortable as we settled in.

PERFECT GETAWAY

(787) 645-9129 [email protected]

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PUERTO RICOS ULTIMATE SAIL & SNORKEL EXPERIENCE

Catamaran sailing to the islands of icacos, lobos & palomino, new mini catamaran charters.

Looking for something a little more private? We’ve got you covered! Book our new mini catamaran, El Russo, for your group of up to 6 guests. Customized to do beach and snorkeling or beach alone.

⁣Call today or Book Online: 787-717-6378

• Most Popular!

DAY SAIL & SNORKEL

Take a fun-filled day sail around some of Puerto Rico’s most amazing, unspoiled islands like Isla de Palominos, Isla de Lobos, and or Cayo Icacos.

• Users All Ages
• Hour Glass 5.5 Hours

saltydogcatamaran

The Salty Dog Family

Looking for a fun-filled day in Puerto Rico? Then come onboard The Salty Dog catamaran and embrace the warm tropical breeze while sailing to one of Puerto Rico’s unspoiled islands off the coast of Fajardo. It’s an experience you don’t want to miss!

We are a locally owned and operated family business with an all US Coast Guard licensed crew of 20+ years of experience with a passion for sailing and sharing with the world all of the beautiful sites the eastern coast of Puerto Rico has to offer. We pride ourselves in what we do and making sure our guests have an unforgettable experience onboard.

Over 200 Five-Star Reviews!

We had a group of 8 and the crew was fantastic! We did not experience anything but excellent service. The crew was very engaged and kept the trip fun, specific instructions were given regarding lunch and times of departure. Would definitely do again.

The crew was so friendly and welcoming, the food was outstanding, the drinks were even better and they didn’t stop serving! We had a child (7 years old) who had never been snorkeling and the crew did great having what he needed to learn. Will absolutely be back to enjoy! Keep up the amazing work!

Went with a big wedding crowd. My 7 and 2yr olds LOVED the trip!! It was awesome. The crew was excellent (im a sailor in MA). Professional, courteous to everyone, great service and funny as heck. It was a very nice trip my kids and us will never forget! Thank you guys! Will see you again this winter!

Extremely fun, absolutely beautiful catamaran trip with lively helpful crew! Lunch was perfect, music was as well, snorkeling was amazing and all equipment was above average. The island of Icacos is breathtaking.

Search for your next Yacht Here!

Boats for sale puerto rico - new and used boats in puerto rico.

Industrial & Marine Service has the largest inventory of new and used boats for sale in Puerto Rico and the Caribbean. We are the exclusive dealer of Sea Ray boats, Scouts Boats, Marquis Yachts, and Carver Yachts in Puerto Rico.

We also carry a great selection of used boats for sale in Puerto Rico and the Caribbean which will satisfy every need you may have. If you are looking for fishing boats or yachts for sale in Puerto Rico, we have a great selection for you to choose from.

For over forty years, Industrial & Marine Service, has been dedicated to the sale, brokerage, warranty, and maintenance services of the boat and yacht industry in Puerto Rico and the Caribbean. We have built an excellent relationship with our prestigious brands of boats, providing the best in quality, style, performance, and service in the boat and yacht industry in Puerto Rico and the Caribbean.

Industrial & Marine Service is committed to provide our customers with the best quality and service, and will help you find the boat or yacht that best suits your preferences. We are also proud to provide the best quality service in terms of warranty, parts replacement, maintenance and use guidelines, and the accessibility of our service staff.

Great service demands attention. When a customer needs service, we reach them whichever way is fastest and most convenient. No matter where you are located within Puerto Rico or the Caribbean, Industrial & Marine Service will be there for you. We can handle all of your marine needs.

Our Exclusive Yacht Brands

Industrial & Marine Service is the exclusive dealer for Sea Ray Boats, Scout Boats, Marquis Yachts and Carver Yachts in Puerto Rico and other countries in the Caribbean.

If you are looking for a new Sea Ray boat and you are located in Puerto Rico, Saint Thomas, Saint Croix, Saint John, Tortola or Virgin Gorda we are your exclusive dealer for Sea Ray Boats.

If you are looking for a new Scout boat and you are located in Puerto Rico, Dominican Republic, Tortola, Virgin Gorda, Saint Thomas, Saint Croix, Saint John, Anguila, Saint Marten, St Maarten and Saint Bart, we are your exclusive dealer for Scout Boats.

Industrial & Marine Service

“Our commitment is to fully satisfy our clients with an excellent service and the attention they deserve.” Stanley Castro, President Industrial & Marine Service

At Industrial & Marine Service we are proud dealers of one of the most reputable yacht brands in America, SeaRay. Our line of Sea Ray boats and yachts include the Sea Ray SPX Series, Sea Ray Sun Sport Series, Sea Ray SLX Series, Sea Ray SDX Series, Sea Ray Sport Cruisers, Sea Ray Sport Yachts and Sea Ray L-Class Yachts.

Take me to Sea Ray

Scout Boats are built for those looking for great adventures on the sea. Scout Boats are great for those looking for the ultimate fishing machine on earth. The Scout Boat combines both luxury and sport performance. The Scout Boat includes the following models: Scout LXF, Scout XSF/SF, Scout Dorado and Scout Bay Boat. Follow the link and learn more about Scout Boats.

Take me to Scout Boats

If you are looking for a yacht that offers style and luxury you must take a look at these amazing world class yachts. Marquis Yachts has a strong reputation among those looking for the ultimate cruise yachts in the World. Marquis yachts has four exclusive models to choose from. Marquis 500 Sport, Marquis 660 Sport, Marquis 720 Fly and Marquis Tri-Deck. You'll be amazed!

Take me to Marquis Yachts

Carver Yachts represent luxury and performance. Carver Yachts build spacious and luxurious yachts that will make any owner proud. Carver Yachts models include Carver C34 Coupe, Carver C37 Coupe, Carver C43 Coupe, Carver C52 Coupe, Carver C36 Command Bridge, Carver C40 Command Bridge and Carver C52 Command Bridge.

Take me to Carver Yachts

If you are a hardcore angler this is the fishing machine you are looking for. The SeaVee Boat is a semi-custom sport fishing boat available in market. The center console series are great performers. If you are a serious sport fisherman, take a look at these out of the world machines, SeaVee Boat 320Z, SeaVee Boat 340Z, SeaVee Boat 370Z and the SeaVee Boat 390Z.

Take me to Sea Vee Boats

Industrial & Marine Service Yacht Brokers Team

Stanley castro.

Carlos Estéves

Pre-Owned Yachts and Boats for Sale

60' Sea Ray 60 Sundancer 2007

Show it to me

53' Hatteras 53 Convertible 1976

38' Azimut 2013

47' Tiara 4700 Sovran 2008

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Stanley J. Castro, born and raised in San Juan, Puerto Rico, is a yachting industry veteran with over 20 years of experience. His career began as a teenager when he started working as a boat cleaner and later as a salesman at Industrial & Marine Service, Inc., a boat dealer and brokerage firm his father founded in 1975.

In 1995 he assumed the role of general manager of the firm. He gained diverse experience in sales and maintenance in the Caribbean marketplace for Sea Ray, Bertram, Lazzara, Hydra-Sports, Meridian and Scout, among others. This role allowed him to build strong relationships with all parties and areas of the boating business including manufacturers, bankers, brokers and consumers.

A billfish sport aficionado, with a great understanding of Puerto Rico and the U.S. Virgin Islands, Stanley is an active participant and leader in the Billfish Tournaments series in the Caribbean, where he has won several white and blue marlin honors. His favorite fishing seasons and locations for fishing are the May-June full moon time in Cap Cana, Dominican Republic and August-September, known as the “big blues” in San Juan and the “north drop” zone in St. Thomas.

Aside from his vast experience within the yachting industry, Stanley stands out for being goal oriented and results driven. There are 3 traits that can best describe his day-to-day interaction with owners and customers: humbleness, honesty, and hard work.

Stanley's yacht brand expertise includes Sea Ray Boats and yachts (20+ years representative), Bertram (10 years), Hydra-Sports (12 years) and Scout boats (2 years).

Career Credentials and Associations:

• Industrial & Marine Service, Inc., President and Owner
• Marine Parts, LLC, Owner
• Club Náutico de San Juan, Active Member
• Cangrejos Yacht Club, Active Member
• IGFA, Active Member
• FYBA, Active Member
• Billfish Foundation, Active Member

Testimonial for Stanley

I just want to congratulate you for the selling of my Tiara. In addition, you were very professional during the selling process, keeping me informed the entire time. Keep doing that kind of work with all your clients! -Miguel Rivera

Stanley found me the boat of my dreams. After several conversations Stanley asking me what important for me and my family and about, he knew what I was looking for an located one quickly. Stanley also walk me through the buying process, assisting me in completing documents sea trials and even attending the closing with me. I would look to Stanley first for my next boat purchase. He is a good salesperson, but more importantly, he has integrity, experience, knowledge, and a great personality. -Tony Kitchens // Puerto Rico

954-849-5500

[email protected]

Luis M. Ayala

Luis M. Ayala was born in Puerto Rico, and since birth his father introduced him to boating. His father owned a boat parts and service store in the 1980s, where Luis learned to take his first steps. At age 10, with a lot of interest in boats and always wanting to captain the boat, Luis took the captain's role on his father's 38’ convertible.

Growing up in a boating family, Luis has always looked for something to give him adrenaline, and from his teenage years, he cruised with his family’s boat in the Caribbean looking for places to water ski or go fishing.

In 1997 while studying business administration, Luis began a part-time job at Industrial & Marine Service, Inc. working in several areas of the business. After working in the first ever boat show in Puerto Rico, Luis sold his first boat, a Sea Ray 34, and rapidly discovered his passion for yacht sales.

After graduating with a degree in business administration, Luis worked full time for the Industrial & Marine sales team and several years later was promoted to Sales Manager. Industrial & Marine is a boat dealer and brokerage firm established in 1975 representing the prestigious brands Sea Ray, Lazzara, Hydra-Sports, Meridian, Scout Boats and Sea Vee Boats in Puerto Rico and the Caribbean.

All these years in the yachting business gave Luis vast experience and strong relationships in all aspects of the industry working directly with banks, manufacturers, brokers and a exclusive clientele.

Luis has dedicated his career in yacht sales to building a solid reputation making sure all his clients are 100% satisfied before and after the sale. The relationship and trust he builds with his clients has helped him sell more than 700 boats during his career, a priceless asset when talking yacht sales.

In addition to his yachting industry experience, in 2010, Luis became a Licensed Insurance Broker; this knowledge has given him an edge when properly guiding clients during the yacht buying process.

Testimonial for Luis Ayala

Luis has been my mentor and most trusted adviser when it comes to purchasing and selling my boats for the past five years. I am pleased to say that he is a very professional honest person to whom I owe my upmost respect when it comes to buying a boat and to credit for that we are in the process of getting our third boat with Luis as our wingman - Luis M. Chaves

939-717-9706

[email protected]

Carlos was born and raised in San Juan, Puerto Rico and brings to the table over 15 years of experience in new, used, and brokerage yacht sales. From his early years he developed a passion for the marine industry, and at the age of 18, he started his career in the yachting industry as a service and sales technician working for the local Carver Yachts dealer in Puerto Rico.

During that time Carlos was trained and certified by prestigious and respectable yacht builders Carver, Marquis and Beneteau Power and acquired invaluable knowledge of the quality, mechanics, and maintenance of yachts, as well as a deep appreciation of customer service.

His attention to detail, product knowledge, international travel experience, and ability to work with diverse customers all contribute to a client-oriented, exceptional yachting service. With his years of experience as a professional captain and knowledge of the worldwide brokerage market, Carlos knows the hands-on benefits of how to help you find the correct match when purchasing a yacht or to assist you in marketing and selling your current vessel.

Testimonial for Carlos:

To Whom It May Concern,

Working with Carlos Esteves on the purchase of my 65 Marquis was an awesome experience. The process was fair and not stressful at all. He handled all the contacts and paperwork. Definitely recommended for matching your boat “needs” with the right boat. Before and especially after the sale, always willing to take his time to answer questions and offer help. That means a lot to me. I’ll be back when it’s time for a bigger boat! - Neftali Lluch, PE

787-550-5236

[email protected]

Alvin Lartigue

Alvin Lartigue, born and raised in Guaynabo, Puerto Rico, moved to Weston, FL in 2015 with his wife and two kids. Always passionate about boats, he found himself flirting with the opportunity to become a yacht broker. Being the grandson of merchant marine allowed him to grow up close to boats and helped him fall in love with the boating industry starting at the young age of five years old.

Alvin earned a bachelor’s degree in finance from the University of Puerto Rico. His experience in the financial industry makes him an expert who understands the value of money and can guide clients in the right direction.

Thanks to a childhood friend from the yachting industry, Alvin eventually found a way to make his dream come true and become a yacht broker. His personality, optimism, and knowledge make him the perfect person to help clients satisfy their needs in all aspects.

60' Sea Ray 2007

This beautiful, black-hulled 60 Sundancer is probably the most complete Sundancer ordered from the factory. Here are a few of the options that she has installed:

• Xenta Joystick System
• RayMarine Touchscreen Plotters
• FLIR Night Vision
• Digital Radar
• Upgraded LED TV's in every room
• Hydraulic Teak Passarelle
• Teak Cockpit and Teak Lift
• Bow and Stern Thrusters
• High Gloss interior
• Upgraded AV remotes
• Bose Surround
• Underwater Lights
• Brownies Third Lung with 150' hose, and much, much more.

For more information Call Stanley Castro at 954-849-5500

This Beautiful and Updated 53 Hatteras is a really turn key boat. Actual owner has owned for more than 30 years and since then has been non stop upgrades. She was re power on 2002 with:

• Volvo D12 700hp w/Electronic Controls (Re power on 2002)
• Kohler 20kw and Koholer 18.5kw
• Side Power Bow Thruster
• KVH Satellite TV Antenna
• Updated Electronics - Garmin GPS, Simard Autopilot
• Lee Two Spreaders Outriggers
• Davit w/AB 11' Tender w/Mercury F50

Atlantis 38 is one of the smallest Azimut models in recent years, is a luxurious twin-cabin Sport-Cruiser whose sleek styling is very similar to Azimut’s larger yachts. With the galley down, the main deck area is used purely for entertaining. A manual sunroof is above the helm position. Below deck, she features two en-suite cabins and one full head.

• Volvo Penta D4-300 (135hrs)
• Mase Generator 5kw 50hz
• Bow Thruster, Side Power
• Passarelle, Opacmare
• Teak Cockpit, Swim Platform, Deck and Running Boards
• Raymarine E120W Hybrid Touch
• Raymarine Autopilot and VHF
• Cockpit Entertainment with Grill, Sink and Refrigerator
• Quick Windlass

This rock-solid performer features a resin infused hull for superior weight and strength characteristics. The convex shaped hull and integrated coupe top are not just about fashion, they also play a key role in the way the yacht functions. She is in excellent conditions with less than 160 hours on her Cummins QSM-11.

This 4700 features a large 60” swim platform

• Lewmar Bow Thruster
• Teak Cockpit and Helm
• Bose Lifestyle Enterntainment Center
• Furuno NavNet GPS & Open Array Radar
• Garmin 3210 GPS/Plotter
• Simrad Autopilot AP16
• ICOM VHF M604
• 2 Dedicated units for Cockpit A/C and 3 units for Interior
• Glendening shore power Cable master
• Washer & Dryer
• Sub Zero Refrigerator and Freezer

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Yacht Chartering's Best Kept Secret

Puerto Rico and the Spanish Virgin Islands offer unspoiled cruising grounds and anchorages unlike other Caribbean charter destinations. Discover why the Spanish Virgin Islands are chartering’s best kept secret.

FIND YOUR YACHT!

Discover the spanish virgin islands, destinations.

Itinerary Puerto Rico

After awaking and having a nice breakfast, you may want to take one last snorkel on Pyramid Reef before heading off due east to Culebra and Cayo Luis Peña. The sail is about 13 NM and you’ll find your anchorage/moorings on the southwest side of the Island. This anchorage is a sea turtle sanctuary, and features a great snorkeling reef and white sand beach. It’s perfectly fine to stay overnight here, but you may want to continue a couple of miles eastward to Playa Melones on Culebra. Here you’ll find some moorings right off a nice beach with great snorkeling. The advantage of Melones is that you are only a short dinghy ride from the town of Dewey, the capitol of Culebra, where the ferries arrive. Dewey features many small shops and some very interesting restaurants and cafés. Make dinner plans for the Island’s favorite spot, Mamacita’s. This quaint island spot can be reached by dinghy, midway up the channel that cuts through the island. Mamacita’s also offers a live music on the weekends, and impromptu gatherings of local musicians can happen any day of the week.

On day three, set your course to sail on the south side of Culebra, stopping for a snorkel in Carlos Rosario, Tamarindo or Melones. Here you’ll find plenty of free moorings and excellent snorkeling. Afterwards, sail eastwards to Bahia Tortuga on Culebrita Island, acclaimed as one of the top ten Caribbean beaches, not bad considering how many beaches there are in the Caribbean! You’ll want to spend some time here exploring the island. In addition to the picture perfect gin clear water and white sand beach, Culebrita features a historic lighthouse, which you can hike up to. In addition, don’t miss the Jacuzzis or “pozitas” as named in Spanish, natural tide pools along the north side of the island.

After time in Culebrita, take a nice downwind sail to the southern channel to Ensenada Honda, Dulebra’s main harbor. After setting anchor just behind Cayo Pirata, you can dinghy ashore and tie up at the Dinghy Dock Restaurant. Enjoy a late breakfast or early lunch while taking in the view of Ensenada Honda. The Dinghy Dock is a great spot to leave your tender while exploring the rustic town of Dewey. You can do some shopping and replenish provisions or you can even rent a scooter or jeep and explore the Island. You can opt to stay put here for the evening and have dinner at Sally’s, another nice spot, or sail down the bay of Ensenada Honda to the anchorage of Dakiti. Dakiti features many moorings in a calm reef-bound harbor. Just around the bend from the anchorage of Dakiti is Bahia Fulladoza, where you’ll find Club Seaborne, a boutique hotel with one of the finest restaurants on the island, and the Bahia Bay Resort, perfect for drinks and an amazing view. Another great mooring option for the night is Bahia Aldomovar, just outside and to the east of Ensenada Honda. Bahia Aldomovar is a calm mangrove harbor with a coral reef barrier and faces east towards St. Thomas.

On day five you’ll set sail southbound towards the island of Vieques. Enjoy a nice beam reach as you sail towards to the eastern tip of the Island. After rounding the eastern tip , you’ll sail along downwind to Bahia de la Chiva. This remote anchorage spot is unique in its exclusivity as it’s relatively inaccessible without a boat. You’ll enjoy the beauty and tranquility of Bahia Chiva, which features a large horseshoe shaped harbor with an island, Isla Chiva, in the middle of the bay. There’s a long white sand beach to explore and two great snorkeling spots: “Blue Tang” reef and Isla Chiva.

After breakfast and possibly a morning snorkel or hike, cast the mooring line loose and sail leisurely down the undeveloped south coast of Vieques to Sun Bay. Cruise in and find an anchorage on the eastern side of the bay and enjoy some nice snorkeling or a long walk on the beach. Sun Bay is just around the bend from Puerto Real, where the lively town of Esperanza is. Esperanza features its “Malecón” or in English, “waterfront walk”. Here you’ll find quaint little shops and several nice dining establishments along the strip. Lazy Jacks is fun for drinks and bar food. Duffy’s is great for lunch or dinner but if you want a real gastronomic treat, try Bili or El Quenepo, all located along the Malecón strip.

On day seven you’ll continue sailing eastward to Punta Arenas, located on the western coast of Vieques. Here you’ll find lots of coastline where you can drop anchor. In the northwest tip and running down the southwest side of Vieques, you find Green Beach, a beautiful great snorkel location with many turtles. Punta Arenas is a great place to watch the sun set over the Caribbean horizon and if you choose to stay here overnight, it’s only a 2.5 hr. sail back to the SailCaribe base at Marina Puerto del Rey. You can opt to sail back up the east coast of Puerto Rico to Cayo Icacos, just east of the northeastern tip of Puerto Rico. Cayo Icacos has a spectacular white sand beach island with a couple of great snorkeling spots and is only 5NM away from the SailCaribe base. Once back at the base, after re-fueling and de-briefing, you’ll be free to go and explore the multitude of treasures that the big island of Puerto Rico has to offer.

Arrive at Marina Puerto del Rey at 9:30a.m. to board the vessel by 10:00a.m. After accommodating personal belongings and provisions, you’ll begin the technical and chart briefings. This takes about 2-3 hours and once completed you’ll be ready to set sail. You’ll sail about 4 nautical miles to the northeast from Marina Puerto del Rey to Isla Palomino. Here you’ll find a nice harbor with plenty of free moorings maintained by the Department of Natural Resources of Puerto Rico. In the middle of the mooring field is Pyramid Reef, which is at swimming distance from the boat and features a variety of marine life. Other options while moored-off Isla Palomino are visiting the island restaurant and Tiki Bar operated by El Conquistador Resort. You may also like to take a dinghy ride to Cayo Palominito, which looks like a postcard perfect island oasis with its clear turqious waters and white sparkling sand.

Client Reviews

Excellent service

Excellent service! We have chartered around the world and Sailcaribe has been the best to work with. The staff is very friendly and helpful. Check-in/out was very smooth and efficient. The team had the most informative briefing of any charter company we have used, very helpful to get us underway. Every time has been hassle-free and headache-free.

Better Life

Excellent catamarans.

We had an amazing experience of Spanish and US VIs. Sail Caribe has great selection of new cats and wonderful service. Highly recommended!

Fantastic charter company

This was our first bareboat charter with Sail Caribe. We had an excellent experience. The boat (Pura Vide, a Jeanneau 44) was well maintained. The marina is fantastic.

We received excellent customer service from the captain on call — Jose.

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Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, puerto rico boat rentals & yacht charters.

In addition to the best offers we have for boat and yacht charters in Puerto Rico, see also options available for rent in these nearby locations:

• 137 boat rentals in Flamenco, Culebra, Puerto Rico, Puerto Rico
• 137 boat rentals in Culebra, Puerto Rico
• 68 boat rentals in Puerto Ferro, Puerto Rico
• 41 boat rentals in Puerto Rico
• 41 boat rentals in Luquillo, Puerto Rico
• 41 boat rentals in Fajardo, Puerto Rico
• 41 boat rentals in Cataño, Puerto Rico
• 41 boat rentals in Las Croabas, Fajardo, Puerto Rico
• 41 boat rentals in Viejo San Juan, San Juan Antiguo, San Juan, Puerto Rico
• 41 boat rentals in Vieques, Puerto Rico

Rent a Boat Charter in Puerto Rico with Sailo!

Looking to hire a boat rental in Puerto Rico? Try sailing Puerto Rico by a yacht charter with Sailo! Regardless if you’re an experienced sailor or just looking to enjoy a crewed boat rental, you’ll see a whole other side of Puerto Rico from a boat. Whatever your vacation style, you’ll find the perfect boat to rent for your needs. From action packed day trips to week-long sailing vacations, hit the water in style and enjoy an experience to remember.

What is the best season to go to Puerto Rico?

Puerto Rico is a very popular destination for those who want to rent a boat! (top 3 boat rental destinations in 2021)

The peak tourist season normally starts from late November and lasts till April. That’s when tourists from colder places like to come and enjoy all the seasonal activities.

However, the best season to sail in Puerto Rico is from mid-April to the beginning of June – you will find the pleasant weather and much less crowd than during tourist peak season once you put your foot on the ground.

Do I need a passport to travel to Puerto Rico?

Puerto Rico is part of U.S. territory and all the general rules for travelling to the USA from your homeland might be applicable for traveling to Puerto Rico.

If you are an American Citizen it might be acceptable to travel to Puerto Rico with a standard ID card. Though it depends on your travel route, the destination you start from or the international airports where you have a layover, you will probably be asked for the passport and the visa for the countries you have in your itinerary, if any. Please, check your route and contact the respective consulates before you travel to make sure you present all the required documents for your travel to Puerto Rico.

If you are non-US citizen, please contact the U.S. Embassy for the visa and document requirements before you travel to Puerto Rico. Also please check your travelling itinerary if you have any other countries, make sure you check their requirements for travel documents.   

Do I need insurance to travel to Puerto Rico?

It is always a good idea to have insurance for your travel in order to secure any emergency or unplanned medical expenses.

What essentials to pack for a boat trip in Puerto Rico?

It is always a good idea to travel light when renting a boat in Puerto Rico. Here are some practical light weight items which you might consider for your boating trip:

• Cotton towels are very absorbent, eco-friendly, super soft and comfortable, and can be used as a beach blanket, a towel and even a throw in the evening or in the airplane.
• Sunblock and lip balm . Sunscreens can be surprisingly expensive in Puerto Rico. You might think of taking your favourite sunscreen SPF50+ with you and opt for a reef-safe one as it will protect you and the ocean. Apply it according to the instructions on your sunscreen bottle, usually every 2 hours. Remember, a lip balm will protect your lip skin from the sun and wind. Always keep it in your pocket.
• Aloe-vera cooling gel . There is always a chance that sunburn might happen while sailing. So apply aloe-vera gel and your skin temperature will drop a few degrees.

You can find more suggestions on  what to bring on a boat and other recommendations in our Discover boating guide for beginners 

What to do in Puerto Rico if I rent a boat?

Relax and sail around the island and explore all the beauty of Puerto Rico.

It takes a short boat ride to explore Vieques island which, according to the Guinness World Records, has the brightest bioluminescent bay in the world - Mosquito Bay. It is definitely worth staying overnight on your boat or yacht near the bay to enjoy the spectacular natural glow. Low light pollution and a new or crescent moon will make the night show much brighter.

The adventure of sailing a yacht in Puerto Rico could bring you to the Island of Culebra - another amazing destination with its white sand beaches surrounded by waveless turquoise waters. To name a few Culebra beaches, Flamenco Beach is often ranked among the best in the world and Tortuga is a perfect place for snorkelling with green turtles.

Remember: Use your sunscreen every 2 hours to protect your skin. Wear a hat and sunglasses. Cover your shoulders with a cotton shirt. 

Hydrate – keep sipping water from your water bottle on the go. Remember, if you are thirsty, it is a strong signal that your body really needs hydration. 

Our premium selection of private boat rentals in Puerto Rico

On Sailo you’ll find several Puerto Rico boat charters waiting to take you away from it all. We currently offer sailboat rentals in Puerto Rico for amazing trips guided by gentle winds. Private catamarans in Puerto Rico are also ready to welcome you and your chosen crew. If motor boats are your thing, then you’re in the right place to browse the 4 motor yacht charters and choose the one for you. We also offer a selection of larger boats, perfect for parties or events, when you need space for 12+ people. Search our Puerto Rico party boats to find the perfect venue for your next event in this amazing boating destination.

How to rent a boat on Sailo in Puerto Rico?

Sailo offers beautiful boat and yacht rentals at various price points in Puerto Rico. Use our advanced filters to narrow your search by group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat you want (sailboat, motorboat, catamaran) and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat that you would like to rent in Puerto Rico? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much is it to rent a yacht in Puerto Rico?

You can charter a boat for a day in Puerto Rico for an average of $1100 per day. The average price for a weekly boat rental is $10687. Your total budget for a boating trip in Puerto Rico depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Puerto Rico.

Can I rent a yacht in Puerto Rico with a captain?

When you rent a boat in Puerto Rico with captain on Sailo, you set yourself and your guests for a relaxed, worry-free trip, with a professional skipper making sure that you all have an amazing experience on the water. Currently we offer 20  boat and yacht rentals with captain in Puerto Rico.

Be a responsible boater

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. Try to follow these sustainable boating tips when you charter a yacht:

• Take your rubbish home
• Use eco-friendly sunblock
• Avoid single use plastic

Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle. Read more about responsible boating.

Sailing Puerto Rico: TOP boating locations

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boat services Puerto Rico

DISCOVER PUERTO RICO YACHTING EXPERIENCE

WE ARE A COMPLETE

YACHT AGENCY

Eliminate the Headaches Associated with Boat Ownership

Many avoid purchasing a yacht because they don't want to deal with the upkeep and care required. They don't trust dealers and are worried about expensive repairs and hidden costs. Just the idea of becoming another frustrated boat owner is enough to give up on their dream.

Buying a boat is the easy part, but keeping it seaworthy can quickly become a losing battle. Failling to properly - and constantly - care for a vessel means putting your safety and its value at risk. As the yacht ages, costly repairs and dangerous deterioration can make for ugly surprises.

Why miss out the best private vacations possible and the chance to make great memories with your family and friends? You deserve to experience the unique freedom of boating. With the Puerto Rican Sea Group , boat ownership is easy and stress-free through every stage of the process.

We provide a comprehensive range of boat services for owners, experienced and non. The Puerto Rican Sea Group is essentially a one-stop agency guiding owners throught the yacht's lifecycle. Our team ensures that your investment is well maintained, retains it's value and is ready to use whenever you are ready to go.

Reliable Purchasing Guidance

Assistance you can trust for finding the right boat for sale in Puerto Rico

MAINTENANCE & MANAGEMENT

Comprehensive Boat Care

Ongoing Yacht Maintenance, Management and Concierge allow you to enjoy boat ownership

We make Boat Ownership Enjoyable

Having a boat is supposed to be fun! Be confident that all the work is taken care of, so you can relax out on the water

1.-Give us a Call

Request a complimentary consultation to talk about your boating needs.

2.-Select Your Package

Pick from our "Weekender", "Happy Owner" and "Worry Free" boat maintenance packages.

3.-Enjoy Your Boat!

Step onboard and enjoy your time with friends and family, it's that simple.

We Don't Just Care About Yachts; We Care About Owners

With years in the yachting industry and knowledge of the area, the Puerto Rican Sea Group is your local partner for stress-free boat ownership. From regular detailing to technical inspections and refits, we provide the support that you and your yacht demand.

“The Puerto Rican Sea Group has taken care of my vessel since I moved to Puerto Rico. Ivan and Isabella have been wonderful. They have overseen everything from weekly maintenance, to more complex annual service. PRSG has taken care of every detail for me, even offering captain services, exterior/interior cleaning, and linen service after an extended trip. In the event I was unable to meet them in person, they always provided pictures and videos of the quality work being performed on my boat. A huge advantage with PRSG is that they are fluent in both Spanish and English and 100% trustworthy- this is invaluable. I recommend this company without hesitation.  They have made ownership fun!”

Josh and Frances Gamblin M/Y Thanksful - Tiara 43 Sovran

OVER 30 YEARS IN THE YACHTING INDUSTRY

PRSG has established relationships with top yacht manufacturers worldwide – not just in US. Our veteran lineup of brokers, dealers and former yachting executives bring more knowledge of the global yacht market to the table than any other brokerage firm in the Caribbean. Let us show you the benefits of trusting your next transaction to an experienced team.

PURCHASING A YACHTS

When you partner with PRSG to purchase a yacht, you can expect two key thing. First, total buyer confide. Our team performs comprehesive due diligence on every prospective vessel. And secondly, we negotiate your acquisition for the best possible price and terms.

SELLING A YACHTS

When it comes to selecting a broker to help sell your yacht, PRSG offers several critical advantages. We have decades of experience. Connecting buyers and seller with over successful transactions to our credit and we know to get top dollar for your vessel.

Are You Considering Buying a New Yacht?

Your dream is achievable. Check out the affordable luxury of these beautiful new Astondoa yachts

avaiable for sale. They range in size from 38 to 110 ft.

52 Flybridge

66 Flybridge

Yacht Controller provides you with total freedom of movement around your vessel!

Free yourself from the helm to any position on your vessel. 

Use  Yacht Controller  to position your yacht precisely where you want from any vantage point on the vessel. You are able to move freely around the boat while maintaining total control of the engines and thrusters.

Yacht Controller significantly reduces the stress and uncertainty involved in tight-quartered vessel maneuvering.

Yacht Controller is designed for all boats & yachts

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The Puerto Rican Sea Group

Trust the Marine Expertise of Ivan Miranda

As the founder and CEO of the Puerto Rican Sea Group, Ivan Miranda approaches yacht services from the perspective of the owner. The group's offerings are built around the owner and crew's needs and time restraints. They operate as your strategic partner from purchase, to continual maintenance all the way to getting a good resale value when you're ready to upgrade to a bigger yacht.

Ivan started out as deckhand cleaning boats in 1990. He worked his way up and built an impressive career as a Licensed Captain -  U.S. Coast Guard Master -  and, later, a quality control manager for Bertram Yachts. He is currently certified as an ABBRA Project Manager, USSA Marine Surveyor, and licensed yacht broker.

Boat Maintenance Checklist

Regular maintenance of your yacht guarantees more years of use, with fewer problems. Your yacht wil be safer and will retaint it's value longer. The maintenance program outlined below is provided as a guidance only, as all boats are different and coditions vary. Follow this checklist for trouble-free ownership. Happy and safe boating!.

Sailing to Puerto Rico: A Memorable Adventure Awaits

Sailing to Puerto Rico offers a unique opportunity to explore the enchanting island’s natural beauty and culture. With its warm Caribbean climate, captivating history, and stunning landscapes, this island paradise is an ideal destination for a memorable sailing adventure. Whether sailing from Florida, Miami, or even St. Thomas, charting a course to Puerto Rico promises a mix of picturesque islands, crystal-clear waters, and extraordinary experiences.

Key Takeaways

• Sailing to Puerto Rico provides an opportunity to explore the beautiful island and the Spanish Virgin Islands from a different point of view.
• Careful planning and timing your trip outside hurricane season will ensure a safe and enjoyable sailing experience.
• Immerse yourself in the vibrant food, music, and culture of Puerto Rico while discovering nearby islands like Culebra and Vieques.

West Coast and Southwest Corner

Weather and sailing conditions, music and entertainment, sailing to puerto rico.

Once you embark on sailing to Puerto Rico, be prepared to immerse yourself in the island’s rich food, music, and culture. You’ll have the opportunity to explore various nearby islands, such as Culebra and Vieques, with their beautiful beaches and unique attractions. 

San Juan Bay

Sailing to Puerto Rico is a fantastic adventure, and starting your journey in the captivating San Juan Bay is an excellent way to begin. With its stunning coastline and historic Old San Juan , it is a vibrant, culturally rich destination you’ll remember for years to come. You will enjoy seeing the ancient city from the sea.

East Coast to Vieques and Culebra

As you sail along the East Coast, you’ll come across the Spanish Virgin Islands, which include the enchanting islands of Vieques and Culebra, which can be visited by bike , by renting a golf cart or a Jeep . Just a short sail from the Fajardo marina, these islands are becoming increasingly popular as travelers discover their pristine beaches with sea glass , crystal-clear waters, and unspoiled coral reefs perfect for snorkeling. Your sailing adventure may include stops at enchanting spots like Culebrita and Ensenada Honda or a visit to Mosquito Bay, known for its magnificent bioluminescence.

Sailing to Puerto Rico’s West Coast presents a different side of the island. You will be able to explore areas like Cabo Rojo, with its lively fishing community and exceptional seafood options. Discover beautiful beaches like Bahia Salinas Beach , but also offshore islands such as Desecheo and Caja de Muertos , offering excellent opportunities for hiking and exploring the picturesque lighthouses. Anglers will be delighted by the diverse fishing options available in this region: whether you are a fly fishing enthusiast or you prefer blue water angling , the West Coast of Puerto Rico should be on your radar.

Planning Your Trip

Choosing a charter company.

When planning your sailing trip to Puerto Rico, choosing a reliable charter company that offers a range of sailing vessels is essential. Selecting a company with a good reputation ensures a smooth journey and provides you with peace of mind. Research various companies online and read reviews from previous customers to find the best fit for your needs.

Legal Requirements and Documentation

No passport is required for U.S. citizens when traveling to Puerto Rico since it is a U.S. territory. However, having a valid I.D. and your vessel’s registration documents is essential. If you’re not a U.S. citizen, ensure you have your valid passport and any necessary visas before embarking on your sailing trip. Ensure you also carry essential gear, such as navigation equipment, life vests, and emergency supplies.

The best time of year to sail to Puerto Rico is between November and January, as you will experience better sailing conditions and avoid the hurricane season , which typically starts in August and ends in October.

How far is Puerto Rico?

These are the distances between Puerto Rico and the main destinations in the Caribbean:

What to do in Puerto Rico

Puerto Rico and its surrounding islands offer a variety of activities and attractions to make your sailing experience unforgettable. Some popular beach destinations include Flamenco Beach in Culebra and the pristine beaches of Vieques. For those interested in snorkeling, make sure to visit Cayo Luis Peña, a small island off the west coast of Culebra, or Tortuga Beach on Culebrita, a smaller cay off the east side of Culebra, where you can rent snorkel equipment , kayak or paddle among sea turtles.

The Caribbean is known for its vibrant culture; Puerto Rico is no exception. Immerse yourself in the local customs and traditions during your visit, making sure to appreciate the unique blend of Spanish and indigenous influences.

Food, Music, and Culture

Local cuisine.

While sailing to Puerto Rico, you can look forward to indulging in mouth-watering local cuisine. Puerto Rico’s national dish, Arroz con Gandules, is a delightful medley of rice, pigeon peas, and sofrito sauce, deeply influenced by the island’s Spanish and Caribbean heritage.

Apart from this, you can enjoy delicious traditional Puerto Rican dishes in places like Old San Juan, where a food tour can offer you the ultimate gastronomic experience. Sip on local drinks and savor the unique flavors of Puerto Rican hospitality and culture.

As you sail around Puerto Rico, you will be captivated by the island’s vibrant music and rich culture. You might even take a break from sailing and participate in bomba dance lessons or join lively festivals that fill the streets.

The island’s culture blends indigenous, Spanish, and African traditions, creating a fascinating tapestry to explore. Old San Juan is a fantastic place to immerse yourself in this vibrant atmosphere.

Frequently Asked Questions

Best time for sailing to puerto rico.

The best time of year to sail to Puerto Rico is during the winter months (December to April) when the weather is most stable and trade winds are favorable. However, be aware that hurricane season starts in June and lasts through November, so it’s best to avoid sailing during that period.

How long to sail from Florida?

Sailing from Florida to Puerto Rico takes approximately 5-7 days, depending on the specific departure point and weather conditions. For example, sailing from Miami to Puerto Rico may take around 6 days, while sailing from Key West could take closer to 7 days.

Options from Florida?

There are several options for sailing from Florida to Puerto Rico. You may choose to sail your own boat or join a sailing charter. Some cruise lines, such as Carnival and Holland America, also offer sailings to San Juan, Puerto Rico with stops along the way.

Boat choices to Puerto Rico?

There is a variety of boat choices for sailing to Puerto Rico, including monohulls and catamarans. Overnight sailing charters are available, and some sailors opt to sail from locations like Charleston, SC or Seattle on their own boat to Puerto Rico.

Must-see stops on the way?

Some must-see stops on the way to Puerto Rico include the Bahamas, Dominican Republic, and Jamaica, as well as other Caribbean islands like St. Thomas, Dominica, and the British Virgin Islands. Sailing routes may include passages to the Grenadines and Grenada, or even as far as Culebra and the Azores.

Safety tips for the journey?

To ensure a safe journey when sailing to Puerto Rico, consider these safety tips:

• Make sure your boat is properly maintained and equipped with safety gear, including life jackets, smoke and fire detectors, flares, and a VHF radio.
• Monitor weather conditions, tides, and currents before embarking on your sailing trip. Adjust your route and schedule depending on weather patterns and sailing conditions.
• Pay close attention to navigation and avoid shallow waters, reefs, and other potential hazards.
• Have a plan in case of an emergency, including details of where to seek help and contact information for local authorities.

Remember, U.S. citizens do not need a passport to sail to Puerto Rico, as it is a U.S. territory.

Related posts:

• The Ultimate Guide to Surfing Gas Chambers in Puerto Rico
• Condado Beach Guide: Uncover the Best of San Juan’s Coast
• Hidden Beaches in Puerto Rico: Uncovering Secluded Gems
• Gay Clubs in Puerto Rico: Your Ultimate Nightlife Guide

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Sailing to Puerto Rico: Let’s get on board and head to Puerto Rico!

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Home » Sailing to Puerto Rico: Let's get on board and head to Puerto Rico!

Find out everything about sailing to Puerto Rico: itineraries, ports, yacht rental options, & other useful sailing information. Get our help! Puerto Rico is one of the northernmost islands in the Caribbean region. The name speaks for itself – Puerto Rico means “rich port” in Spanish. Also, the country has a rich flora and fauna, not to mention their culture and gastronomy. We can choose from several routes to take in the region. Besides a large number of berths and ports, we can explore many brilliant islands here, but there are also notorious sea passages here that are challenging to navigate.

This article summarizes the following:

Let’s get to know Puerto Rico

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The island country is surrounded by the Caribbean Sea and the Atlantic Ocean; the deepest trench of the Atlantic Ocean called Puerto Rico Trench is located on the boundary of the two. It belongs to an archipelago consisting of Vieques, Culebra, Cayo Luis Pena, Palomino and 28 other small uninhabited islands. The tropical heat, the marvellous sea and the beautiful islands and ports all make this area one of the most beloved sailing destinations in the world.

There are several ports of entry on the island, but we must be aware of the country’s unique status. Puerto Rico is an unincorporated territory of the United States, but visitors arriving from the US still need to have the required permissions. If we arrive from outside the territorial waters of the islands, we are required to contact the local customs authorities no later than 24 hours before our entry. Non-American citizens must have a valid visa like in the case of entering the United States. When we arrive, we can arrange our clearance in most larger port towns (e.g. San Juan, Ponce, Palmas del Mar, Mayagüez).

Being a tropical area, the average temperature in Puerto Rico is 28° Celsius. The weather does not change drastically; the warmest month is June, but the average temperature is around 24° Celsius even in the coldest month, January. When planning our journey, we should definitely calculate with the hurricane season, which is typical in the area. This period is between June and November. If we are planning to go sailing during this time, we need to be extremely careful and cautious; the trip is definitely not recommended for beginners. The trade winds are present in the area – this means that the air moves continuously in one direction for a specific amount of time.

In case of a trip from the north to the southwest, it is recommended to leave from one of the Bahama Islands, navigating along with the Turks and Caicos Islands. This way, we can get to the northern corner of Puerto Rico through Mona Passage. As the northern part is bordered by the Atlantic Ocean, navigating might be complicated if we get into the trade winds’ passages. It’s a convention among sailors to stop at Samana, located in the northern part of the Dominican Republic, and then continue their trip towards Puerto Rico. This can be a one-day rest, or we can wait a few days more until the weather conditions are more ideal.

Another option is to take a one-day break on Saona Island in the southeastern part of the Dominican Republic. We can wait for the suitable winds and for the sea to work for us here, making the conditions ideal to continue towards the east. Isla Mona can be found in the app. 70 kilometres from here; we can find protected anchorages inside the coral reef. Puerto Rico’s western shores can be found another 70 kilometres from here.

Mona Passage

Mona Passage is a sea passage connecting the waters of the Atlantic Ocean and the Caribbean Sea. Its depth varies between 4-500 metres. It has a northwestern-southeast direction and is one of the most important passages between the Atlantic Ocean and the Panama Canal. It is also among the most challenging passages in the Caribbean region as it is full of tidal waves, created by the surrounding islands and elongated sandy shores. The passage lies between the Dominican Cabo Engaño and the Puerto Rican Cabo Rojo. There are three islands in the passage: Isla Mona, Isla Monito, and Isla Desecheo.

Ports on the northern coast of Puerto Rico

San Juan, the capital, is a place that we must absolutely visit when we are in Puerto Rico. The city has a vibrant, charming atmosphere. The port is full of shops and sights to see, and one of the most beautiful parts in town, Old San Juan, can be found nearby. It is very easy to get to the port: there is an easterly natural passage which is also marked. We can find the San Juan Yacht Club and San Juan Bay Marina in an area of 2.5 kilometres inside the dock; the former on the left, the latter on the right side. The area designated for docking is on the west; the depth of water there is app. 9 metres. The port is very well-equipped: they offer temporary docking, fuel, and boat maintenance.

Club Nautico San Juan can be found right next to San Juan Bay Marina. The place is world-famous for the events they organize and for the hospitality of the locals. Visitors who dock at other places are also allowed to use their establishments. In the case of all the places listed above, we can get everything we may need for our boat, from parts to accessories. The fort of Castillo San Felipe del Morro is also towering here. It was built to provide protection for the bay from the invaders arriving on the sea; it has a rich history. If you are enthusiastic about history, you will find this building very exciting. The fort, which is several hundreds of years old, commemorates several sea battles of the past; it also functioned as an American military base in the 20th century.

Arecibo is located app. 40 kilometres from the western corner of Puerto Rico. If we happen to face the roaring trade winds, we can find shelter here, even though the area doesn’t provide full protection on the windswept sea. If the draught of our boat doesn’t exceed 2 metres, we can anchor at Arecibo Yacht Club. The town itself is beautiful – rich in architectural and cultural treasure. Many consider it the northern equivalent of Ponce in the south.

On this route, we can get to Puerto Rico from the north and the west. We can leave from Turk and Caicos Islands or extend our trip by leaving from the Bahamas, Nassau, or Exuma. We can get to any of the islands on a plane. This is a very challenging trip, being on the bucket list of many sailors. We almost always have to do greater distances during the trip; the southernmost Caicos Island is almost 150 kilometres away from the Dominican Lupero. This passage is difficult since besides the trade winds, we also have to face the equatorial currents and the enormous sea. The section between Lupero and Santana is not easy either.

Day 1. Providenciales (Turks- és Caicos islands) Turtle Cove Marina – Mangrove Cay 10, 80 km (6, 71 mi) Day 2. Mangrove Cay – Cockburn Harbor 70, 10 km (43, 56 mi) Day 3. Cockburn Harbor – Big Sand Cay 45, 00 km (27, 96 mi) Day 4. Big Sand Cay – Luperón Harbor (Dominican Republic) 148, 30 km (92, 15 mi) Day 5. Luperón – Puerto Plata 30, 20 km (18, 77 mi) Day 6. Puerto Plata – Sosúa 20, 15 km (12, 52 mi) Day 7. Sosúa – Playa el Valle 142, 95 km (88, 82 mi) Day 8. Playa el Valle – Puerto Bahia Samaná 62, 70 km (38, 96 mi) Day 9. Samaná – Miches 35, 05 km (21, 78 mi) Day 10. Miches – Cap Cana (Punta Cana) 102, 30 km (63, 57 mi) Day 11. Cap Cana – Isla Mona (Puerto Rico) 65, 00 km (40, 39 mi) Day 12. Isla Mona – Mayagüez 71, 70 km (44, 55 mi) Day 13. Mayagüez – Boquerón 26, 90 km (16, 72 mi) Day 14. Boquerón – Isla Giligan – Guanica 48, 40 km (30, 07 mi)

When sailing from the east, it is best to navigate from the direction of the British Virgin Islands. We will find the American and the Spanish Virgin Islands (Saint Crox, Saint John, Saint Thomas, Vieques, Culebra) on this route. Its main advantage is that there are several docking places and rest areas on these islands. This is also a popular route, as there are many tiny and beautiful islands located after one another in a relatively small area, offering marvellous landscape, nice beaches and of course great docking places.

Ports and islands on the east coast

Cayo obispo (isleta marina).

Cayo Obsipo lies near Fajardo; it is easily accessible from all directions. Thanks to the apartments, it is easy to spot the island even from a greater distance. We can anchor in the local port as well as a bit further to the east. They have a full service including Wi-Fi and boat towing services. It is very popular among sailors. There is a beautiful passage behind Cayo Ahogado, leading from the western side of Isleta Marina almost all the way to Isla Pineros. Although it is not marked, it is still a pleasant route definitely worth trying.

Culebra is a member of the Spanish Virgin Islands. It is located 27 kilometres from the east coast of Puerto Rico. The island is really peaceful, with no restaurant chains, big crowds or giant hotels – only smaller, quiet restaurants and beautiful beaches. There are several great berths in the southwestern corner of the island and also in Ensanada Malena. The latter is close to Punta del Soldado, which is a great scuba-diving spot. Ensenada Honda is among the most popular ports on the island. It is protected from all directions, and the stiff sand on the sea bottom is ideal for anchoring. Most boats usually dock in the northwestern part, but it is recommended to keep searching for the ideal anchorage.

Another beautiful island east of Puerto Rico is Vieques. There are many amazing ports here. Sun Bay, for instance, is a wonderful bay offering free berths. Puerto Mosquito is also unique since it is a bioluminescent bay. The depth of water is only 2 metres – or even less during low tide – in the narrowest part of the port’s entrance. However, the anchorage is perfect even in case the presence of strong winds. It is forbidden to use the engine of the boat here – we should use the designated attachment points. The other bioluminescent bay nearby is Puerto Ferro. The entrance of the bay is indicated by limestone formations and a few caves – a large amount of limestone is a wonderful sight. We can find the docking area east of the centre.

Day 1. Nanny Cay, Tortola – Frenchman’s Cay, Soper’s Hole 8, 60 km (5, 35 mi) Day 2. Frenchman’s Cay – Hans Lollik Island 21, 00 km (13, 05 mi) Day 3. Hans Lollik Island – Santa Maria Bay, Saint Thomas 10, 10 km (6, 27 mi) Day 4. Santa Maria Bay – Culebrita – Dewey, Culebra 32, 10 km (19, 95 mi) Day 5. Culebra – Sun Bay Marina, Fajardo, Puerto Rico 46, 40 km (28, 83 mi) Day 6. Fajardo – Cayo Icacos 6, 70 km (4, 16 mi) Day 7. Cayo Icacos – Loíza – San Juan 56, 30 km (34, 98 mi)

Venezuela is a southern “neighbour” of Puerto Rico. We will not find any land for hundreds of kilometres after Curacao and Aruba, in the northern part of Venezuela. So if we want to travel to Puerto Rico from the south, we should go along the Lesser Antilles. Grenada is fairly close to the northeastern corner of Venezuela and is followed by other islands, so it is a great starting point. However, since we have to do longer distances, we should leave from a closer island; for example, Antigua. The combination of the winds typically has an eastern or southeastern direction, so it is recommended to go straight towards the north, and then turn west at the Leeward Islands.

If we navigate on this route, we will not face any serious obstacles except one unmarked island. Isla Aves lies 180 kilometres from the southwestern corner of Guadeloupe. We must be careful here: since this is a small area, it is easy not to spot it, and the place might not show up on our navigation either.

Ports and islands on the southern coast of Puerto Rico

Bahia de jobos.

We will find this port southeast of the entrance between Cayos de Barca and Cayos Caribes. The area consists mostly of mangrove swamps and ports. The part west of Cayo Puerta is very well-protected – it is often used as a shelter from hurricanes. There are several great anchorages in Bahida de Jobos. It is a perfect place for those who are only looking for a protected, quiet port instead of preferring to go to the beach.

Jauca is a small town south of Puerto Rico. There are great anchorages, but they are not always fully protected from the western and southeastern winds. We can find the town’s port on the southern side of Bahida de Rincon.

The southern town is really unique, so we must definitely visit it. It has a giant port, and is protected well; there are also great anchorages after Ponce Yacht and Fishing Club. Here are some free berths at the club from time to time, and there is also a marina for small boats that can be used for a daily fee. There are shower cabins and restaurants here, and we can also get fuel. People are very nice and hospitable. The place has a disadvantage, though, if we want to explore the downtown: it is quite far from the dock.

Isla Caja de Muertos

Day 1. Antigua, English Harbor – Nonsuch Bay 18, 30 km (11, 37 mi) Day 2. Nonsuch Bay – Barbuda, Low Bay 69, 00 km (42, 88 mi) Day 3. Low Bay – Saint Barthélemy, Gustavia 102, 05 km (63, 41 mi) Day 4. Gustavia – Saint Martin, Philipsburg 26, 15 km (16, 25 mi) Day 5. Philipsburg – Marigot 26, 10 km (16, 22 mi) Day 6. Marigot – Peter Island, Sprat Bay 158, 60 km (98, 55 mi) Day 7. Sprat Bay – Norman Island, Bight Bay 8, 70 km (5, 40 mi) Day 8. Bight Bay – Saint John, Coral Bay 10, 95 km (6, 81 mi) Day 9. Coral Bay – Cruz Bay 20, 15 km (12, 52 mi) Day 10. Cruz Bay – Saint Thomas, Long Bay 17, 55 km (10, 91 mi) Day 11. Long Bay – Saba Island 10, 35 km (6, 43 mi) Day 12. Saba Island – Culebra, Ensanada Honda 30, 65 km (19, 05 mi) Day 13. Ensenada Honda – Isla Palominos 34, 70 km (21, 56 mi) Day 14. Isla Palominos – Puerto Rico, Fajardo Puerto, del Ray Marina 10, 00 km (6, 22 mi)

The only challenge we will face if we arrive from the western part of the Caribbean region is the trade winds. They should not be a serious problem though, due to the presence of catabatic winds coming from the mountains of the Dominican Republic and Puerto Rico. (These are freezing onshore breezes that blow down the slopes at night). They are able to alleviate the impact of the strong trade winds within a radius of 5-8 kilometres of the island. If we are lucky, we can navigate towards east more easily on the port tack, with the help of these winds. However, if the conditions are less ideal, we must use the engine of the boat due to the flat sea.

Ports and islands on the west coast of Puerto Rico

Mayagüez is located on the west side of the island. It is the third-largest town in Puerto Rico. It is surrounded by a large bay, and unlike many western basins, its port is well-protected. This is also the point of entry where we can arrange our clearance at the local customs office.

This tiny island is located in the northeastern part of Mona Passage. It is about halfway between Puerto Rico and the Dominican Republic. The entire island is an uninhabited natural preserve. There are nearly 200 caves here preserving the traces of ancient aboriginals and Spanish conquerors. There is also a lighthouse on the island which is more than a hundred years old; it looks just like the Eiffel Tower. The docking area is fairly small, but we can still find anchorage quite easily as the dock is long enough. The lagoon is narrow and is barely 2 metres deep. Isla Mona is a popular spot among divers as well, thanks to the colourful and exotic sea life of South Gardens.

Day 1. Punta Cana, Marina Cap Cana – Isla Mona 63, 75 km (39, 61 mi) Day 2. Isla Mona – Bahía Salinas, Cabo Rojo 75, 05 km (46, 63 mi) Day 3. Bahía Salinas – Isla Caya de Muertos – Ponce 75, 15 km (46, 70 mi) Day 4. Ponce – Isla de Gilligan 26, 95 km (16, 74 mi) Day 5. Isla de Gilligan – Boquerón 51, 65 km (32, 10 mi) Day 6. Boquerón – Isla Mona 71, 60 km (44, 49 mi) Day 7. Isla Mona – Punta Cana 63, 75 km (39, 61 mi)

More information about Puerto Rico sailing

• GUAYANILLA: Depth: 9.14 m, Working time: 9-19, GPS Coordinates :17°59′52.00″N 66°45′55.00″W
• MAYAGUEZ: Depth: 11-12 m, Working time: 08-20, GPS Coordinates : 18°12′50.00″N 67°9′39.00″W
• PONCE: Depth: 7.1m – 9.1 m, Working time: 6-22, GPS Coordinates : 18°0′0.00″N 66°36′58.00″W
• SAN JUAN: Depth: 9.4 -10 m, Working time: 6-24, GPS Coordinates : 18°27′27.97″N 66°5′57.28″W
• YABUCOA: Depth: 14-15 m, Working time: 9-19, GPS Coordinates : 18°2′51.44″N 65°49′24.18″W

In conclusion, if you sail to Puerto Rico, you can live your passion for sailing in a unique and exciting way. The countless islands, reefs and deepwater passages all make this island country and its neighbouring area a real paradise for sailors. Everyone can definitely find a way to make their holiday an unforgettable one here, regardless of how experienced they are. Find more Puerto Rico sailing routes or choose from other Caribbean sailing destinations .

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