sailboat charters puerto rico

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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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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.

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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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English / Español (678) 640-4530

We provide Puerto Rico yacht charters as well as Puerto Rico fishing charters. We can arrange fishing trips out of San Juan harbor, day or night cruises of San Juan harbor or luxury yacht charters to the Puerto Rico islands of Culebra, Vieques, Palomino and Icacos.

Private Yacht Charters in Puerto Rico

Live an unmatched vacation experience in some of the most beautiful waters in the world. charters puerto rico is the private charter to go to for the perfect balance of relaxation, safety and unforgettably-luxurious onboard trip. travel to the best destinations in the area and discover a unique tropical paradise., choose a yacht, our most popular vessels, this spacious, comfortable, deluxe yacht will elevate your vacation experience to a whole new level. modern and intimate, you will have an unforgettable vacation tailored to your needs. our puerto rico yacht rental is a unique and stress-free experience that will provide you with safety, relaxation, and comfort out on the water, select a destination.

Discover Puerto Rico & the Virgin Islands

Puerto rico is a location you can’t miss. filled with pristine beaches and breathtaking scenery, it’s no wonder people know it as the island of enchantment. puerto rico is an ideal destination whether you plan on staying there or also visiting the british virgin islands. with a pleasant tropical climate, you’ll be able to enjoy nice weather while you explore new places., · san juan bay, · virgin islands: culebra & vieques, · palomino island, · cayo icacos, · and much more.

The British Virgin Islands seem to just have pleasant weather all year. It’s one of the best sailing destinations in the Caribbean Sea. Filled with culture, history, and beautiful views, this destination is unforgettable. With secluded coves, bays, and beaches, you’ll understand why this place is paradise. Known for its pristine sandy beaches and crystal clear water, this is the perfect place for your next vacation.

· virgin gorda, ·  jost van dyke, · white bay, have a memorable vacation, we offer an array of activities meant to fit all personalities..

•         Golfing
•         Snorkeling
•         Water Sports
•        Exploring
•         Dominican Republic transfers
•         Horseback Trails
•        And more!

We Create Exceptional Onboard Experiences for You

With charters puerto rico you will enjoy a completely relaxed and safe trip from the moment you step on one of our vessels. our crew is licensed and trained to offer you an unforgettable getaway through high-class service and dedication. experience the caribbean like never before. book a yacht charter today., contact info.

• Puerto del Rey Marina, km. 51.4, Fajardo, 00738, Puerto Rico
• (678) 640-4530
• [email protected]

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Are you ready to choose your destination!

San juan destinations:, puerto rico islands (culebra, vieques, etc), or u.s. virgin islands:.

Make Your Vacations Special and Memorable With Yachts Puerto Rico Charters

Yachts Puerto Rico Charters

Explore Our Fleet

Our luxurious charters provide you with a 5-star experience, with delectable foods, plenty of water toy- add ons and a wide-ranging drink menu to keep your group satisfied.

Explore Puerto Rico Locations

Our captains specialize in staying up to date with all the best chartering locations that will give you a glimpse of this paradise. Explore the beauty of Puerto Rico with us!

Charter Occasions We Host

Whether you planning a relaxing charter or romantic outing, we specialize in making your special occasion that much more memorable.

Enjoy a Luxurious Yacht Vacation in Puerto Rico

When you imagine a beach vacation, you think of crystal clear waters, bright blue skies and picturesque white sands. Right? Do you know Puerto Rico is an ideal beach location for millions of travelers? With tropical rainforests, magnificent bays, nature reserves and pristine beaches, Puerto Rico is one of the most stunning destination in the Caribbean Island. Do not miss your chance to explore the beauty that Puerto Rico offers.

At Yachts Puerto Rico Charters, we are here to help you have an amazing vacation, full of beach strolls, fishing, snorkeling, diving, sailing or whatever your heart desires. We are a premier luxury charter company. We provide luxury yachts for varied destinations in Puerto Rico. From San Juan yacht charter/yacht rental/boat charter/boat rental , Culebra yacht charter/boat charter/yacht rental/boat rental to the British Virgin Islands yacht charters , we fine tune your charter to match all of your wants and needs.

Our Yacht Charter/Yacht Rental/Boat Charter/Boat Rental Services in Puerto Rico

Our services let you experience everything Puerto Rico has to offer. We have an extensive range of vessel options varying in different sizes, comforts and amenities to offer you a charter catered to your specification. We have highly experienced and talented crew members to help you enjoy Puerto Rico in your own way.

Our services will give you an opportunity to enjoy an array of Puerto Rican delights. For the beach lovers, we can explore all the top beaches and islands around Puerto Rico during your yacht charter vacation. Whether you require a luxury yacht, classic or mega yacht, catamaran or sailing boat, we have numerous options to cater to you.

Events We Host

Our yachts are readily available for your events and special occasions. You can contact us to charter for weddings, honeymoons, corporate events yacht , wedding proposals, reunions, birthday parties yachts , anniversaries, bachelor or bachelorette parties, etc. We have an attentive crew, 5-star catering, outstanding event facilities, amazing music, delicious cuisine, a wide-rangeof drink options, luxurious rooms and a lot more to make your event memorable. Contact us and book your yacht today!

Here at Yachts Puerto Rico Charters we pride ourselves as an international company and specialize in providing consistent luxury charters, worldwide. Since our establishment, we have represented ourselvesto appeal to a clientele who are looking for a stress free, luxury vessel booking service. Our stunning yachts give you the privacy of staying in a luxury villa, with 5-star customer service, water sport equipment and delicious food to enhance the richness of your vacation. Read More

What Our Clients Say

“Hi Yachts Puerto Rico Charters, I booked my bachelorette party with you guys last summer and I just wanted to leave a review. I was astonished with the charter from start to finish. The girls had a blast! Thank you for going out of your way to take pictures for us and make the day, truly one to remember.”

- Alyssa R.

Sunset Cruises

Whether you like shopping, water sports, beautiful beaches, or you’re just seeking a relaxing vacation, Puerto Rico has it all. From the charm of Old San Juan, the upmarket scene of Calle Fortaleza, the nightlife of Condado or the rustic beauty of Culebra, Puerto Rico has everything tied together in one place.

Romantic Outing

Puerto Rico is a paradise filled with romantic beaches, beautiful coastline, pristine waters and consists of numerous activities you and your loved one can enjoy together. Whether you are coming to Puerto Rico on your anniversary, wedding, proposal or Valentine's Day, we can ensure you two will...

Fun Charter

Imagine cruising the Caribbean Sea, eating great cuisine, tanning and enjoying water sports! At Yachts Puerto Rico Charters, every vessel in our luxury fleet is packed with luxurious accommodations, appetizing dining options, amazing entertainment and incredible activities for all ages.

Marriage Proposals

Are you planning to propose to your significant other? If yes, then Yachts Puerto Rico Charters is here to help plan the best marriage proposal for you aboard one of our luxury vessels. We have some of the best luxury fleets in Puerto Rico and trained professionals to organize everything for you...

Extended Stay Charters

Pristine beaches, majestic mountains, sun-kissed Caribbean waters, exotic wildlife and numerous cays and islets – that's what Puerto Rico is. It is called the heart and soul of the Caribbean where old world charm meets modern luxurious. You cannot explore all the treasures of Puerto Rico in...

Are you looking for a wonderful way to celebrate your 25th birthday, 50th birthday, or daughter's sweet sixteen? Nothing can match the natural beauty, amazing coastline and sparkling waters of Puerto Rico when it comes to celebrating your special day with your loved ones aboard a luxury yacht.

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82 Ft Sunseeker Mega Yacht

65 Ft Princess Sport Yacht

55 Ft Viking Yacht

43 Ft Leopard Sailing Catamaran

41 Ft Sailing Catamaran

39 Ft Nor Tech Middle Console

Puerto Rico

Warm weather promises seven days of tropical ecstasy , year round, and short distance cruising makes it easy to plot your course on a Puerto Rico yacht charter.

Virgin Island Sailing® can help you book the ideal Puerto Rico yacht for your sailing vacation.

Speak to a Charter Expert: (800) 382-9666

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YAMUY II Bareboat Charter in Puerto Rico

• 42.0 Length Total
• 4 Cabins Total
• 8 Max. Guests
• Sail Caribe
• Yacht Type: Sailing Catamarans
• Yacht Age: 2020
• Manufacturer: Lagoon
• Model: Lagoon 420
• Air Conditioning

BONA NOVA Bareboat Charter in Puerto Rico

• Yacht Age: 2023

FINE GIRL Bareboat Charter in Puerto Rico

• 3 Cabins Total
• 6 Max. Guests
• Yacht Age: 2024
• Model: Lagoon 42

Counting Stars Bareboat Charter in Puerto Rico

• 42.8 Length Total
• Yacht Type: Sailing Monohulls
• Yacht Age: 2022
• Manufacturer: Jeanneau
• Model: Sun Odyssey 440

OPTIMYSTIC Bareboat Charter in Puerto Rico

• 45.9 Length Total
• 6 Cabins Total
• Yacht Age: 2021
• Model: Lagoon 46
• Water Maker

Dakiti Skippered Charter in Puerto Rico

SUEÑOS Bareboat Charter in Puerto Rico

• 10 Max. Guests
• Yacht Age: 2025

PURA VIDA Bareboat Charter in Puerto Rico

• 46.1 Length Total
• Yacht Age: 2019

NENNE Crewed Charters in Puerto Rico

• 67.0 Length Total
• 5 Cabins Total
• Yacht Age: 2017
• Manufacturer: Fountaine Pajot

NAUTI NICKEL Crewed Charters in Puerto Rico

• 80.0 Length Total
• Yacht Type: Power Catamarans
• Manufacturer: Sunreef Yachts

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Terms and conditions, charter experts, llc terms & conditions.

PLEASE READ THESE TERMS AND CONDITIONS (“ Terms ”) CAREFULLY AS THEY CONTAIN IMPORTANT INFORMATION REGARDING YOUR LEGAL RIGHTS, REMEDIES AND OBLIGATIONS AS WELL AS A SECTION GOVERNING THE JURISDICTION AND VENUE OF DISPUTES. THESE TERMS ALSO CONTAIN A LEGALLY BINDING RELEASE, WAIVER OF LIABILITY, AND ASSUMPTION OF RISK. By creating a username, a login, clicking submit, using the services of Charter Experts, LLC d/b/a Virgin Island Sailing® (“ Broker ) or by accessing Broker’s website, you agree that you have read, and acknowledge your acceptance of these Terms. The Terms are subject to change at any time without notice at Broker’s sole discretion. Additionally, any transaction for which you have made payment shall be governed by the form of Terms in effect at the time of such payment notwithstanding any subsequent changes hereto.

If you are obtaining a quote, information, booking travel for and/or securing or procuring a Charter (as that term is defined in Section 1 below) for more than just yourself, all references below to “Charterer” or “you” (and derivations thereof) shall be read to mean you on behalf of yourself and each individual within your group for whom you are obtaining a quote, information, booking travel for and/or securing or procuring Charter.

These Terms shall be read together and construed, to the fullest extent possible, to be in concert with any other agreement by or among Broker and Charterer. To the extent they cannot be so construed, then in the event of any direct conflict between these Terms and any other agreement by or among Broker and Charterer (including but not limited to the agreement executed by Charterer for a Charter Reservation (as that term is defined in Section 1 below), these Terms shall prevail.

• Prepaid Charter Reservations . Typically, Broker negotiates charter rates in advance with the yacht owner or charter company (“ Charter Provider ”) to obtain cost-effective rates, and facilitate reservations and availability for yacht charters, excursions and travel (the “ Charter ”). Broker also provides services to you by facilitating the booking of reservations for consideration and receives a commission from the Charter Provider (the “ Broker Fee ”). The Broker Fee is included in the pre-negotiated Charter rate provided to you, plus taxes and other fees where applicable. You agree that your payment is for the total amount set forth in the applicable Charter agreement (which Charter Provider may refer to as a Charter Contract, Charter Agreement, Booking Terms & Conditions, Instructions and Terms for Accommodations, as well as other derivations) provided to you by Broker (“ Charter Agreement ”). Upon execution of the Charter Agreement and receipt of the applicable deposit, you will have made a reservation for the Charter that authorizes Broker to facilitate the Charter on your behalf (“Charter Reservation”), including making payment arrangements with the Charter Provider. You further agree that Broker is a third-party beneficiary to the Charter Agreement and shall have the right to enforce such agreement to the extent it deems such enforcement necessary or advisable to protect its rights hereunder or under the Charter Agreement.

  Broker retains the Broker Fee as compensation in arranging your Charter Reservation. The Broker Fee varies based on the amount and type of Charter and/or services provided by Broker.  By making a Charter Reservation, you accept and agree to the relevant cancellation and no-show policy of the Charter Provider set forth in the Charter Agreement. Cancellation and no-show policies vary for each Charter. Carefully read the Charter Agreement and additional information provided to you by Broker. It is expressly agreed by Charterer that the Broker Fee is earned at the time the Charter Reservation is made. Late payment, wrong credit card or debit card details, invalid credit or debit cards, or insufficient funds are for your own risk and account, and you will not be entitled to any refund of any prepaid amount unless the Charter Provider expressly agrees otherwise under the Charter Agreement or in some other signed writing.

• Charter Rules and Restrictions . Additional terms and agreements will apply to your Charter Reservation and any purchase or rental of equipment or other items, supplies, provisions and travel you may select. Please read those additional terms carefully. In particular, if you have purchased airfare, please ensure that you read the full terms and conditions of carriage issued by the supplier. You agree to abide by the terms of purchase imposed by any supplier with whom you elect to deal, including but not limited to payment of all amounts when due and compliance with the supplier’s rules and restrictions regarding availability, charges, fares, and use of products and services.
• Payment . All payments must be made by personal check, bank/wire transfer, ACH payment and/or with a major credit card unless otherwise expressly stated. The total price for the Charter Reservation will be billed in U.S. Dollars unless otherwise stated. Some banks and credit card companies impose fees for international transactions. If you are making a reservation from outside of the United States on a US credit card, your bank may convert the payment amount to your local currency and charge you a conversion fee. This means the amount listed on your credit or bank card statement may be in your local currency and therefore a different figure than the amount provided by Broker for the Charter Reservation. In addition, a foreign transaction fee may be assessed if the financial institution that issued your credit card is located outside of the United States. Booking international travel may be considered to be an international transaction by the financial institution or card company. The currency exchange rate and foreign transaction fee is determined solely by your financial institution on the day that it processes the transaction. If you have any questions about these fees or the exchange rate applied to your booking, please contact your financial institution. Broker shall not be liable to you for any such service, conversion, or exchange fee.

  Broker expressly reserves the right to cancel your Charter Reservation if full payment is not timely received as set forth in the Charter Agreement.

• Cancellation and Rescheduling . You may cancel or change your Charter Reservation as set forth in the Charter Agreement by and among you, the Charter Provider and/or Broker. Please note that some Charter Providers do not permit changes to or cancellation of reservations after they are made, or after a certain date, as indicated in the Charter Agreement. You agree to abide by the terms of the Charter Agreement with respect to your Charter Reservation. Broker will not be responsible for reimbursing Charterer for any previously tendered deposits or payments by Charterer and disclaims all liability for the failure of a Charter Provider to refund or return any such funds.
• Credit Card Transactions and Chargebacks . If for any reason, any Charter Provider is unable to provide the Charter, or any part thereof, for which you have contracted, your remedy lies against the Charter Provider, and not against Broker. However, Broker will use reasonable efforts to assist you and Charter Provider in reaching a resolution to a dispute between you and the Charter Provider. In the event that your payment has already been transferred from Broker to Charter Provider or to an escrow account, you agree that you will not seek a chargeback against Broker for such amounts transferred. You further agree to indemnify and hold Broker harmless from and against any liability, loss, damage or expense (including without limitation, reasonable attorneys’ fees) that Broker may incur in connection with chargebacks against Broker or under the Charter Agreement and your performance thereunder. If Broker incurs any costs, including but not limited to attorneys’ fees, to recover any payments charged back by your credit card company or other financial institution, you agree that you will be liable for these costs. If your payment is declined for any reason, you agree to settle any amounts owed to Broker via money order, cashier’s check, personal check or bank/ACH transfer immediately.
• Broker Responsibility . Broker makes arrangements with the Charter Provider. Broker additionally makes additional arrangements with other suppliers for the various components and other services that comprise your Charter (“Charter Suppliers”). Broker is not an agent of these Charter Providers or the Charter Suppliers (and the Charter Providers and Charter Suppliers are not agents of Broker). Broker expressly disclaims any liability for the actions or omissions of the Charter Provider and the Charter Suppliers. The Charter Providers and the Charter Suppliers reserve the right to refuse service to you at their sole discretion. Broker assumes no liability for the acts of the Charter Provider or the Charter Suppliers in refusing service. Broker is not responsible for schedule changes and does not offer compensation for those changes. Broker is not responsible under any circumstances for any injury or damages you may suffer, in connection with sea, air or ground transportation, hotel accommodations, or other travel or excursion services arranged by Broker.

  You understand Broker is not the source or supplier of the Charter or other travel services you requested and acts solely as a broker for the Charter Provider and the Charter Suppliers. You agree that the Charter Provider and Charter Suppliers whose names appear in the information supplied to you are those who are solely responsible for providing the Charter you purchase. You consent to and request the use of the Charter Provider and the Charter Suppliers and agree to not hold Broker responsible should any of them: (i) fail to provide the Charter or travel services you purchased, whether or not such services are listed in the Charter Agreement or otherwise, (ii) fail to comply with any applicable law, or (iii) engage in any negligent act or omission that causes you any sort of injury, damage, delay or inconvenience.

By using Broker’s services, you waive and release any claim against Broker, its affiliated and subsidiary companies, and their respective officers, directors, employees, contractors, and agents, arising out of or in connection with any loss of or damage to property or injury to any person caused by reason of (i) any defect, negligence, or other wrongful act or omission, or any failure of performance of any kind, by any Charter Provider, Charter Suppliers, or any other provider of sea, airline, hotel, ground transportation or any other travel provider connected to or otherwise associated with the Charter, (ii) any claim for inconvenience, loss of enjoyment, mental distress or other similar claim, (iii) any delayed departure, missed connection, substitute accommodation, termination of service or change in fares or rates, and (iv) overbooking, flight or other travel cancellation, lost or misconnected personal property, or any claim arising out of the air transportation portion of your travel, and (v) or any other claim arising out of or otherwise related to the Charter Agreement or services provided by the Charter Provider and the Charter Suppliers.

Excepting only liability that directly arises from the gross negligence or willful misconduct of Broker, you will not hold Broker responsible for any injury, damage or loss you may suffer while on a Charter, whether incurred on the Charter or in connection with any other rental, purchase, excursion or activity, regardless of the relationship of any of the foregoing with the Charter Provider or the Charter Suppliers.

• Your Responsibility . By booking a Charter with Broker, you agree to defend and indemnify and hold harmless Broker, Charter Provider, Charter Suppliers, and each of their respective officers, directors, employees and agents, from and against any and all claims, causes of action, demands, recoveries, losses, damages, fines, penalties or other costs or expenses of any kind or nature, including but not limited to reasonable legal fees, arising out of or in connection with: (i) your breach of these Terms or the documents referenced herein; (ii) your violation of any law or rights of a third party; or (iii) your use of the Broker website.

You will review your Charter Agreement and travel documents for accuracy upon receipt. You understand that it is your responsibility to review the accuracy of all details in the Charter Reservation provided to you, and that you may contact Broker if you have any questions.

You assume full and complete responsibility for checking and verifying any and all passport, visa, vaccination, or other entry requirements of your destination(s), and all conditions regarding health, safety, security, political stability, and labor or civil unrest at such destination(s).

You understand that Broker recommends purchasing travel insurance to cover certain risks inherent in travel such as supplier bankruptcy and the inability to travel due to a medical or personal emergency.

• No Warranties . All Charters, products, services, advice and information is provided on an “as is” and “as available” basis without warranties of any kind, either expressed or implied to the fullest extent permitted under the law, including but not limited to, warranties of title or implied warranties of merchantability, satisfactory quality or fitness for a particular purpose. Without limiting the above, no warranty or guarantee is made (i) regarding the acceptance of any reservation request or Charter Reservation; (ii) regarding the availability of Charters, or any other product and/or services through Broker; (iii) that the use of Broker’s website will be error-free; or (iv) regarding the completeness, accuracy, reliability or quality of any information, content, data, service, advice or merchandise provided by Broker or through Broker’s website.

Broker has no special knowledge regarding the Charter Provider’s or Charter Supplier’s financial condition, unsafe conditions, health hazards, weather hazards, or climate extremes at locations to which you may travel during or otherwise in connection with your Charter.

• Limitation on Liability . In no event shall Broker, Charter Provider, Charter Suppliers, and/or their respective affiliates, or any employees, agents, officers, directors, members or managers of any of the foregoing (“Broker and Charter Releasees”), be liable for any direct, indirect, punitive, incidental, special or consequential damages arising out of, or in any way connected with, your access to, display of or use the Broker’s website, the Charter or services provided to you in connection with the Charter (including, but not limited to, your reliance upon opinions of the Broker), whether based on a theory of negligence, contract, tort, strict liability, consumer protection statutes, or otherwise, and even if Broker and/or any other of the Broker and Charter Releasees have been advised of the possibility of such damages.

If, despite the limitation above, Broker or the Broker and Charter Releasees are found liable for any loss or damage which arises out of or in any way connected with any of the occurrences described above, then Broker, Charter Provider, Charter Supplier and the Broker and Charter Releasees will in no event exceed, in the aggregate, the greater of (a) the Broker Fee, and (b) One-Hundred Dollars (US $100.00).

The foregoing limitation of liability reflects the allocation of risk between the parties. The limitations specified in this section will survive and apply even if any limited remedy specified in these Terms is found to have failed of its essential purpose. The limitations of liability provided in these Terms inure to the benefit of Broker and/or its providers.

The foregoing does not affect any liability which cannot be excluded or limited under applicable law.

• Limitation on Time to File Claims . ANY CAUSE OF ACTION OR CLAIM YOU MAY HAVE ARISING OUT OF RELATING TO BROKER’S SERVICES OR THE WEBSITE MUST BE COMMENCED WITHIN ONE (1) YEAR AFTER THE CAUSE OF ACTION ACCRUES, OTHERWISE, SUCH CAUSE OF ACTION OR CLAIM IS PERMANENTLY BARRED.
• Waiver . No waiver by Broker of any term or condition set forth in these Terms shall be deemed a further or continuing waiver of such term or condition or a waiver of any other term or condition, and any failure of the Broker to assert a right or provision under these Terms shall not constitute a waiver of such right or provision.
• Severability . If any provision of these Terms is held by a court or other tribunal of competent jurisdiction to be invalid, illegal or unenforceable for any reason, such provision shall be eliminated or limited to the minimum extent such that the remaining provisions of the Terms will continue in full force and effect.
• Governing Law and Mandatory Venue . The laws of the State of Florida govern the rights and obligations of the parties to this Agreement and the interpretation, construction and enforceability thereof. You agree that any action or proceeding initiated by Charterer against Broker shall be brought solely in the federal and state courts of Hillsborough County, Florida, and you submit to the jurisdiction of those courts and waive any objections to the exercise of personal jurisdiction over you by those courts. In the event any action or proceeding is initiated by Charterer in a court outside of Hillsborough County, Florida, Charterer agrees to pay Broker’s costs and reasonable attorneys’ fees associated with defending such action or proceeding and waives any and all defenses to the transfer of said action or proceeding, whether jurisdictional or otherwise, to a federal or state court in Hillsborough County, Florida.

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Puerto Rico Yacht Charters

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Start your charter from Fajardo, Puerto Rico and you are perfectly positioned to explore the wonderful Spanish Virgin Islands. From the deserted beach-front relaxation of Isla Culebra to the bizarre beauty of Bahia Mosquito, a trip to this intriguing region of the world guarantees peaceful anchorages, beautiful beaches, and captivating snorkeling galore.

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Warm and tropical year-round, Puerto Rico hosts a typical island climate that sees a moderate annual average temperature of 27°C, although the central mountainous interior is always a few degrees cooler than the coastal regions. Easterly trade winds are present throughout the year, providing cooling respite from long, sun-filled days.

Winter and summer in Puerto Rico experience little variation with generally only a swing of around 4 °C between the two seasons which is triggered by the warm waters of the Atlantic that lap the island’s shores. The rainy season makes an appearance from April to November and the hurricane season runs between June and November but plenty of warning is always given.

There are regular scheduled flights from the Puerto Rico via most major US cities. Direct flights are available from: Baltimore, Boston, Chicago, Dallas-Fort Worth, Hartford, Los Angeles, Miami, Newark, New York (JFK), Orlando, Philadelphia, Tampa, Fort Lauderdale, and Washington (Dulles).

Day 1: Fajardo Begin your Puerto Rico adventure from the small but popular boating centre of Fajardo in the country’s east.

Day 2: La Cordillera La Cordillera is a 12 mile stretch of tiny islands and reefs which form part of Puerto Rico’s East Coast Marine Reserve. Lovely anchorages are scattered throughout and the snorkelling and diving is a must-do.

Day 3: Isla de Culebra Head ashore here for a glimpse into a real Caribbean shanty town enriched with Spanish culture.

Day 4: Dakity Harbour Sail along the west coast of Isla Culebra and stop at Playa Carlos Rosario where the snorkelling is first-class. Continuing further up the west coast will carry you past mountains and deserted sandy beaches before reaching Peninsula Flamenco and the spectacular beaches of Playa Flamenco, Brava, and Resaca where a snack and a swim is in order.

Day 5: Isla de Culebrita Cross the Cross the Canal de Cayo Norte today and head to the deserted Isla de Culebrita, part of the Culebra National Wildlife Refuge. This part of the world remains virtually unchanged in the last 500 years and boasts an abandoned lighthouse, soft beaches, reefs, and tide pools that make for picturesque exploration. You may glimpse nesting sea turtles and shore birds along the coastline.

Day 6: Isla de Vieques Only recently opened to tourism, much of Vieques is a wildlife sanctuary. Stop at Isabel Segundo or Esperanza for quaint, little shops and delicious, local cuisine.

Day 7: Ensenada Honda The harbour of Ensenada Honda has a pirate-filled history that you won’t want to miss. At the mouth of the Mahia Mosquito is a quiet mangrove bay perfect for kayaking. At night you can see the largest concentration of phosphorescent dynoflagellates in the world light up. Take a swim and experience what has been described as “bathing in the stars” or simply watch as neon fish dart beneath your boat.

Day 8: Fajardo Time to head back home.

8 Day Itinerary (2)

Day 1: Join your yacht at Puerto day Rey Marina, Fajardo

Day 2: Fajardo to Palominos Island On Plaominos Island you can be as sedentary or active as you want. Go snorkelling, jet skiing, horseback riding, play beach volleyball, or bring your camera to capture the wildlife.

Day 3: Palominos to Bahia Sardinas in Culebra Visit the outstanding Flameco Beach in Culebra. Reefs flank the beach, the water is shallow, clear, and calm, and a few U.S. Army tanks from WWII remain stranded on the beach.

Day 4: Bahia Sardinas to Dakity Dakity’s beach in not sandy, so you may want to just sunbath on your boat or go fishing. The water is beautiful and clear.

Day 5: Dakity to Las Pelas Las Pelas is a small bay, popular with boaters located on Culebra.

Day 6: Las Pelas to Isabel Segunda on Vieques Isabel Segunda is the capital of Vieques and is home to a restored fort from the 1840s. There a little shops and restaurants. If you like your vacations to feel off-the-beaten path, you will love this stop.

Day 7: Isabel Segunda to Punta Arenas The beach at Punta Arenas is a National Wildlife Refuge. This is a family friendly beach and fun to snorkel off of.

Day 8: Punta Arenas to Punta del Rey to disembark

Puerto Rico Deal Finder

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16  Crewed Luxury Yachts for Charter in Puerto Rico

Puerto Rico Yacht Charters

Nestled in the Greater Antilles island chain of the Caribbean , Puerto Rico boasts a series of blemishless beaches and a range of historic attractions on the mainland. From basking in the sun kissed harbour of San Juan to diving in the azure waters, those arriving on board superyachts are sure to discover exactly why it has earned the reputation for being the ‘island of enchantment’.

Luxury yacht charters in Puerto Rico Belonging to the Spanish Virgin Islands, Puerto Rico is an ideal yacht charter destination to visit either in isolation, or as part of a larger itinerary which includes Isla de Culebra and the Isla de Vieques. Boasting a year-round climate which is technically defined as ‘tropical marine’, visitors are able to sun themselves on the glistening beaches of Condado and Balneario as well as sampling the local cuisine in suitably inviting surroundings. For adventurous charter guests, a trek through the El Yunque Forest is sure to please, whilst the more peacefully inclined will find their own paradise around the restaurants and bars of Old San Juan.

Puerto Rico yacht charter guide Bursting with possibilities, Puerto Rico is best visited from November through to April. During this time, visitors are able to visit attractions like the 16th century Fort San Felipe del Morro and the nearby city of Fajardo in the best possible climate. Ideal for motor yachts as well as sailing yachts , Puerto Rico is surrounded by fantastic anchorages and vast cruising grounds which make being underway a complete pleasure. There’s also plenty of opportunities to explore beneath the water thanks to snorkelling spots of Vieques and Culebra which belong to the nearby Spanish Virgin Islands.

Yacht charter itineraries in Puerto Rico As one of the largest harbors in the Caribbean, and situated close to the nearby Fernando Ribas airport, San Juan is the place where yacht charters in Puerto Rico typically begin. From here, there are a variety of different ways for you to being discovering this enchanting island and its neighbors. You might, for example, wish to cruise over to the Spanish Virgin Islands which are a mere 15 nautical miles from the coast to indulge in the hot springs produced by an unusual volcanic formation at the Isla De Culebrita. Alternatively, you may wish to set out for Ensenada Honda to unwind against a scenic bay lined by mangrove trees.

Planning a yacht charter in Puerto Rico In order to get started with the planning of your yacht charter in Puerto Rico you should take a look at all of the of the crewed yachts found below before getting in touch with a charter broker who will be able to advise you on their current availability and the best times to visit.

Crewed Charter Yachts in Puerto Rico

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27m   Leopard

from $45,000 p/week

Queen South III

Black Pearl 14

105m Oceanco

105m   2018

90m Oceanco

90m   2018/2024

from $1,334,000 p/w eek ♦︎

from $300,000 p/w eek

48m Dunya Yachts

from $334,000 p/w eek ♦︎

46m   1984/2016

from $230,000 p/w eek

Big Aron 10

46m Royal Denship

46m   2004/2020

from $165,000 p/w eek

Queen South III 8

36m Tuzla Shipyard

36m   1999/2013

from $43,900 p/w eek

Sensation 8

34m Westport Yachts

from $49,000 p/w eek

27m Leopard

from $45,000 p/w eek

Ziacanaia 8

26m Custom Line

from $48,000 p/w eek

Arrow of Ayr 8

24m Aquastar Guernsey C.I

24m   1995/2022

from $27,000 p/w eek

Vita Brevis 6

23m Hatteras

23m   2002/2013

from $19,500 p/w eek

Graycious 6

22m Oyster Yachts

from $26,000 p/w eek

E Supercat 8

22m Sunreef Yachts

22m   2019/2023

from $41,000 p/w eek

19m Oyster Yachts

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Crewed Luxury Yachts in Puerto Rico

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PUERTO RICO SAILING TOURS & CHARTERS

The best sailing experiences in san juan.

August 8, 2024

July 7, 2024

GeorgeFacuse

June 6, 2024

Companion20135115365

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 YACHT CHARTERS

6 boats available for bareboat or crewed charter

Yachts from professional fleet operators in Puerto Rico

Free cancellation of reservation without obligations within 4 days

Most popular boats For rent in PUERTO RICO

Lagoon 42 (2023)

Sun Odyssey 440 (2022)

Lagoon 46 (2021)

Lagoon 46 (2025)

Lagoon 42 (2024)

Lagoon 42 (2020)

Top destinations in puerto rico for boat rental.

6 boats for charter

from ₽429,786 per week

Types of boats available for rent in Puerto Rico

Catamaran charter

5 catamarans available for rent in Puerto Rico, form ₽516,942 for 1 week charter. Ideal option for group of friends or family vacation.

Sailboat charter

There are 1 sailboats available for charter in Puerto Rico, prices start from ₽429,786 per week. Most budget friendly option for a vacation.

Trimaran charter

Currently not available for charter in this country. Check other boat types.

Power boat charter

Gulets charter

Houseboat charter

Yacht charter types available in Puerto Rico

Bareboat charter, crewed yachts, skippered boats, cost of boat rental in puerto rico.

Average yacht charter cost in Puerto Rico starts from ₽668,610 per week. Graphic below represents fluctuation of charter prices in Puerto Rico during the year, based on a sample of 50 boats ranging from 40 to 50-foot. This graphic shows months with lowest prices during the year as well high season when prices are above average. Before booking the boat at lowest rate, please check sailing conditions as usually best prices are during off season.

Sailing conditions in Puerto Rico

Air temperature, precipitation and wind force may vary significantly during the year. Below you may find graphics with min and max temperature and average precipitation days in Puerto Rico during the year. Book your charter vacation in Puerto Rico wisely! Considering sailing conditions along with the best price offers

Temperature by month

Average air High and Low temperature during the year

Rainy days by month

Average number of days with precipitation during the year.

Puerto Rico Yacht Charter Reviews with 12knots

Gary Ziegler

“A mega thank you for your excellent service!”

A search on the internet produced the 12 Knots operation. With apparent quality staff and experience along with the best price on a bareboat monohull influenced me to book a boat with them. We were not disappointed. Correspondence was timely, courteo…

Flori Grottoli

“Spanish Virgin Islands are stunning / March 2019 / Puerto Rico / Dufour 412”

The experience was beautiful and the Spanish Virgin Islands are stunning! Even though we started off with a few setbacks (had to switch boats because of technical issues), the marina made good and was very accommodating....they did the very best they…

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Sailing in Puerto Rico

Puerto Rico is an archipelago part of the Greater Antilles in the Caribbean Region. Located between the east of the Dominican Republic and the U.S. Virgin Islands, Puerto Rico boasts over 300 miles of the coastline. Northern and eastern shores of the island face the Atlantic Ocean, while the southern and western part face the Caribbean Sea. Puerto Rico’s mainland is roughly 35 miles from north to south and 100 miles wide from west to east, making its area about 3,500 square miles. Starting yacht charter in Puerto Rico you will be in close proximity to the nearby Virgin Islands with number of safe anchorages, beautiful beaches, and perfect snorkeling spots.

Although Puerto Rico is a part of the U.S. yacht charter here will give you completely new experience, as if you start your sailing vacation in some remote exotic country. Major yacht charter base is located in the southeast part of the island and is ideal starting point from which you may reach the most picturesque parts of the island.

San Juan is the capital and the most populated city. Renting a boat in Puerto Rico you may first sail to San Juan and explore main waters of San Juan Bay with two natural lagoons, the Condado and San José. San Juan was founded in 1521 by Spanish colonists who named it Ciudad de Puerto Rico or "Rich Port City". In our days San Juan apart of being capital is the most important seaport of the country with number of manufacturing sites and financial institutions.

Yacht charter and more

Apart of great sailing experience, boat rental in Puerto Rico can give you a chance learn more about this country and its unique culture a blend of African and Spanish cultures. This fusion extends to almost every aspect of Puerto Rican life. Yes, there’s a definite Caribbean flavour that you smell when sailing to The Island of Enchantment with its festivals, outdoor markets, bright nightlife and unique cuisine.

Different examples of Puerto Rican arts and crafts reflect the diversity of its cultural heritage. Numerous museums around the island shows Puerto Rico’s vast variety of identities expressed in very artistic ways. You will fell and see this diversity almost everywhere you go, in music, architecture and cuisine.

Local museums represent both European classics and Afro-Caribbean sculptures, while architecture is a mixture of colonial styles with a bright palette of colours.

Puerto Rican music brings together a whole bunch of instruments, rhythms and sounds from different times and countries. So, during your sailing vacation in Puerto Rico you will definitely learn something new about local culture and it will be an exciting experience.

Local cuisine

During yacht charter in Puerto Rico, you definitely must try local cuisine which is presented by the unique tasty blend somewhat similar to Spanish, Cuban and Mexican cuisine with Taíno, and American influences. No matter where you dine, make sure you get a taste of some of Puerto Rico's most authentic foods:

• Asopao. It’s a traditional stew made with chicken or beef;
• Mofongo. A course consisting of seafood, meat or vegetables atop mashed plantains;
• Lechón: smokey, roasted pork.

It may be surprising, but not every sailor knows that Puerto Rico is the rum capital of the world. By the way, rum was actually invented here, in Puerto Rico. It was in the 1500s that the first production of rum began and ever since Puerto Rico has been the leader in rum production.

Sailing conditions

Renting a boat in Puerto Rico you may discover a number of different sailing itineraries ideal for experienced and novice skippers. Experienced sailors may wish to take a bareboat charter, while others may enjoy sailing on crewed yacht or catamaran.

Warm and tropical weather all the year round, calm waters, and beautiful islands to visit make the Caribbean one of the world's top sailing destinations. As an island in the Caribbean Sea, Puerto Rico benefits from these conditions. Sailors looking to spend their time at sea during their Puerto Rican vacation have plenty of options.

Besides, if you love snorkelling you are more than welcome to enjoy crystal clear Caribbean waters and visit beautiful and deserted cays off the east coast of Puerto Rico including Icacos, Palominitos, Culebra, Culebrita, Vieques and St. Thomas, U.S. Virgin Islands.

The climate of Puerto Rico is primarily classified as tropical rain forest. Puerto Rico’s varied topography means that parts of the island experience desert-like weather conditions, while others are considered rain forests.

Temperatures all year round are warm to hot, averaging near 85 °F in lower elevations. A relatively cool season lasts from December to March. But in fact, Puerto Rico is a great place to sail to any time of the year, except the official hurricane season (June to December).

If you sail in Puerto Rico during the summer, you may prefer the south coast, which is less rainy. High season is usually mid-December to mid-April, as well as July.

The city of San Juan is the perfect place to experience true Puerto Rican culture. Architecture is very diverse here, due to  different cultural influences. The oldest part of the city is Old San Juan with its vibrant neighborhood consisting mostly of lovingly restored Spanish colonial buildings dated back to the XIV century. Apart of he island’s major cities Puerto Rico can also offer beautiful islands Culebra, Vieques and Ponce that are only few hours sailing from the main base.

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Welcome aboard.

Create a tailored, worry-free PRIVATE SAILING TOUR full of FUN & ADVENTURE, and catered to your needs. 

With over 15 years of experience in providing unparalleled service, Capt'n Giovanni & Angela will customize your dream day at sea. Discover our Caribbean lifestyle with a unique touch of sophistication. 

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A top option for things to do in Puerto Rico! Book a private luxury sailing charter including USCG captain & crew, and all inclusive packages. Skip the crowds and tourist lines by creating a tour of your own. Departing from Puerto Del Rey Marina in Fajardo, a short drive from San Juan and close by cities.

Learn or practice with our sailing lessons , try your turn at the helm or trim the sails, ask about our experiences.

Family vacation, couple’s getaway, special occasion, or important meeting in the Caribbean? A sailboat rental could be your best bet!

Marina Puerto del Rey, Fajardo, Puerto Rico

(939) 319.0029 | (787) 690.0092 [email protected]

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luxury yacht charter

Unforgettable moments.

Experience the ultimate luxury with a yacht charter in the breathtaking islands of Icacos and Palomino. Treat yourself and your loved ones to a private ride and embark on a thrilling adventure. With Boating Puerto Rico Tours, your journey will be unforgettable

$750 per hour | Minimum 4 Hours

Tours Hours 9:00 AM to 2:00 PM

Group of 12

Icacos or Palomino

Departures from: Marina Puerto Del Rey, Fajardo Puerto Rico

floating mats

Fruits and Snacks

Alcoholic drinks & Soft Drinks

Live the best experience of your life

Our services.

Bertram 74 foot Private Yacht

Fairline 65” foot Luxurious Sport Yacht

Boston Whaler 28’ foot Center Console Boat

Gallery grid, do not think about it anymore come and spend unforgettable moments with us, visit our destinations.

Enjoy your life to the fullest by renting a yacht Renting a yacht will ensure that you spend one of the best days of your life enjoying to the fullest what Puerto Rico has for you.

With crystal-clear waters, breathtaking views, and a tropical climate, puerto rico is the perfect destination to indulge in a day of yachting. whether you're looking for a peaceful escape or an action-packed adventure, renting a yacht is the ultimate way to experience the beauty and excitement of the island..

If you have any questions or request do not hesitate to contact us. We are here to help you!

(+1) 7876246117

Marina puerto del rey, fajardo puerto rico, write us email.

Come enjoy in the islands of Icacos and Palomino’s. Book a private ride with your family or friends and get ready for adventure. Boating Puerto Rico Tours makes your experience unforgettable

Made by osuna gabriel

"Good Things happen in the Ocean"

  Because we believe every moment counts... our crew will make sure that your trip becomes one you'll never forget!! From Sunrise to Sunset and every moment in between...

No matter the occasion, we offer various packages that'll fulfil all your expectations.

So, charter a yacht with us and experience what luxury truly is. 

Puerto Rico | [email protected] | (787) 370-6202

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High quality yacht rentals in paradise

Experience the best private yachting in Puerto Rico. We provide the fastest date and yacht confirmation turnaround time in the industry

Private yacht charters in Puerto Rico

Boat rental options in Puerto Rico

40 foot private yacht can fit 8 guests

Full size restroom in all our yachts

Yacht charters in Puerto Rico

Get my boat in Puerto Rico

Private Yacht in Fajardo

Palomino island

Palomino and Icacos islands are the preferred spots

Food and Drinks Included!

We have a stunning selection of luxury yachts available for you and your guests.

Boat Rentals

Experience the majestic Caribbean waters with our exclusive collection of boat rentals and naval tours. Whatever your maritime dream, we...

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Destinations.

Experience the sheer beauty of Puerto Rico from a unique vantage point aboard our luxury yacht charters. From the mesmerizing blue waters to the stunning islands of Palomino and Icacos, immerse yourself in an unforgettable sea adventure. We offer a six hour excursion aboard a private luxury yacht complete with shaded area, kitchen, bathroom, and plenty of upper deck seating.

Stunning Islands of Palomino, Icacos, Culebra and more

Icacos island, the hidden gem of puerto rico, the exquisite palomino island, where are we located.

Puerto Del Rey Marina 4900 State Road 3 Km. 51.4, Fajardo, 00738

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What payment methods are accepted?

PayPal, Venmo, CashApp, ATH Movil, Cash and all major credit cards.

How is the weather in Fajardo PR?

We navigate the waters of Puerto Rico’s east coast. In the Caribbean we usually have really good weather, rain filled clouds can come fast and leave fast. Our booking rep will maintain vigilant of weather every day and if something is not right we will let you know right away. Only the captain can cancel a day trip, security is our top priority. 

How many persons fit in your yacht?

We can accommodate from 2 to 13 guests depending on the yacht, bigger groups are also possible. Don't hesitate to reach us with your special request, we can make happen.  

What is the menu in our day trip?

We have developed and beach friendly menu throughout the years, gluten free options are also available. Private chef starts at $500

Beach menu consist of fresh fruits such as strawberries and grapes.

Multi grain chips with artichoke, guacamole or hummus dip.

Cheese and ham tray.

Angus Burgers with fresh salad.

Private full size restroom

The majority of the action takes place on the outside but our yacht has super clean interior with private full size restroom for your convenience. 

Let's Chat! Connect with Us Now for Instant Support.

How far is the island beach location from the marina.

Our most popular destinations are only 20 minutes away from the marina. Once we get to the island, we will secure the boat with two anchors facing the sand to better enjoy the view.

How long do we stay in the beach?

There are two really good spots we visit, Palomino Island and Icacos. The decision of what island we'll visit will be made that same day of your private yacht tour. Weather and ocean swells will dictate which spot will be better for your enjoyment. In case you pick to visit Culebra Island we'll do exactly the same and consult with you.

Do we provide transportation from the hotel?

We have several preferred providers that can help, you can also arrange it directly with your hotel concierge or simply use Uber. If you need help finding transportation please let us know and we'll direct you in the right way. The marina is 1 hour away from the San Juan area and 1:45 from the Dorado municipality. 

Is this activity kid friendly?

Yes this is great for kids! Let us know the ages and sizes to make sure we have life vest for them. If you have your own life vest, bring them on for a perfect fit. 

Do you offer sunset or late evening trips?

Yes we do, let us know your idea and we will make it happen.  Our yacht and captain are capable of navigating at night. In fact sunsets and night are incredibly beautiful trips. A must do!

Can we celebrate a special occasion on the boat?

Yes indeed,  bring on your birthday, anniversaries, romantic getaways with us. We will make it memorable with the Caribbean landscape as our ally. Decorations are not encouraged because of windy conditions, we don't want anything to end up in the ocean and affect sea turtles or any wildlife.

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From  $802 / day, explore puerto rico with scansail.

Enchanting sandy beaches and a turquoise sea await you in the Caribbean Sea of Puerto Rico. You can expect pristine nature and a lively ambiance from the capital, San Juan, to the isolated beaches on islands off the coast. Enjoy the Caribbean nature and beautiful bays surrounded by mangrove forests and the Spanish-Caribbean flair in the small ports and villages.

The Caribbean island of Puerto Rico was discovered by Christopher Columbus in 1493 and geographically belongs to the Greater Antilles. Although today it belongs to the territory of the United States, it is very much influenced by the Spanish way of life and is characterized by its original Caribbean flair, especially in the smaller Spanish Virgin Islands.

The tropical sea climate with an annual average temperature of 26 degrees and equally pleasant sea temperatures make this region an attractive sailing area and you are guaranteed an unforgettable charter experience! Use Scansail to find the perfect yacht for your upcoming vacation to Puerto Rico!

Private Yacht Charter Vacation in Puerto Rico

With 300 beaches, tropical rainforests, lush fauna, and flora on land and at sea as well as short and medium sailing distances, it is an attractive area for your yacht charter in Puerto Rico with family and friends. Enjoy sailing, swimming, diving, or hiking through the Puerto Rican rainforest! You’re guaranteed a great sailing vacation whether you relax onboard or on the beach. Let yourself be enchanted by the Spanish-Caribbean ambiance and the lust for life of the islanders.

What is the best way you can take advantage of everything Puerto Rico has to offer? With a luxury yacht charter that will give you an incredible way to experience Puerto Rico with the people you love.

The yacht charter base is located in Puerto del Rey Marina near the town of Fajardo in the northeast of the island of Puerto Rico. It is located in a natural, well-protected bay and is a full-service marina. This is a pleasant base for week-long cruises in the archipelago of the Spanish Virgin Islands (SVI), including the main islands of Puerto Rico, Culebra, and Vieques, as well as longer trips to the USVI and BVI (US and British Virgin Islands).

Why get a boat charter with a captain/crew?

To sail a sailing yacht from Puerto Rico, a skipper's certificate of experience is required. With Scansail, it's easy to hire a skipper and/or crew for your boat charter. A calm holiday where all you have to do is relax and enjoy is easily achievable with a captain on board. You may experience the island like a local by hiring a qualified local yacht expert with your Puerto Rico charter.

Depending on the size of the vessel and the required crew, some rentals may charge extra for a captain and crew. In case you have any queries about selecting a captain, kindly get in touch with the boat's owner.

How much does a yacht charter in Puerto Rico cost?

Yacht charter prices will vary depending on certain factors such as the model, size, and type of boat, the season, and any extra amenities you may wish to add to personalize your boat charter. The duration of your boat rental, whether you decide to go on a day trip, a week-long trip, or even longer, will affect the total price.

Here are some examples of rental prices by boat type:

• Motorboat: $4,220/day
• Catamaran: $742/day
• Luxury private yacht: $1,909/day

Boating Destinations near Puerto Rico

After embarking on your yacht charter in Puerto Rico, you'll have the opportunity to explore the main island and its neighboring tiny islands as well as the Spanish Virgin Islands.

You can begin your sailing journey right from Port of Fajardo, which is an hour from the nation's capital, San Juan.

• Cayo Luis Peña and Culebra- located 13 nautical miles from Fajardo. These small islands used to serve as a refuge for pirates more than three centuries ago and nowadays are a sea turtle sanctuary. Snorkelers love this area for its spectacular views of the reef. If you choose to disembark from your luxury yacht rental to explore the islands on foot, make sure to visit the restaurants with live music.
• Culebrita- Located north of Culebra. a great island to sail to and visit by Jeep or motorcycle. For divers, this island is also great for exploring the reef.
• The island of Vieques- is located southeast of the main island and is perfect for a day of relaxing in the sun and swimming in the calm waters. Head over to Chiva Bay, an area accessible only by boat. While in the bay, make sure to dive into the “Blue Tang" reef.
• La Ceiba de Vieques- To the northeast of the island, there is this tree that is approximately 400 years old and where the island's wild horses graze. At night, the bioluminescent bay of Vieques is a must-see! It is caused by a microorganism that glows with the movement of the water, illuminating the water in a neon blue color, spectacular!
• Icacos Key- Right off the north coast of Puerto Rico. A gorgeous island that is part of the Cayos de la Cordillera Natural Reserve. Here you’ll find white sand beaches and perfect snorkeling conditions. From here, sail back just a short 5 miles back to Puerto Rico.

Sailing conditions in Puerto Rico

Puerto Rico has a tropical maritime climate. There are only slight temperature differences during the seasons. Air temperatures range from 78 to 87 degrees, so the average annual temperature is 78 degrees Fahrenheit.

Humidity is quite high at 80 percent. Rainfall is common throughout the year. Most of the rain falls from May to October. Sea water temperatures range from 77 to 84 degrees Fahrenheit.

Wind conditions

In the winter months from November to January, the winds are mostly northeasterly with 4 to 5 Bft. Around Christmas time, the wind usually increases and can blow with 6 to 7 Bft. From February, winds tend to be easterly, and then from June, the wind often shifts to the southeast at 3 to 4 Bft.

In September and October, the trade winds are weakest and the weather conditions are then not so consistent. In November, a high-pressure system usually stabilizes with winds of 3 to 4 Bft.

The official hurricane season is from June 1 to November 30. Be aware of this before starting your yacht charter in Puerto Rico.

Rent a boat near Puerto Rico

You can find many privately owned yacht charters in Puerto Rico. View other possible yacht rentals in the region.

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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Rent a Sailboat Charter in San Juan, Puerto Rico with Sailo!

Looking for San Juan sailboat charter? Sailo offers an excellent selection of sailboat rentals in Puerto Rico for you to explore the waters of San Juan. With Sailo, it’s easy to rent a boat for as long as you wish. From a day trip to a week-long sailing vacation. Step aboard your boat charter with your family or friends and discover a whole other side to Puerto Rico from San Juan.

Renting a sailboat in San Juan, Puerto Rico

San Juan is an old-time favorite boating destination in Puerto Rico, recommended by both locals and tourists who enjoy the thrill of water adventures; sailboat rentals are a great choice if you want to surprise your family or group of friends with a private charter experience. A total of 3 rentals are currently available with or without captain in San Juan. Find the perfect sailboat for your adventure in Puerto Rico on Sailo!

How to choose the right sailboat charter in San Juan?

When you want to rent a sailboat charter in San Juan for a day Sailo’s advanced filters are exactly what you need to find the best charter for your family or friends. Your search will be quick and easy when you use the proper filters to narrow your results. Start by setting the start date for your trip, duration (2, 4 hours, or full day) and the number of guests. When you use the 'Boat' filter, your options to choose from are beautiful sailboats, sleek motorboats or elegant catamarans, each offering a different kind of experience, depending on what you’re looking for. The 'Price' filter allows you to set your budget limits so you’ll be choosing from rentals suitable to it. Are you planning to captain your boat or looking for a relaxed day while a licensed captain helps you make the best of your charter? Use the 'Crew' filter to see only boats with captain included in the price or optional (extra) or bareboats you’ll be driving yourself. San Juan, Puerto Rico is a great boating destination so when you see a boat you’d like for your family or friends, click on it to see more photos, read a detailed description and see the reviews and price details. One of the most important features available to you on the boat page is 'Message Owner'. Start a direct conversation with the owner to ask any questions you might have about your yacht rental in Puerto Rico , discuss the itinerary, or make special arrangements.

How much does it cost to rent a sailboat charter in San Juan for a day?

The best Sailo deal for daily sailboat rentals in San Juan, Puerto Rico starts at $250. The average price for a daily San Juan sailboat charter is $1100, making it the best choice for a private sunset cruise, a sightseeing tour or an action-packed day on the water with family or friends! For those of you who are looking to splurge, check out our more expensive yachts, with prices up to $6500 (service fee and mandatory extras not included).

Do I need a licence to rent a sailboat in San Juan on Sailo?

No, you do not need a license to rent a sailboat in San Juan on Sailo as long as you are renting a boat with a captain included. There are two types of boat rentals and yacht charters available on our website: bareboat and captained charters. If you rent a bareboat yacht, then your charter comes without any crew, and you or someone in your group will need a license. The boat owner will require you to upload the boating resume or license of the person who will drive the boat. Most of our boat owners might also like to test your boating skills before you take your bareboat charter out on the water. When you charter a yacht with a captain included or add the captain and/or crew as an extra to your sailing adventure, then a certified skipper will be provided.

Sustainable boating tips

Sailing is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

• Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
• Eco-friendly sunblock can help prevent damage to marine life
• buy local and sustainable food products

However long you’re sailing for, a little goes a long way.

Popular luxury yacht rentals in Puerto Rico among renters:

• boat rentals in San Juan, Puerto Rico
• boat rentals in Fajardo, Puerto Rico
• sailing in Puerto Rico
• private catamaran rentals in Puerto Rico
• San Juan sailboat charters

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• Cabo San Lucas, Mexico
• Key Largo, FL
• St. Vincent and Grenadines

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BELLAVENTURAS

Luxury catamaran sailing charters in puerto rico.

Relax and join us for one day of adventures, as we sail between fabulous beaches and coral reefs on the Spanish Virgin Island for great swimming and snorkeling.

• Hour Glass 6 Hours
• Users 6 Guests

Want to try another experience instead? Enjoy an all-inclusive trip and the five-star service of our crew as we treat you to the ultimate island experience, complete with sailing, snorkeling, swimming, beach combing, sunbathing, and more with our partner company, East Island Excursions!

CULEBRA SNORKEL & BEACH TOUR

A full day of cruising, snorkeling, exploring and a buffet lunch! Includes swimming and beach combing on Culebra’s world famous Flamenco Beach!

Icacos East Wind sailing

East island excursions.

Sail off the coast of Puerto Rico, enjoying beautiful views, to Icacos Island, where you can snorkel, beachcomb, or swim. Free time is followed by lunch and more snorkeling.

Icacos Zatara Sailing Catamaran BBQ and open bar

Sail to one of the small islands off the coast of Puerto Rico to snorkel, swim, beachcomb, or relax, then enjoy a BBQ lunch with an open bar.

• Hour Glass 1.5 Hours

SAN JUAN MINI BOATS ADVENTURE

Our most complete tour for those explorers who would like to glimpse into San Juan’s captivating history; have an adventure in the waters of the harbor at the helm of your own boat!

Top Rated Catamaran Experiences ★★★★★

This is our second trip with them and it was spot on again! They provide everything you just show up and enjoy the day.

We connected our phones to the music system and ran our playlists all day. None of us had done anything like this before, but we will definitely be back to do it again! Great value!

Excellent experience, we had catamaran to ourselves. Carlos and Ezekiel were great. We got vegetarian food - which is what we requested. And they even made Mohitos. We would very highly recommend them any day.

This is our second trip with them and it was spot on again! They provide everything you just show up and enjoy the day

Bellaventuras del Caribe, LLC offers catamaran sailing excursions, including snorkeling and paddle boarding. Discover the island from a unique place and get back in touch with nature as you admire a variety of coral, rays, turtles, and tropical fish. We encourage sailing using the wind power and invite you to sail with us through the wonderful Caribbean archipelago islands, cays, and islets comprising the Spanish Virgin Islands…

• 787-823-7245

We want you to have a blast on the Katarina!

We are completely in love with Rincón, its people, the ocean, and the island’s natural beauty, so we decided to make it our home and share it with everyone.

At Katarina Sail Charters we strive to make your sailing experience unique, as we would like for you to see and experience what we live every single day.  If this is your first visit to Rincón, or you’re a seasoned veteran or local, don’t miss a sail on the Katarina. Every trip has its charms. Locals and travelers agree it is the best, most affordable, and unique experience that Rincón has to offer. The Katarina is a 32ft catamaran that can carry up to seventeen (17) passengers and two (2) crew members. With twin Hulls for great stability, you will have smooth sailing with a 36ft mast and 4’ draft. We are Coast Guard Certified and Documented Vessel and also USCG Certified Captain and experienced Mate.

Morning Snorkel Sail

Afternoon Sunset Sail

Testimonials.

We had a great time on the Sea Reina private charter! Our family of four adults and two kids-the boat was super spacious. Captain Scott brought us to 2 killer snorkeling areas, and then showed us all the surf breaks on the north shore of Rincon. His wife even made us lunch, which was an extra bonus.🤙 highly recommend this charter!

— Amanda K.

We had an amazing time sailing around the coast and watching the sunset. Capt. Brian and Shane were a fantastic crew. The drinks were fabulous. DJ Brian brought his A Game with the playlist and whale facts. Shane’s snacks and service were top notch. The views were amazing. We can’t wait to come back next year and do it again! Thanks for a fabulous night!

Incredible experience! The crew is great and the food is fantastic. Charted complete catamaran for my daughter’s 16th birthday. She and her guests loved it. Rincón’s coast and beaches are beautiful. Geraldine was so helpful with the details and her crew is outstanding. 100% recommended.

— Ricardo R.

Boat Rental and Yacht Charter in Puerto Rico

Puerto Rico's vibrant culture and pristine beaches create a Caribbean escape that's hard to resist. With a seasoned skipper, explore lush rainforests, secluded bays, and indulge in the island's rich flavors.

18 boats available

Catamaran Lagoon 380 · 2018

Puerto del rey marina (fajardo), fajardo, puerto rico.

• 6 max. guests
• 11.6 m long
• Captain provided
• Full batten mainsail

• 3 bathrooms
• Crew included

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Catamaran Lagoon 420 · 2023

• 4 bathrooms
• 12.8 m long
• Captain optional

Sailboat Jeanneau Sun Odyssey 440 · 2019

• 2 bathrooms
• 14.05 m long

Catamaran Lagoon 46 · 2021

• 5 bathrooms

Sailboat Pearson 36 Sloop · 1969

Puerto rico, san juan, puerto rico.

• Semi batten mainsail

Catamaran Leopard 43 · 2006

Catamaran Lagoon 46 · 2025

Sailboat Jeanneau Sun Odyssey 440 · 2022

• 12.34 m long

Catamaran Lagoon 42 · 2024

Motorboat Arno Leopard 23 · 1998

• 13 max. guests
• 27 kn max speed
• 1,200 hp engine

Motorboat Princess V58 · 2006

• 12 max. guests
• 18.2 m long

Motor Catamaran Custom Built · 1998

Palmas del mar anchor village, humacao, puerto rico.

• 10 max. guests
• 11.58 m long
• 450 hp engine

Motorboat Hydra-Sports 3300 VX · 2008

Villa marina yacht harbour (fajardo), fajardo, puerto rico, exclusive deals.

Take your boat holidays to the next level with exclusive boat deals featuring free and exciting add-ons!

Frequently asked questions

Once we receive your request, we will confirm the availability of the boat, as well as check for alternative ones. To ensure your experience is the best it can be, we may contact you to discuss your request in detail. Let us do the research for you - free of charge.

You can get in touch with the captain as soon as you’ve completed your booking. Our captains are highly qualified and knowledgeable about their locality.

The Charter Fee is an additional, obligatory cost, which typically includes the end cleaning of the boat, home port fees, and linen & towels. The details of the charter fee differ depending on the boat, location and charter partner.

There are marina fees and fuel costs which vary depending on the type, duration and location of your sailing holiday. Marina fees need to be paid at each marina you choose to dock overnight - the amount varies but you may be able to find this information in advance by contacting the marinas directly. Fuel costs depend on whether you’re sailing a motorboat or a sailboat. You can estimate fuel costs by double-checking your chosen boat’s engine, and the expected distance you aim to sail.

Sailing Guide Puerto Rico

Charter a yacht in Puerto Rico for a fun boat vacation with your friends or family. Discover the stunning coastlines, the colourful buildings of San Juan and the breathtaking remote beaches.

Things to do and see when sailing in Puerto Rico

Puerto Rico has more to offer than its beautiful capital and the stunning beaches. Of course you can take your boat rental around the island and sail to other islands that are close by, but Puerto has a rich and interesting history that you can witness just by roaming around the streets of the island.

Activities in Puerto Rico

Rent a boat in Puerto Rico to get the full experience of visiting this paradise island state

Visit Culebra Island which is just 17 miles away from Puerto Rico and a true paradise. The island is only scarcely populated and therefore barely touched. While you get to see some of the most stunning beaches in the world, you should take the opportunity to stop by some of the beach tanks which are remnants of the time when Puerto Rico served as a naval base for the United States of America

Snorkelling in Puerto Rico is an amazing opportunity to discover the beautiful and rich wildlife underwater

Roam around the capital San Juan

Visit Castillo San Felipe del Morro , an old castle located just off the coast of the capital city that was built by the Spanish when they colonized the island

Castillo San Cristobal is even more impressive fort in Puerto Rico and known as the biggest fort in the New World

Walk along the Paseo de la Princesa to end a very relaxing evening

Need a break from sailing all day long? Go and see some art in the Museo de Arte de Puerto Rico

El Yunque National Forest is a magical place. Discover this tropical rainforest in all its glory. Beautiful waterfalls and stunning hiking trails are just waiting to be discovered by you

The green lawn in front of El Moro invites locals and visitors alike to fly a kite. How often have you done that since you were a child?

Visit Museo de Las Americas to learn more about the indigenous population of Puerto Rico

Beaches in Puerto Rico

Playa Flamenco offers turquoise waters and a white sandy beach where you get to enjoy a relaxing day with your family and friends. Sail to Culebra Island to discover this little piece of paradise.

Condado Beach is one of those beaches that look like paradise, but that are so overcrowded that you might consider going to a more secluded location. However, if you enjoy the hustle and bustle of a place like this while sipping on a drink, you will feel right at home

Playa Sucia is a wonderful beach located in a quiet bay. Swim in the turquoise waters and enjoy the peace and quiet you will find here. It gets less crowded than other beaches on the island

Restaurants in Puerto Rico

Casual dining in Puerto Rico:

Buns Burger Shop offers, you might have guessed it, burgers. Tourists and locals alike flock to this wonderful restaurant for a juicy burger and crispy fries.

Enjoy delicious tacos and nachos at Vagon . If you like fish, you should go for the fish tacos. A true delight for anyone who takes a bite

Kabanas is a cute little eatery where you can enjoy some tasty tacos and cocktails. Great prices for delicious food.

Beach restaurants in Puerto Rico:

CAÑA in Fairmont El San Juan Hotel offers seating indoors and outdoors. Chef Gonzalez is creating dishes inspired by the local Puerto Rican cuisine and mixing this with modern flavours. Enjoy the sea view from the terrace.

Numero Uno Beach House is located right on the beach. Sip on a tasty cocktail and eat a delicious meal feeling the sand underneath your toes. Hearing the waves break in the background will surely make you scream: I am on vacation!

Fine dining in Puerto Rico:

Marmalade Restaurant & Wine Bar : This is the perfect restaurant to enjoy Caribbean cuisine mixed with the best international cuisine. This is not the place to order a la carte as the menu is more like a tasting menu creating individual dishes to try. You surely like surprises if you decide to eat here.

Trois Cent Onze is an elegant restaurant serving European dishes. The highly praised duck breast is a must. If you still have room for dessert you can savour a mousse au chocolat.

Bars and Clubs in Puerto Rico

El Batey is a bar full of graffiti where you get to enjoy your beer in a relaxed atmosphere. It’s the perfect spot to get away from the glitzy bars and chic resorts for an evening

Patrick’s Irish Bar : Of course you can find Irish pubs around the world, but the one in San Juan is particularly fun. Juicy burgers and refreshing beers - do we have to say more?

Club Brava in San Juan is an amazing place for fun mainstream music and popular Latin tunes. Dance the night away to the best sounds

Explore historical Puerto Rico

The history of Puerto Rico starts around 430 BC, but takes a dramatic turn with the arrival of Christopher Columbus in 1493 on the island. Diseases that were previously unknown spread like wildfire among the indigenous population - amongst the exploitation by the Spanish and the involvement in war, it led to many deaths on the island. Due to its geopolitically strategic position, it became a playground for various European powers until 1898 - the year it fell into the hands of the United States. The country is still under US control until today.

Parque Ceremonial Indígena de Caguana is a park where many remnants of the indigenous population have been found. Stones with interesting paintings can be admired here. The plazas that have been discovered here, are known to have been used for all kinds of ceremonies. Similar sites can be found in Centro Ceremonial Indígena de Tibes .

Castillo San Felipe del Morro , a UNESCO world heritage site, was built in the 16th to protect the island from invaders - after the Spanish had conquered the island. You should visit the fort to learn more about its history AND to enjoy the most stunning view over the ocean as well as the island.

Discover mystical Puerto Rico

Every country, tribe or people have their own explanations on how the world was once created. The story of the indigenous people of Puerto Rico, the Taino, revolves around Atabei who was said to be mother earth who had two sons. One of her sons, Yucajú, turned this earth into a more beautiful place than the one his mother created. He is also said to have created the sun and the moon. He even created his own son, a cross between g’d and animal - Locuo. His brother became increasingly jealous and tried to destroy everything Yucajú had created. Lucky for him he had his son Locuo, who created the first woman and the first man. The Taino believed that they all descended from these first people on Earth. Isn’t it interesting that the same stories were told in different ways in other parts of the world as well? People are often much more alike than they think they are.

Sailing conditions in Puerto Rico

The tropical climate in Puerto Rico ensures that it stays warm all year round. An average temperature of 26 degrees is dominating the island. But beware: Hurricane season in late summer is probably not the best time to go out on a sailing adventure. We would recommend you to rent a boat in Puerto Rico between January and April. The temperatures are ideal and it stays dry. If you want to visit the island between May and October, you should expect a little bit more rain.

Puerto Rico is the perfect spot for a yacht rental in the Caribbean . You will find perfect wind conditions that allow for an unforgettable sailing adventure without dangerously rough seas. However, if you prefer to have a bit more of an adventure, you might consider sailing out into the open ocean - we would only recommend this option with a promising weather forecast and to experienced sailors. You might want to consider a boat rental with a skipper who knows the waters in this part of the Caribbean very well.

How much does it cost to rent a boat in Puerto Rico?

How much it costs to rent a boat in Puerto Rico depends on many factors like the season, the boat type, the size of the boat and how many people will join you on the boat rental. A bareboat charter will mostly be used for anyone travelling on a boat.

Renting a boat in Puerto Rico is not the cheapest kind of holiday, you will pay 321 EUR on average per person per day for a motorboat.

What type of boat is best for sailing in Puerto Rico?

What kind of boat you should rent for a sailing holiday in Puerto Rico totally depends on the type of boat vacation you would like to experience. If you aim to see all the wonderful remote beaches Puerto Rico has to offer, you would go for a different type of water vehicle than when you want the wind on your skin to make you feel completely free.

Rent a catamaran in Puerto Rico

Pros of renting a catamaran in Puerto Rico

One of the advantages of renting a catamaran in Puerto Rico is the fact that the shallow draft allows you to sail closer to the shore. This makes this type of boat the perfect yacht to discover hidden beaches and to anchor closer to the shore without any worries about hitting something that is hidden underwater. Especially the islands of Vieques and Culebra to the east of Puerto Rico are popular sailing destinations in this part of the Caribbean due to its untouched and incredibly beautiful sandy beaches.

Catamarans are also more stable than other types of boats - a great advantage for anyone who tends to get seasick easily. Standing on two hulls makes it the perfect boat rental for a family vacation.

Equipped with both an engine and a sail, you are well prepared for your sailing vacation in Puerto Rico. Use the sail to make the most of the winds, but use the engine when the wind stops blowing so that you don’t get stuck anywhere in the middle of the ocean.

One of the most popular catamarans to rent in Puerto Rico is the brand new Catamaran Lagoon 42 . Up to six people can sleep on the boat. For some extra fun, rent a SUP or a kayak in addition to the bareboat charter.

Cons of renting a catamaran in Puerto Rico

One of the downsides of renting a catamaran is its size. In high season it might become difficult to find a spot for mooring in the marinas. Rather than trying to find a spot in a marina to spend the night, you should try and find a quiet bay where you can anchor for the night and wake up to a beautiful sunset. This beats any spot in any harbour!

Rent a sailboat in Puerto Rico

Pros of renting a sailboat in Puerto Rico

With ideal wind conditions, renting a boat in Puerto Rico is the perfect choice for anyone who loves sailing over turquoise waters along the most stunning coastlines. While you get to enjoy some beautiful views in the Caribbean, the sailing experience is the most important factor in choosing a sailboat rental in Puerto Rico. Ideal wind conditions make it the perfect water vehicle in this part of the world.

Sail to the nearby islands of Vieques and Culebra or even further to the British Virgin islands . Feel the breeze on your face and anchor in some of the most beautiful remote beaches.

One of the most popular sailboats in Puerto Rico is Sailboat Jeanneau Sun Odyssey 440 , a 14 meter long boat that takes your breath away. Up to six people can sleep on the boat and you can rent the sailboat with or without a captain. If you don’t have a lot of experience sailing in the Caribbean, we would recommend you to hire a skipper or captain to navigate you through the sea.

Cons of renting a sailboat in Puerto Rico

Sailboats require more skills than driving a catamaran or motorboat. This might be one of the downsides if you lack the experience. However, practice makes perfect and with an experienced skipper by your side, you will become a professional in no time.

Another downside is the fact that sailboats are dependent on the wind. If the wind suddenly stops blowing, you might get stuck in the middle of the ocean without any option to move. This might be incredibly frustrating if you only booked your boat in Puerto Rico for a week.

Rent a motorboat in Puerto Rico

Pros of renting a motorboat in Puerto Rico

Renting a motorboat in Puerto Rico comes with many advantages. One of them is the speed. Motorboats are generally faster than other types of water vehicles, making them the perfect choice for anyone who wants to experience as much of Puerto Rico and the surrounding islands as possible.

Unlike sailboats, motorboats don’t have a keel. This makes them the perfect choice for anyone who wants to explore the hidden beaches and bays for a truly relaxed vacation. You can sail in shallow waters without worrying too much about hiding something underwater.

One of the most popular motorboats to rent in Puerto Rico is the Motorboat Hydra-Sports 3300 VX which includes a captain. Snorkeling equipment is already waiting for you on board for some extra fun on your sailing vacation in Puerto Rico. The 33 meter long yacht can host up to six guests, making it the perfect vehicle for an intimate vacation with your closest friends.

Cons of renting a motorboat in Puerto Rico

One of the downsides of renting a motorboat in Puerto Rico is the fact that their fuel is not the wind, but petrol. With the ever increasing prices, you might get a juicy bill for all the miles you sailed.

Unless you rent a luxurious motorboat, these types of boats are not necessarily known for their spacious cabins. You will definitely not spend your days hiding away under deck - you will definitely enjoy all the time you have on board with your friends sunbathing, snorkelling or swimming. After all, this is what a sailing vacation is all about, right?

Charter a luxury yacht in Puerto Rico

Charter a luxury yacht in Puerto Rico for a very special summer vacation. A luxury yacht offers all the amenities you could hope for while spending your holiday on a boat. Plenty of space, a sundeck to enjoy the sun and plenty of space to have dinner with all your friends who are joining you on this trip. One of our most popular private luxury yachts in Puerto Rico is Motorboat Princess V58 , a modern and speedy boat which includes the captain on your trip. Up to 12 guests can find space on this yacht, meaning that you can bring all your friends. Some of the amenities on board include a refrigerator, air conditioning, snorkelling equipment and loud speakers to get the party started. After all, what good is a boat party without the right music?

What kind of boat license do you need when renting a boat in Puerto Rico?

When sailing in Puerto Rico you don’t need a boat licence to operate a boat - unless you are a resident of the island state. For non-residents it is enough to present their ID and to ensure that they receive sufficient instructions on how to operate the boat that they are renting.

Sailing routes in Puerto Rico

One of the most scenic sailing routes around Puerto Rico is the one from Puerto del Rey on the east coast of the island back to La Chiva Beach . Start your journey in Puerto del Rey before heading out to Isla Palominos where you get to swim in turquoise waters and relax on a white sandy beach. Your next stop is Culebra, where you can sunbathe or go snorkeling. Flamenco Beach is popular with tourists. Snorkelling in the waters by Tamarindo Beach will be a once in a lifetime experience as you get to swim with all kinds of interesting wildlife, including rays and turtles. You will feel just like in Nemo . Your next destination is Bahia del Almodovar . Here you can safely moor on the mooring balls. Explore the stunning coastline before mooring for the night. In the morning head to Esperanza on the island of Vieques. The town is known for its stunning sea views and cute wooden houses. Your next stop is La Chiva Beach, also known as the Blue Beach where you get to relax with a stunning view of the sea. Next is Puntas Arenas, also known as the Green Beach due to its lush green surroundings. It is part of the Vieques National Wildlife Refuge .

Sailing Locations in Puerto Rico

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Yacht rental in the Caribbean

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• Puerto Rico Catamaran
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