charter sailboat in virgin islands

US Virgin Islands

A USVI yacht charter is a perfect blend of laidback relaxation, sophisticated shopping and dining, quaint towns, turquoise waters, stunning beaches and landscapes full of adventure.

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

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

Easy Wind Bareboat Charter in US Virgin Islands

• 35.3 Length Total
• 2 Cabins Total
• 2 Max. Guests
• Waypoints Yacht Charters
• Yacht Type: Sailing Monohulls
• Yacht Age: 2023
• Manufacturer: Dufour
• Model: Dufour 37 - 2 cab.
• Air Conditioning
• Water Maker

Island Girl Bareboat Charter in US Virgin Islands

• 3 Cabins Total
• 3 Max. Guests
• Model: Dufour 37 - 3 cab.

MY IRISH LADY Bareboat Charter in US Virgin Islands

• 38.4 Length Total
• 6 Max. Guests
• Virgin Islands Yacht Charters
• Yacht Type: Sailing Catamarans
• Yacht Age: 2020
• Manufacturer: Leopard
• Model: Leopard 39

MORALE COMPASS Bareboat Charter in US Virgin Islands

• Yacht Age: 2024
• Model: Bali Catspace OV

Clarity Bareboat Charter in US Virgin Islands

• 38.5 Length Total
• 4 Cabins Total
• 8 Max. Guests
• Yacht Age: 2019
• Manufacturer: Fountaine Pajot
• Model: Fountaine Pajot Lucia 40

Infinite Blue Bareboat Charter in US Virgin Islands

PEACEFUL SOL Bareboat Charter in US Virgin Islands

• Yacht Age: 2018
• Model: Lucia 40

QUARDA JEEPI Bareboat Charter in US Virgin Islands

• 39.1 Length Total
• 11 Max. Guests
• Dream Yacht Charter
• Yacht Age: 2022
• Model: Fountaine Pajot Isla 40 - 4 + 1 cab.

Island Curtisea Bareboat Charter in US Virgin Islands

• 4 Max. Guests
• Model: Fountaine Pajot Isla 40 - 4 cab.

TOLKIEN II_DB Bareboat Charter in US Virgin Islands

• 39.3 Length Total
• 10 Max. Guests
• Manufacturer: Catana
• Model: Bali 4.0 - 4 cab.

NOBLE SHADOW 2 Bareboat Charter in US Virgin Islands

• 40.0 Length Total
• Model: BALI 4.0

NANCYE IV Bareboat Charter in US Virgin Islands

• 40.4 Length Total
• 7 Max. Guests
• Model: Bali Catspace OW

SADALBARI _DB Bareboat Charter in US Virgin Islands

• 40.8 Length Total
• Manufacturer: Beneteau
• Model: Oceanis 41.1

CALYPSO Bareboat Charter in US Virgin Islands

• 41.0 Length Total
• 5 Cabins Total
• Model: Astrea 42

SeaSea Bareboat Charter in US Virgin Islands

• 41.3 Length Total
• Model: Fountaine Pajot Astrea 42

Maho Bareboat Charter in US Virgin Islands

• Yacht Age: 2021

KRUZEN Bareboat Charter in US Virgin Islands

• 42.0 Length Total

BELLATRIX Bareboat Charter in US Virgin Islands

• 9 Max. Guests
• Manufacturer: Lagoon
• Model: Lagoon 42 - 3 + 1 cab.

Request Confirmation

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.

Next Steps ...

Ready for the vacation of a lifetime, there’s no cost to you for our service.

   Privacy & Terms    |    Sitemap    |    Copyright © 2024  Virgin Island Sailing® All rights reserved   |     [email protected]    |     (800) 382-9666    |     (941) 966-9387    |    Tampa, FL   

12/12/18 - IYC Hurricane Recovery Update

Cruise the Virgin Islands

Iyc celebrates 42 years in the bareboat charter business, 1977-2019.

Celebrate this milestone, plan your next VI sailing vacation or discuss purchase management opportunities by visiting IYC owner Andrea King at the Annapolis International Sailboat Show from October 5-9, 2017! Andrea will be located at the Island Packet/Blue Jacket in the water display on Dock F2. To contact Andrea, please text or call (340) 344-2143.

Explore the Virgin Islands with IYC aboard the #1 cruising yacht in the most popular cruising ground in the world!

Since 1977, IYC has earned a reputation as the premiere Virgin Island charter company , offering exceptional personal attention and unequaled yacht quality. Sail one of our lovely Island Packets and enjoy the US and Spanish Virgin Islands as well as the British Virgin Islands.

Bareboat Charters

We take pride in the unique niche we have established in the bareboat industry primarily guided by the quality of our boats, our personal attention and the ideal fleet location in the U.S. Virgin Islands.

Crewed Vacations

There is no more relaxing way to visit the beautiful Caribbean than from your own, fully crewed, private yacht. Whether you're a first time sailor, or an experienced skipper, you'll enjoy exploring our island paradise in comfort and style.

Yacht Sales

The Island Packet represents the optimum balance of quality, comfort, performance, ease of handling and price. These qualities combined with their unequaled resale value make Island Packets the ideal charter vessel.

Island Packet 349 Named Domestic Boat of the Year

Built in Florida, the new Island Packet 349 takes top honors in Cruising World's Boat of the Year contest. Read the article

• Mediterranean
• South Pacific & Oceania
• South-East Asia
• Indian Ocean
• Northern Europe

Bareboat Monohulls

• Bareboat Motor Yachts

Bareboat Catamarans

• Crewed Yachts
• How our services work
• Multi-Database Searching
• Boat Charter Price Guidelines
• Free Charter Guide
• About Sail Connections
• Client Charter Reviews

Sail the US Virgin Islands

• Location Guide

Gateway to the Caribbean's Best Sailboat Destinations

The Virgin islands of the United States, as they are officially called, are a Caribbean territory of the USA that's a top sailing destination in itself, particularly around the two  northern islands of St Thomas and St John. Furthermore, the US Virgin Islands as they are more commonly known provide convenient access for US citizens, and people travelling to the Caribbean through US airports, to a wide range of other exotic tropical islands with highly-developed sailing charter services. In other words, one of the very best places to begin your Caribbean sailing holiday adventure. 

There's much to see and do on a sailing charter around St Thomas and St John. A little distant to the south is the largest island in the group, St. Croix, less visited and a half-day sail away. The most popular course out of St Thomas's Compass Point marina will take you east to St John and the fabulous Virgin Islands National Park, then beyond to the British Virgin Islands. It's just 22 nautical miles sailing from St Thomas to the eastern end of Tortola. But you won't want to do it in one day. there's far too much to experience along the way! 

There are numerous options for getting to the USVI and chartering a sail or power boat. Our Caribbean sailing experts are here to help you on your way. 

Discovering the US Virgin Islands by Sailboat 

Fly into Cyril E. King Airport on St. Thomas and it's a short drive east across the island to Compass Point marina. Pass through Charlotte Amalie and stop awhile to see the capital and main port. Or save that for later as part of your sailing itinerary and use it as a base for exploring the western half of St Thomas. Use American Yacht Harbor at Red Hook at the eastern end for more discovery around the island's marine reserve waters and idyllic Great St James island. Then sail east to nearby St John and its National Park. 

The Virgin Islands National Park covers more than half of St John's land area. The island is home to just over 4,000 people, compared to St Thomas's 52,000, so it's a place of peace and tranquility with plenty of anchorage space for everyone to spread out and enjoy it. Cruz Bay is the main port of entry and very busy with ferry traffic, while Coral Bay at the eastern end is a big harbor popular with cruisers. In between a number of bays both north and south at the heart of the national park have buoys for overnight stays.  

Take time out to explore the national park, for an appreciation not only of the natural environment but also the history and cultural remnants of these islands, once the Danish West Indies. That explains many of the place names you will encounter. 

If sailing south to St Croix, head for Christiansted and use that as a base for exploring the island, which is also packed with a quite fascinating history. It's more likely that your next ports of call will be in the stunning locations that are the British Virgin islands , where you can be with a couple of hours' sailing. 

With the US Virgin Islands being popular for cross-border charters, it's important to know your documentation requirements before you travel. Non-US visitors require a visa or visa waiver to enter the US Virgin islands. British Virgin islands authorities require a valid passport for short holiday stays. Charters to the Spanish Virgin Islands are normally done out of Fajardo in Puerto Rico . Before travelling west from USVI, check requirements and any restrictions on charters in that direction.

There may also be restrictions on sailing to St. Croix, depending on experience. 

Browse our yachts for charter in US Virgin Islands

Bareboat Motor Boats

Fully Crewed Yachts

Related blog posts.

The Virgin Islands: Who, What, Where?

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

The Sail Connections Guarantee

One contact - every option - advice you can trust.

• Matching any competitive offer
• Sourcing boats with discounts available
• Personalising our proposal just for you
• Qualifying the operator as well as the boat
• Advising without bias based on 25+ years of experience
• We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is jam-packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.

Yacht Chartering's Best Kept Secret

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

FIND YOUR YACHT!

Discover the spanish virgin islands, destinations.

Itinerary Puerto Rico

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

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

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

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

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

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

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

Client Reviews

Excellent service

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

Better Life

Excellent catamarans.

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

Fantastic charter company

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

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

Ready to Own a Yacht in the Caribbean?

We have select availability for placement of Lagoon Catamarans and Jeanneau Yachts into our fleet. Enjoy yacht ownership with the benefit of having your yacht earn revenue while you are not using it.

JOIN OUR NEWSLETTER AND STAY UP TO DATE

Thank you for your inquiry someone will contact you soon to answer all your questions.

Seas The Day Charters

Luxury day charters in st. thomas, usvi, private boat charters from st. thomas to st. john, st. thomas to water island and to the british virgin islands, winner 2023 tripadvisor travelers choice award, rated #1 outdoor activity by tripadvisor, winner 2022 best day sail charter company - vi daily news, a certified eco-business by virgin islands clean coasts, search available boat charters by date.

Luxury Catamaran Charters and Fast Powerboat Charters

Searching available activities for . . .

Showing Activities for -

Luxury Catamarans | Private Boat Charters

• Best Family Value
• Hour Glass 7 hours
• User All ages

Fun, Relaxing Catamaran Day Charters Aboard S/Y Mazu or S/Y Neptune

Experience a full day of sailing, snorkeling and beach hopping on a private boat charter. This full-day private boat charter is ideal for up to 8 guests who will enjoy the comfort and amenities aboard a Gemini Legacy catamaran. For groups larger than 8 guests, please call.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

• Up to 31 guests!
• Hour Glass 4-7 hours

Private Full and Half Day Charters Aboard Luxury Catamaran 41’ S/Y Argo

Book a private sailing catamaran charter from St. Thomas for up to 31 guests! Book a half-day or full-day charter and explore the US Virgin Islands! Snorkel, sail and beach hop with our experienced crew.

Depart on this St. Thomas boat charter from Havensight, St. Thomas—conveniently located near the cruise ship docks.

• Most Popular

Luxury Full & Half Day Charters Aboard Sailing Catamaran 47’ S/Y Pisces

Enjoy a private luxury catamaran boat excursion and discover the beautiful, quiet beaches of St. Thomas. Snorkel with stunning coral reefs full of fish and turtles. This boat charter is the perfect way to spend a day on the water in St. Thomas! Private boat charter for up to 12 guests.

Private Luxury Boat Charter – Full & Half Days Aboard a 50' Catamaran

Explore St. Thomas in style on a half-day or full-day charter on your own 50′ luxury catamaran yacht! You and your captain will design your perfect day of snorkeling and beach hopping in the Virgin Islands. All-inclusive, up to 12 guests.

Full-day boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club. Half-day boat charters depart from Red Hook, St. Thomas.

Shared Boat Charters From St. Thomas Snorkeling & Beach Hopping

• Hour Glass 4 hours

Snorkel & Swim with Turtles – Buck Island & Water Island Shared Boat Charter

Embark on a 4-hour shared boat charter experience to Buck Island and Water Island USVI from St. Thomas! Snorkel and swim with turtles at Turtle Cove and explore coral reefs that are home to tropical fish such as snapper, hamlets, parrotfish, surgeonfish, squirrelfish and other sea life. Then enjoy the beautiful white sandy Honeymoon Beach at Water Island.

Snorkel and Beach Catamaran Charter – Red Hook to St. John Shared Experience

Snorkel and explore colorful coral reefs full of tropical fish, swim with turtles then visit one of the prettiest beaches in the USVI. On this intimate, semi-private boat charter, up to 12 guests will enjoy a 4-hour snorkel and beach adventure to St. John. This USVI boat charter is a great way to enjoy a day on the water from St. Thomas.

Depart on this St. Thomas boat charter from Red Hook, St. Thomas.

• NEW SAIL AT SEAS THE DAY CHARTERS
• Hour Glass 1.5 Hours

Enjoy a Captivating Catamaran Sunset Sail from St. Thomas

Make memories to last a lifetime and enjoy a sunset sail aboard 41′ catamaran S/Y Argo. Your evening will include complimentary beverages, breathtaking views as the sun dips toward the horizon and lively music. Sailing at sunset is a truly extraordinary experience. Whether you’re seeking a romantic backdrop for a special moment or enjoying quality time with family and friends, our friendly and professional crew is dedicated to elevating your experience.

Depart on this St. Thomas boat charter from Havensight, St. Thomas.

Fast Powerboats | Private Boat Charters

Island flyer private catamaran – fast, fun beach hopping and snorkeling charters.

Spend a full day with friends and family on a private boat charter touring the USVI aboard M/V Island Flyer, a 36′ Blue Planet Power Catamaran. Snorkel with colorful fish and coral, swim with sea turtles and beach hop throughout the U.S. Virgin Islands.

Depart on this USVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas.

Fast Powerboat M/V Poseidon – Private Half & Full Day Boat Charters

Explore the U.S. Virgin Islands in style aboard M/V Poseidon, our 36′ TwinVee power catamaran. Swim with sea turtles and see amazing fish and colorful coral! Private boat charters from St. Thomas to St. John or Water Island and the many other surrounding islands and cays for up to 12 guests.

Full-day USVI boat charters depart from Red Hook, St. Thomas, Cruz Bay, St. John, Lovango Resort and Beach Club or Havensight, St. Thomas. Half-day USVI boat charters depart from Red Hook, St. Thomas.

U S V I Private Powerboat Charters on 31' M/V Aquarius

Book a private charter from St. Thomas to St. John or Water Island and snorkel the many cays and beautiful beaches of the U.S. Virgin Islands. Cruise through the USVI on this fast private powerboat or explore at a more leisurely pace; the choice is yours. Half-day and full-day boat charters are available for up to 12 guests.

Private Full-Day Boat Charter Aboard M/V Hydra, a Luxury Power Catamaran

Take a luxury private charter and experience the Virgin Islands aboard M/V Hydra. This spacious 40′ Gemini power catamaran offers extensive seating both on the bow and shaded aft deck. M/V Hydra is fast, dry and a whole lot of fun! Up to 12 guests will enjoy beach hopping and snorkeling in the turquoise waters of the Virgin Islands.

• Hour Glass 8 hours

Private Day Trip to the British Virgin Islands – Aboard 31' M/V Aquarius

Island hop to the BVI on a full-day private charter to Norman Island, Sandy Spit, Jost Van Dyke and other fun destinations in the British Virgin Islands. M/V Aquarius can accommodate up to 12 guests. Passports are required.

Depart on this BVI boat charter from Red Hook, St. Thomas, Cruz Bay, St. John or Lovango Resort and Beach Club.

British Virgin Islands Private Charter Aboard 36' M/V Poseidon

Enjoy a full-day private boat charter for up to 12 guests to the British Virgin Islands aboard our TwinVee PowerCat M/V Poseidon. Snorkel, beach or barhop – you and your captain will plan your perfect itinerary for your group. Passports are required for all guests.

• Captains Only
• Hour Glass 6 hours
• User Captains Only

15' Luxury Center Console Runabouts

Seas the Day Charters USVI has four luxury 15-ft runabouts available for rent to qualified captains. These 15-foot rigid inflatable boats (RIBs) feature 40 HP Yamaha engines, center console configuration and custom cushioned seating behind helm, in front of helm and on the bow.

Depart on this St. Thomas boat rental from Red Hook, St. Thomas.

Search Available Charters By Departure Location

Red hook, st. thomas boat charter departures.

View Charters »

St. John Boat Charter Departures

Havensight, st. thomas boat charter departures, lovango boat charter departures, private charters from st. thomas to st. john, st. thomas and the british virgin islands, winner 2022 best day sail charter company – vi daily news.

Initial Public Offering Announcement

AMDI plans to conduct its initial public offering (IPO) through the New York Stock Exchange American with the symbol ‘AMDI’ through its underwriter, Kingswood Investments, a division of Kingswood Capital Partners, LLC (or Kingswood), which is acting as the sole representative of the underwriters. AMDI anticipates a public offering price between $3.50 to $4.50.

AMDI is a maritime tour activity and attractions operator with the following wholly-owned operating units: Seas the Day Charters in the U.S. Virgin Islands, Tall Ship Windy in Chicago, Illinois and Paradise Adventures in Panama City Beach, Florida. The Company plans to use the proceeds of its IPO to acquire Paradise Yacht Management and Charter Smarter in the U.S. and British Virgin Islands and the Bahamas.

Interested parties may subscribe to the IPO or obtain a prospectus and more information at Webull .

You may also obtain the Company’s prospectus and other information at the SEC website .

Seas The Day!

2023 Tripadvisor Travelers Choice Award Winner!

We are a full-service charter company based in St. Thomas, US Virgin Islands that works tirelessly to ensure you and your guests enjoy your time while in the USVI. From private day sails and shared charters, explore the US Virgin Islands or experience fast and fun trips to the British Virgin Islands, we ensure you and your party have fun and stay safe!

We employ only the Islands’ best talent; our captains are all highly certified with the vessels they sail and our first mates have years of experience aboard luxury sail vessels taking care of guests and the well-being of the boat. You are in superior hands when you board a Seas the Day Charters USVI watercraft.

At Seas the Day Charters USVI we prioritize environmental conservation and sustainable practices. We are proud to be recognized as a certified Eco-Business by the Virgin Islands Clean Coasts.

Make the Most of Your Days in the Virgin Islands with Seas the Day Charters

Book directly online & save money, winner 2023 tripadvisor travelers' choice award.

Captain Kyle and Henry were fabulous! This activity made an incredible vacation fabulous! Kyle and Henry made everyone comfortable and make the trip fun. Kyle even gave us some history of the landmarks we saw. I would recommend Kyle and Henry and this boat ride as a must do!

This day was great and so was the boat and the captain. We had our family of 4 and we went out with Brian for a full day around St John. We had such a great time and he was the nicest person and so easy to talk to. He also knew alot about the island and its history. He also made the best rum punch. (best we had while on the island for a week) BEST DAY WE HAD ON VACAY. Highly recommend this company for your boat day needs and ask for Brian.

What a great time we had. Wedding went well, and the snorkeling at water island. They took us where we saw sea turtles and stingrays. The captain and Rachel we such great hosts, so attentive and just so nice. We all enjoyed our half day tour. Can’t say enough good things about them!

We spent half day celebrating our friends one-year Wedding Anniversary on Pisces catamaran! It was such an amazing time; Captain Connor and his first mate Chelsea were excellent! It was tranquil and quite relaxing; I will certainly use them again when ever my family and friends visit us in St. Thomas! I will also recommend Seas the Day Charters and Tours to my Airbnb guests!

What an incredible day!! Captan Bryan is amazing and probably the best captain we’ve ever had! He listened to basically what we wanted to do and then crafted the itinerary to perfection. We circumnavigated St. John and he took us to some of the most beautiful spots for snorkeling and just relaxing in the water. His superb timing got us to Lime Out for lunch at JUST the right time to secure us the best Lilly pad in the house! He was personal and informative and took the trip (which would have been great by itself) to the next level. Highly recommend!!

We had an absolutely fabulous day with Glenn! Truly, it could not have been better! Glenn is a very experienced sailor and very knowledgeable about the Caribbean. He is also a great guy and we all thoroughly enjoyed hanging with him for the day. We snorkeled at several great spots in the BVI, visited Willie T's and Soggy Dollar.

Whenever we visit St John "Boat Day" is always everyone's favorite day of the the vacation. This year was fabulous! We are a 3 generation family of 11 with six kids ages 9 and under. Captain Alex and First mate Aaron found out exactly what we like to do and they made it happen. The snorkeling was amazing, lunch from the pizza boat was delicious and fun and the time out on the water all day cannot be beat. Thank you Seas the Day and especially to Alex and Aaron. Our day really could not have been better!!!

An amazing experience to St. John! We went to snorkel at 2 different places that were both beautiful! Captain Greg and Coleman were amazing and so nice. They answered all of our many questions about the island and gave us the best information. They were so knowledgeable! We never felt rushed and we felt like they wanted to give us the best experience possible. The boat was so clean and the snorkeling gear was great. Very professional. This is the charter to book!

The Only Way to Experience the Virgin Islands

Enjoy the sights, sounds, and beauty of the virgin islands while aboard a custom-built 2021 sunreef 60, the premier all-around sailing leisure yacht..

Gracious Getaway

Gracious is the newest sailing yacht in the Virgin Islands and is the ideal yacht for exclusive getaways. She was designed with you in mind and built to give you every luxury you expect with the comforts of feeling at home.

Outdoor Spaces

With an oversized flybridge & forward lounge, Gracious has you covered to enjoy the views, sun, and breezes of the islands.

4 Luxury Staterooms

An owners oversized King Suite and 3 Queen Suites. All staterooms are equipped with your own private bathroom.

Onboard Chef

Our onboard chef will make sure your dietary requests are met. Enjoy world class meals in the most relaxed environment ever.

Experienced Captain

Gracious is fortunate to have one of the most experienced Captains in the islands, making sure you have an enjoyable experience with us.

Relax and Enjoy

You will have the opportunity to enjoy world-class meals in the most relaxed environment ever. From fresh-squeezed juices in the morning to homemade desserts at dinner, dining in the cockpit will be a highlight of your trip with views provided by the beautiful scenery of the Virgin Islands; you’ll never want to dine anywhere else. From breakfast to dinner, this view never gets old.

Choose your adventure and trip duration for your charter. Then relax under the sun and stars. Make new friends, experience island life, and have fabulous sailing vacation stories to share.

 Ready to Book Your Getaway?

Yachting in US Virgin Islands

Powdery white beaches ringed by crystalline blue Caribbean waters, the Virgin Islands are the epitome of paradise. Spend the day in the warm sea exploring the local reefs, or visiting the neighbouring islands. Sail to St. John and anchor in Trunk Bay with its pearly white sand and clear waters, swim along St. Thomas’ coast or venture through the colorful coves and granite boulders of The Baths in Virgin Gorda.

44' Lagoon

50' Bavaria

37' Intrepid

52' Sea Ray

57' Najad Yachts

43' Midnight Express

65' Swan

50' Sea Ray

37' Midnight Express

50' St. Francis

58' Viking Princess

65' Johnson

64' Lagoon

82' Azimut

67' Fountaine-Pajot

101' Hargrave

Why charter a yacht in us virgin islands, boat rental in us virgin islands, explore us virgin islands’ secluded spots with a luxury yacht charter, .css-1uazooj{display:-webkit-box;display:-webkit-flex;display:-ms-flexbox;display:flex;-webkit-align-items:center;-webkit-box-align:center;-ms-flex-align:center;align-items:center;width:100%;outline:2px solid transparent;outline-offset:2px;transition-property:var(--chakra-transition-property-common);transition-duration:var(--chakra-transition-duration-normal);font-size:1rem;-webkit-padding-start:var(--chakra-space-4);padding-inline-start:var(--chakra-space-4);-webkit-padding-end:var(--chakra-space-4);padding-inline-end:var(--chakra-space-4);padding-top:var(--chakra-space-2);padding-bottom:var(--chakra-space-2);padding:10px 16px;}.css-1uazooj:focus-visible,.css-1uazooj[data-focus-visible]{box-shadow:var(--chakra-shadows-outline);}.css-1uazooj:hover,.css-1uazooj[data-hover]{background:var(--chakra-colors-blackalpha-50);}.css-1uazooj[disabled],.css-1uazooj[aria-disabled=true],.css-1uazooj[data-disabled]{opacity:0.4;cursor:not-allowed;} .css-1pkhz46{font-size:var(--chakra-fontsizes-sm);font-weight:600;-webkit-flex:1;-ms-flex:1;flex:1;text-align:left;} how do i book a yacht on yachtlife .css-g5ledl{width:1em;height:1em;display:inline-block;line-height:1em;-webkit-flex-shrink:0;-ms-flex-negative:0;flex-shrink:0;color:currentcolor;vertical-align:middle;font-size:8px;}, when is my payment collected is it refundable.

Once you confirm your reservation, your broker will process your payment.

• If you are booking for a single day and your reservation is confirmed more than 7 days in advance, a deposit of either $1,000 USD or 50% of the total cost of the reservation (whichever is greater) is processed immediately in order to hold the yacht. Once your embarkation date is 7 days away, the remainder of the amount due is processed.
• If you are booking for a single day and your reservation is made 7 days or less in advance, the total price of your reservation is processed immediately.
• If you are booking for a multi-day charter and your reservation is confirmed more than 30 days in advance, a deposit of 50% of the cost of the yacht is processed immediately in order to hold the yacht. Once your embarkation date is 30 days away, the other 50% is collected for the price of the yacht, plus the APA, plus the taxes due.

Terms of refunds are dictated by the Charter Agreement. Generally, once a payment is collected, it is non-refundable. In certain circumstances, as dictated by the Charter Agreement, credits can be provided so you will be able to enjoy your yacht charter at a future date that is convenient for you.

Why is there a 3% credit card convenience charge?

Are my payment details saved on the app, what if your servers get hacked is my payment information really safe.

VIRGIN ISLANDS YACHT CHARTERS

[email protected], 340-776-8492, st thomas fleet and compass point marina.

Virgin Islands Yacht Charters has the newest charter fleet in St Thomas and is conveniently located at the East End of the island in Compass Point Marina.  From here you can experience some of the best sailing in the world.   We truly love these magnificent cruising grounds and thrive on being able to share that love with our guests.  Our entire team has sailed these waters extensively and have dined at most of the restaurants, shopped the shops, hiked the trails, and know all the hidden gems, as well as pitfalls. We are familiar with the local happenings, places to avoid and things you just can’t miss depending on the time of year you are vacationing here.  All of our beautiful boats are available for charter year round, even during off-season.

From the moment you inquire about booking your vacation with us until you reluctantly step off the boat at the end of your charter, you will be treated with the utmost care and attention throughout the entire planning process. 

We'll look forward to welcoming you to our little piece of paradise and your home away from home!

PAU HANA 2019 FP Lucia 40

3 Staterooms / 2 Electric Heads

Generator & Air Conditioning

3 Staterooms + 2 Electric Heads

PEACEFUL SOL 2018 FP Lucia 40

MY IRISH LADY  2020 Leopard 40

3 Staterooms /3 Electric Heads

NOBLE SHADOW 2   2023 Bali Catspace 4.0

4 Staterooms /4 Electric Heads

MORALE COMPASS   2024 Bali Catspace 4.0

CALYPSO  2022 FP Astrea 42

4 Staterooms /4 Electric Heads/2 Spacious Showers

KRUZEN II  2021 FP Astrea 42

PEACH PARADISE   2018 Helia 44

4 Staterooms/4 Electric Heads

SEA MONKEYS  2022 Elba 45

SWEET & SALTY  2018 Helia 44

BIKINI BOTTOM  2023 FP Elba 45

LADY LUCK   2022 Lagoon 46

3 Queen Beds/3 Electric Heads

SOLAR WINDS   2023 Bali 4.6

4 Queen Beds/1 Bunk Room/ Electric Heads

INTEGRAL SOLUTIONS SYSTEM

Fully Air Conditioned

SUN AND STARS 2020 Saona 47

4 Queen & 1 Double Bunk/5 Electric Heads +Skipper's Quarters

1 Master Suite with Queen Bed & Ensuite Bathroom

3 Queen Beds with Ensuite Bathroom

1 Super Single/Separate Bathroom Across Hallway

5 Quiet Flush Electric Heads in Total

PHOENIX  2020 Saba 50

3 Queen Beds/3 Quiet Flush Electric Heads

Separate Skipper's Quarters

HOURGLASS  2020 Saona 47

1 Master Suite with Spacious Bathroom

3 Double Beds with Ensuite Bathroom 

Quiet Flush Electric Heads Separate Skipper's Quarters w/Wet Head

VAYU  2017 Saba 50

4 Queen Staterooms & 2 Double Bunk Rooms

6 Electric Heads

Full size side-by-side Freezer/Fridge

ALWAYS SUNDAY  2022 Bali 4.8

6 Staterooms/6 Heads

HAPPY ENDING  2023 Bali 4.8

BIG BERTHA  2023 Lagoon 50

4 Queen Staterooms with Ensuite

2 Double Sleeping Quarters w/Separate Bath

Incredibly Large Owner's Suite

4 Electric Heads

LE' LA II  2022 Aura 51

4 Staterooms/4 Heads

Coming Soon!

FOR YACHTS WITH CAPTAIN AND CHEF, PLEASE CLICK THE LINK BELOW

Check this page regularly for new yachts coming to our fleet., compass point marina, east end, st thomas.

Compass Point Marina is conveniently located on the East End of the island, making for a quick and easy sail to St John, St Croix, and the BVI. 

Within our marina you will find a couple of easy dining option.  Dive Bar is a small, quaint island favorite serving burgers, brat, spicy chicken sandwiches, and fresh fish when available.    Open air with a local flair.

New to the marina, you'll find a nice place to grab a cup of coffee or easy breakfast sandwich in the mornings, or lunch options to take along.

Red Hook is only a 5 minute cab ride away if you're looking for a few more options or alot more night life.  

Please use a modern browser to view this website. Some elements might not work as expected when using Internet Explorer.

• Why Charter Homepage
• Luxury Yacht Vacation Types
• Corporate Yacht Charter
• Tailor Made Vacations
• Luxury Exploration Vacations
• ALL 3,617 Yachts For Charter
• Motor Yachts
• Sailing Yachts
• Classic Yachts
• Catamaran Yachts
• Special Offers
• by Destination
• Yacht Reviews
• Destination Guides
• Inspiration & Features
• Mediterranean Charter Yachts
• France Charter Yachts
• Italy Charter Yachts
• Croatia Charter Yachts
• Greece Charter Yachts
• Turkey Charter Yachts
• Bahamas Charter Yachts
• Caribbean Charter Yachts
• Australia Charter Yachts
• Thailand Charter Yachts
• Dubai Charter Yachts
• Destination News
• New To Fleet
• Charter Fleet Updates
• Industry News
• Yacht Shows
• Corporate Charter
• Charter Advice
• Why Use a Yacht Broker
• Charter Costs Explained
• Add my yacht
• Yacht Charter Destinations
• Virgin Islands

• Ideas & Tips
• Itineraries
• See & Do
• Eat & Drink

329  Crewed Luxury Yachts for Charter in the Virgin Islands

Virgin Islands Yacht Charters

The British Virgin Islands (BVIs) and the U.S. Virgin Islands yacht charters are widely considered to be two of the world's finest cruising destinations. Having long attracted discerning travellers, the waters which surround the picturesque island chains boast outstanding views and enjoy a year-round warmth. Virgin Island yacht charters are particularly popular during the winter charter season, a stunning selection of mega yachts can regularly be seen cruising around this world-famous Caribbean island paradise.

British Virgin Islands luxury yacht charters

Commonly referred to as ‘the BVIs’,  British Virgin Island yacht rental vacations are popular for  sailing yacht  charters. Indeed, with steady trade winds, calm waters, and bright blue skies, there a few places better to unfurl a sail and enjoy the experience of being carried along by nature. As well as being a paradise for the intrepid sailor, the BVIs are also a perfect destination to explore from the comfort of a motor yacht . The vast array of untouched bays and dive sites, for example, are all easily accessible to motor yachts no matter how large they may be. Typically, those visiting the area on board a yacht will also make time to enjoy the mainland attractions found on Tortola. The largest of the British Virgin Islands, this destination boasts a remarkable selection of restaurants, bars, and boutique stores. Equally popular amongst the SuperyachtSet, Virgin Gorda and Jost Van Dyke are home to well-equipped harbours and suitably positioned anchorages.

US Virgin Islands luxury yacht charters

Lined with white sand beaches which look out across cobalt blue waters, renting a yacht in the US Virgin Islands  is simply bliss. Just as revered as their British neighbours, the major islands here include St Croix, St Thomas , and St John. Usually, superyacht charters in the U.S. Virgin Islands will begin and end at St Thomas as the main port is located here. The capital of the islands, Charlotte Amalie, is also located on St Thomas and is home to a range of outstanding bars and restaurants. With numerous historic towns, national parks, and romantic retreats found around the surrounding islands, there’s plenty to see and do in this part of the world. Ideal for families as well as groups of friends, a charter vacation in the U.S. Virgin Islands can be styled to meet the needs of any party configuration.

Yacht charter itineraries in the Virgin Islands

A yacht charter itinerary in the Virgin Islands can combine both the US and British Virgin Island. The pristine beauty of St. John is a popular starting point for charters here, and will include stunning hotspots like Norman Island, Tortola, Peter's Island, Virgin Gorda and North Sound.

Planning your luxury yacht charter in the Virgin Islands

When planning a private yacht charter vacation in either the BVIs or the U.S Virgin Islands, consider what kind of activities you’ll be keen to try out. If you’re interested in snorkelling, for example, you might want to think about heading out to the British Virgin Islands. On the other hand, if you’re more inclined towards hiking trails and untouched beaches, the U.S Virgin Islands might be a more appropriate choice. To find out more about the incredible possibilities on offer, be sure to take a look at our example itineraries here .

Chartering a private yacht in the Virgin Islands

For more information about renting a luxury charter yacht in the Virgin Islands, you'll need to get in touch with your preferred Yacht Charter Broker . They will be able to help plan your dream itinerary, combining your desires with recommendations about the best time to visit this idyllic destination.

Crewed Charter Yachts in the Virgin Islands

• My Yacht Shortlist
• Save My Search
• Main Photo Main Photo
• Interior Interior
• Lifestyle Lifestyle
• Most Relevant

Image View Options

Length Options

Currency Options

Sort Search

• View Shortlist
• Save Search

91m   Lurssen

from $1,400,000 p/week

115m Lurssen

115m   2021

from $2,822,000 p/w eek ♦︎

Black Pearl 14

105m Oceanco

105m   2018

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $760,000 p/w eek ♦︎

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,520,000 p/w eek ♦︎

97m Feadship

97m   2017/2022

from $1,737,000 p/w eek ♦︎

CC-Summer 12

95m Lurssen

from $1,303,000 p/w eek ♦︎

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,075,000 p/w eek ♦︎

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

90m Oceanco

90m   2018/2024

89m Oceanco

from $1,100,000 p/w eek

89m   2015/2023

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $537,000 p/w eek ♦︎

Victorious 12

85m Ak Yachts

from $868,000 p/w eek ♦︎

Alfa Nero 12

81m Oceanco

81m   2007/2021

from $728,000 p/w eek *

Elements 12

80m Yachtley

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

from $480,000 p/w eek

Stad Amsterdam 28

76m Damen Oranjewerf

76m   2000/2009

from $102,500 p/w eek

Huntress 12

76m Lurssen

76m   2009/2022

from $725,000 p/w eek

75m Admiral Yachts

from $977,000 p/w eek ♦︎

75m Abeking & Rasmussen

from $880,000 p/w eek

from $988,000 p/w eek ♦︎

74m Nobiskrug

74m   2008/2013

from $564,000 p/w eek ♦︎

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus 12

73m Picchiotti

from $813,000 p/w eek ♦︎

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

72m   2010/2023

from $600,000 p/w eek

70m Feadship

from $650,000 p/w eek

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $592,000 p/w eek ♦︎

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

68m Icon Yachts

68m   2010/2020

from $540,000 p/w eek

67m Benetti

from $680,000 p/w eek

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

67m Alloy Yachts

67m   2011/2019

from $353,000 p/w eek ♦︎

66m   2014/2023

66m Rossinavi

from $637,000 p/w eek *

65m Benetti

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Resilience 12

Silver Angel 12

65m   2009/2015

from $425,000 p/w eek

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek *

Lady Britt 12

63m Feadship

from $465,000 p/w eek *

North Star 12

63m Sunrise Yachts

from $430,000 p/w eek

Soundwave 12

63m Benetti

from $706,000 p/w eek ♦︎

Utopia IV 12

63m Rossinavi

from $505,000 p/w eek

Baton Rouge 12

63m Icon Yachts

from $456,000 p/w eek ♦︎

Lucky Lady 10

63m Oceanco

63m   2002/2022

from $310,000 p/w eek

Nora 18 8 12

62m Icon Yachts

62m   2013/2019

from $490,000 p/w eek *

62m Viareggio SuperYachts

62m   2009/2023

62m Feadship

from $440,000 p/w eek *

Sorrento 12

62m Benetti

62m   2010/2020

from $345,000 p/w eek

Mary-Jean II 12

62m   2010/2023

from $320,000 p/w eek

61m Abeking & Rasmussen

61m   2012/2022

from $646,000 p/w eek ♦︎

Top Five II 12

61m Hakvoort

from $550,000 p/w eek

Blue Moon 12

60m Feadship

60m   2005/2021

from $395,000 p/w eek

Bella Vita 12

60m Lurssen

60m   2010/2022

Come Together 12

60m Benetti

from $470,000 p/w eek

Book with Ease - Speak with a Charter Expert

Our charter experts will:

• Discuss your vacation plans
• Check availability & shortlist suitable yachts
• Negotiate booking & prepare your itinerary

Enquire now for yacht availability & free consultation.

Crewed Luxury Yachts in the Virgin Islands

Virgin Islands Yacht Search:

• Bubble name

Yacht Amenities

As Featured In

The YachtCharterFleet Difference

YachtCharterFleet makes it easy to find the yacht charter vacation that is right for you. We combine thousands of yacht listings with local destination information, sample itineraries and experiences to deliver the world's most comprehensive yacht charter website.

San Francisco

• Like us on Facebook
• Follow us on X
• Follow us on Instagram
• Find us on LinkedIn
• Add My Yacht
• Affiliates & Partners

Popular Destinations & Events

• St Tropez Yacht Charter
• Monaco Yacht Charter
• St Barts Yacht Charter
• Greece Yacht Charter
• Mykonos Yacht Charter
• Caribbean Yacht Charter

Featured Charter Yachts

• Maltese Falcon Yacht Charter
• Wheels Yacht Charter
• Victorious Yacht Charter
• Andrea Yacht Charter
• Titania Yacht Charter
• Ahpo Yacht Charter

Receive our latest offers, trends and stories direct to your inbox.

Please enter a valid e-mail.

Thanks for subscribing.

Search for Yachts, Destinations, Events, News... everything related to Luxury Yachts for Charter.

Yachts in your shortlist

Sign up and

GET 20% OFF

Your first boat rental

Welcome to Sailo !

Your code is:

Enjoy 20% off

• Explore boats
• Text (910) 447-2456 Call (910) 447-2456

Departure date

Trip duration, multiple days (less than 1 week), weekly trip show boats that have weekly prices. most weekly boats outside of the us are available only saturday to saturday., boat length: 5ft -, manufacturer, boat build year: -, weekly trip, price: $ - $, 12 usvi sailboat charters & rentals in virgin islands.

US Virgin Islands

boating guide

In addition to the best offers we have for boat and yacht charters in U.S. Virgin Islands, see also options available for rent in these nearby locations:

• 318 boat rentals in Coral Bay, Emmaus, St John, USVI
• 318 boat rentals in Benner, St Thomas, USVI
• 318 boat rentals in Contant, Cruz Bay, St John, USVI
• 318 boat rentals in Lovenlund, St Thomas, USVI
• 318 boat rentals in Anna's Retreat, St Thomas, USVI
• 318 boat rentals in Red Hook, St Thomas, USVI
• 318 boat rentals in St. Thomas, Charlotte Amalie, Anna's Retreat, St Thomas, USVI
• 318 boat rentals in St Thomas, Charlotte Amalie, Anna's Retreat, USVI
• 318 boat rentals in St John, USVI
• 318 boat rentals in Cruz Bay, St John, USVI

Try U.S. Virgin Islands Sailboat Charters on Sailo!

Choosing a USVI sailboat charter? Enjoy a one-of-a kind experience on the water by sailboat rentals in the U.S. Virgin Islands on Sailo! Whatever your sailing style: from experienced skipper, fishing fanatic or thrill seeker, to those who just want to relax on deck with your family or friends, you’ll be spoiled for choice. Rent a sailboat in Virgin Islands with Sailo for a memorable day trip or a sailing vacation to remember.

Our finest collection of sailboat charters in the USVI

U.S. Virgin Islands by a sailboat rental is the perfect destination to explore from Sailo! Following a thorough vetting process, we offer a total of 108 charters in this location, available with or without captain. Take your family or friends on an amazing sailing trip by a yacht charter in USVI to enjoy the coastal landscape or watch a sunset, practice watersports, go fishing or simply relax and make the best of your staying outdoors.

How to choose the right USVI sailboat rental?

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

How much does it cost to rent a sailboat in the USVI?

You can charter a sailboat in U.S. Virgin Islands for a day for an average of $1100. The average price for a weekly USVI sailboat rental is $7342. Your total budget for a boating trip in U.S. Virgin Islands depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in U.S. Virgin Islands.

Can I pay in installments for my Sailo USVI sailboat rental?

A lot of our boat owners allow payment in installments, particularly for the weekly charters. First installment is always charged at the time the booking is confirmed. To find out if a boat has an installment plan, reach out to the boat representative and ask details via 'Message Owner' before you submit the booking or check out the Payment Schedule at top of the booking page.

Tips for responsible boating

If you’re looking to explore our beautiful planet, renting USVI sailboat charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto:  'Take only photos, leave only wake'  (OK, so we paraphrased). To be a responsible sailor, remember:

• Don’t disturb coral or sealife
• Take your trash home (and don’t throw anything in the sea)
• Respect the locals and their customs wherever you go

Read more about responsible boating.

Popular locations for renting the Caribbean yacht charters :

• BVI yacht charters
• St. Thomas boat charters
• Boat rental in St. John, USVI
• Tortola boat rentals

Popular boat types among renters in the Caribbean Islands:

• Caribbean catamaran charters
• Caribbean sailing vacations
• BVI catamaran charters
• Sailboat charters in BVI
• Catamaran rentals in St. Thomas
• U.S. Virgin Islands sailboat charters
• Tortola catamaran rentals & charters
• Tortola sailing charters
• BVI motor yacht charters
• FAQ and Policies
• Accessibility Statement
• Boat Rentals
• Boat Calculator
• Discover Boating
• Community questions
• Referral Program
• Vivre: Furniture & home decor
• British Virgin Islands
• La Paz, Mexico
• Cabo San Lucas, Mexico
• Key Largo, FL
• St. Vincent and Grenadines

experience the

Vcy difference.

Family Owned & Operated Luxury Bareboat Fleet. Chartering the BVI and Caribbean since 1996.

Bareboat Yacht Charters

VCY offers a stunning fleet with a wide variety of modern power catamarans for bareboat charter. Our personally curated fleet is exceptionally maintained, and features some of the newest and most luxurious options from world-leading brands such as Fountaine Pajot, Leopard, Aquila, Horizon, Bali, Lagoon and Azimut - just to name a few!

Luxury Crewed Yacht Charters

VCY is a CYBA certified charter yacht broker for Luxury Crewed Yacht Charters in the BVI and across the Caribbean. Let our expert team help you select the perfect yacht for your luxury charter and then sit back while the crew provides you and your guests with the trip of a lifetime.

Featured Yachts

Flexible on dates.

20% Off all Bareboat Charters booked for travel before December 31st.

Horizon FD85

• 10 Max Guests

Fountaine Pajot Samana 59

• 8 Max Guests

Perfect Landing

Tail lights, azimut 116 grande.

• 12 Max Guests

Leopard 51PC Power Catamaran

Fountaine pajot 48' powercat, caribbean cat.

• 9 Max Guests
• 6 Max Guests

Sunseeker 86'

Lagoon 63 powercat, let us organize your tailor-made bvi holiday.

We are here to simplify your life. Start your British Virgin Islands adventure now by telling us about your upcoming vacation plans!

The British Virgin Islands

Consisting of 13 major islands and even more minor islands, this Caribbean-based British territory is an exploration adventure down the Sir Francis Drake Channel. With line of sight navigation and beautiful blue Caribbean waters, this charter destination is unmatched.

Experience Yacht Ownership

Join our growing community of yacht owners who enjoy not only chartering but reaping the benefits of owning and chartering their own boats through the British Virgin Islands.

What Customers Are Saying

"Excellent Staff, Dedicated Team!"

Excellent staff, have never seen a more dedicated team to making sure your vacation is perfect.

"VCY was the absolute best"

We have chartered several times in the BVIs, and our experience with VCY was the absolute best. The boat was in great condition and the service start to finish was fabulous. We will be back!

"Friendly, Professional & Accommodating!"

Our charter yacht was nearly new and well maintained. VCY was responsive whenever we had questions during our charter as well. Highly recommended!

"Best vacation we have ever taken!"

VCY was fantastic!! They answered every question, helped with all the travel details. Booked us taxis to and from the airport and even got us reservations for a special birthday dinner. We will absolutely be back!

"Exceptional Experience with 1st Class Crew!"

Highly recommend this organization… they were even able to accommodate a last minute itinerary change due to tropical storm “Beryl”!

"Best Week of My Life!"

Virgin motor yachts lined us up with a great Captain and assisted with all the details in preparation. I am already planning to come back in November.

"All Around 1st Class Customer Service"

Our 3rd year with Virgin Motor Yachts and we are starting to plan our trip for next year. An excellent vacation covering 7 islands over the 10 days.

"Search No Further VCY Is It!"

If I were to write everything good about our experience with VCY…I would need another week on their CAT on the BVI!

"Better Than We Could Have Ever Imagined"

From the planning stage to last day of our trip, we could not have asked for any better experience. Alexia and crew were wonderful to deal with.

"Another Amazing Week With VCY"

Amazing customer service. Highly recommend VCY ahead of the other two big companies on the island with very little customer service.

Sailing the Virgin Islands: Airbnb & VRBO Catamaran Charters

The idea of sailing in the Virgin Islands might conjure up images of celebrities and private yachts.  But it’s one of the Caribbean’s best secrets that you can sail the Virgin Islands on a catamaran or sailboat from Airbnb and VRBO.  Plus, sailing is the best way to explore the white sand beaches, gorgeous scenery, and snorkeling that make the Virgin Islands famous.  Get advice for choosing a sailing charter, plus hacks for day trippers and solo travelers!

After I did a liveaboard snorkeling trip while traveling solo in Thailand, my family decided they wanted in on the adventure.  But as we considered closer options in the Caribbean, we realized that most were large boats with mixed snorkeling and scuba diving groups.  Soon, though, I hit upon a solution: for about the same per-person cost, we could charter a private catamaran to sail the Virgin Islands.

Experienced sailors can hire a “bare boat” charter, where your group skippers, navigates, and cooks for themselves.  But luckily for those of us that don’t know our leeward from our aft, it’s also possible to charter a boat with a captain and crew.  In this guide I’ll share the easiest way to charter a boat and what to expect, the best sights of the US and British Virgin Islands, and all the tips you need to plan an amazing vacation.

Don’t miss my tips on the best Airbnbs in St. Thomas and Airbnb St. John stays to extend your trip!

Pin this Guide to Virgin Islands Sailing Charters for later!

This article contains affiliate links. If you click through and make a purchase, I might earn a commission, at no additional cost to you. Thanks for your support in this way! Learn more in my Disclosure Policy .

Virgin Islands Sailing Charter Quick Tips

• I’ll share more individual options later in the article, but these links can give you a preview of costs, options, and availability of Virgin Islands sailing charters, including the one we chose: Airbnb Virgin Islands Charters | VRBO Virgin Islands Charters | Guiding Light Charter
• And if you’re a solo traveler or looking for a hack for sailing the Virgin Islands on a budget, check out small group sailing tours from G Adventures
• For USVI or BVI sailing day trips rather than a full vacation, check out these tours with great reviews and online booking:

In this Guide to Sailing the Virgin Islands

Virgin Islands Overview | Booking a Charter | When to Visit | Airbnb Charters | VRBO Charters | BVI Sights | USVI Sights | Getting to the Virgin Islands  | Virgin Islands Sailing Packing Tips

Virgin Islands Sailing Overview & Planning

What to expect sailing in the virgin islands.

How does a totally effortless vacation sound, with your only decisions being when to eat, snorkel, lounge, and drink tropical cocktails?  What about falling asleep to the gentle motions of the boat and sound of waves, then waking up with views of blue sky and turquoise waters from the portals?  

If you choose a Virgin Islands charter with a captain and crew, you can completely relax! It’s common for couples to crew boats together and take care of everything.  If you choose a boat with just a captain, you’ll likely pick up some sailing skills helping out.  And members of your group can pitch in to take turns preparing meals and cleaning up.

For those who haven’t spent much time on a boat, the living space might be smaller than you expect. But you’ll have the ocean and beaches for your playground every day, and can arrange the itinerary to go ashore for dinners at low-key beach restaurants.  In short, pack bathing suits, sunscreen, cover-ups, and casual dresses, and leave the heels at home!  (More packing tips later!)

Love the USVI? Be sure to check out my guide to the best Airbnbs in St. Thomas!

Airbnb St. Thomas Virgin Islands: Budget to Luxury Beach Escapes

Advice on the best Airbnb St. Thomas stays for a tropical escape, from budget condos to mid range resorts & luxury villas for a group. Includes bonus tips on the best beaches, sights, and tours for planning your getaway.

About the Virgin Islands

Did you know there are actually three different groups of Virgin Islands?  Well, I didn’t, until I took this trip!  The British Virgin Islands are the most popular and well-known.  Made up of over 50 islands, the BVI are some of the least-developed spots in the Caribbean, but their largest islands are renowned as luxury destinations.  The beautiful beaches and party bars of Jost Van Dyke are here, as are the picturesque grottoes of the Virgin Gorda Baths.

Just 20 miles away lie the US Virgin Islands, known as “America’s paradise.”  Its three islands – St. Thomas, St. John, and St. Croix – each has a different attraction for travelers.  St. Thomas is famed as a luxury getaway, while the island of St. John is ⅔ undeveloped. Still, there are tons of things to do in St. John , including a national park perfect for snorkeling and hiking.  Further south, St. Croix offers colonial history and tours of the Cruzan Rum distillery in addition to spectacular snorkeling.

The Spanish Virgin Islands are actually part of Puerto Rico, so the name is a holdover from when the island belonged to Spain.  In the SVI, you’ll find the unspoiled beaches of Culebra and a bioluminescent bay in Vieques.  Many travelers here say that these islands remind them of the quieter BVI of years past.  

US residents can travel in the USVI and SVI without a passport, but will need one to enter the BVI.

Booking a Virgin Islands Sailing Charter 

In both the BVI and USVI, there are companies that exclusively provide sailing charter rentals.  If you want a bare boat charter, one of these companies is likely the best option, as they can advise on all the options and considerations for your trip.

However, for a crewed boat, I found that the easiest way to arrange a Virgin Islands charter was to use a site like VRBO or Airbnb.   Both offer online reviews, and their bookings follow the same policies as regular vacation rentals on those sites.  You can also message with the host before you book to ask any questions.

I’ll share more recommended options later in this guide. I always recommend always booking through a reputable company, so that you have assistance should you need it.

How Long Should You Stay in the Virgin Islands?

Depending on the length of your trip and options from your captain, you might be able to see all of the Virgin Islands.  On our one-week Virgin Islands itinerary, we didn’t have time for the Spanish Islands, but easily saw all of the best sights of the BVI and USVI.

Because you spend most of your time on the boat, in the water, or on a beach, you’ll get a lot of sun on this trip!  One week was enough for me, with my fair skin and tendency to turn into a lobster.  If you plan to stretch your trip to 10 or 14 days, just keep this in mind when you plan your itinerary and pack.  You’ll have more time to spend ashore at stops than we did, which will help.

Be sure to read my snorkeling packing list for tips on reef-safe sunscreen, dry bags, UPF clothing and more gear for your trip.

The Best Time to Visit the U.S. and British Virgin Islands

High season in the Virgin Islands is December through April, when most of us are looking for an escape from cold winter weather!  Hurricane season begins in June and lasts until November.  Luckily, sunshine is plentiful year round, with daytime temperatures in the high 80’s and nighttime temps in the 70’s. 

If you can travel in May – June or November – early December, the shoulder seasons, you’re likely to find more availability and cheaper rates.

We traveled at the end of April and the weather was nearly perfect, except for a storm that caused my mom’s flight to be re-routed through Puerto Rico.  Luckily she made it onto a small puddle jumper (complete with bawking chicken sounds coming from the hold!) and met up with us just a few hours late.  The weather for the rest of the trip was picture-perfect.

Check weather averages for your dates from Holiday-Weather.com .

Choosing a Boat: Monohull (Sailboat or Sailing Yacht) or Catamaran

When choosing a boat, you’ll have considerations such as the number of people in your group, the layout of the boat, and your own personal preferences.  Some might want the adventure and experience of a “real” sailboat, while others would prefer a steadier trip with more space and luxuries aboard a double-hulled catamaran.   

While I love the romance and classic adventure of a sailboat, I ultimately prefer a catamaran for a multi-day trip.  They offer more room, usually with a living room between the two hulls.  Double hulls also make catamarans more stable, lessening seasickness and making it easier to walk on the deck.  There’s also netting between the hulls at the front of the boat, which creates an amazing place to relax over the water and watch sunsets!

More luxurious boats have ensuite bathrooms for each cabin; in general, the boats accommodate 2-8 guests.  Be sure to check the layouts of your choices before you book.

What’s Included in A Virgin Islands Sailing Charter?

The short answer: it depends.  Each charter listing will include all the details, and you can also clarify additional points before you book. Some rates include all costs, which makes it easier to evaluate; these usually have a set base price which increases depending on the number of travelers.  There might be watersports equipment included like snorkels, water noodles, and paddleboards, which helps you pack less.

It’s common that “provisions” aren’t included: these are all the food, drinks, and groceries you’ll need.  Provisioning can be arranged through your booking company or captain, or you can shop for it yourself.  We chose to pay our captain to provision his boat, but stopped at a local shop to pick up some extra rum and preferred liquors!

Additionally, there could be other extras such as fuel, water, national park permit, etc.  Be sure to check the details of each listing and clarify any points so you can compare your options.

USVI and BVI Sailing Charter Easy Bookings

These options below all have good reviews as well as availability calendars and online bookings.  Note that if they begin in the BVI, it’s still possible to visit the USVI, and vice versa depending on what you agree on with the captain or host.  The USVI and BVI are only about 20 miles apart – but keep in mind that you will need to bring a passport to travel between the two countries!

Airbnb Sailing Charters

Check out these sailing charters for the US and British Virgin Islands from Airbnb. If you prefer to search for your own options on Airbnb, specify a boat under the “unique stays” option. But keep an eye out for bookings that are only lodging: some boats remain at the dock or don’t include sailing.

VRBO Charters

VRBO is another top vacation rental site, and has many options to book sailing charters in the BVI and USVI . Check some of their best-rated charters including the one my family and I booked, the Guiding Light.

Guiding Light Catamaran Charter

• Yacht 800 sq. ft.
• Bedrooms: 3
• Bathrooms: 3
• Min Stay: 5 nights

BVI Catamaran Charter Boat

• Bedrooms: 4
• Bathrooms: 4
• Min Stay: 3–7 nights

Vivo Catamaran Charter: Luxury at an Affordable Price

• Bedrooms: 5
• Bathrooms: 5

Sea Witch 58 Foot Luxury Pearson Sailing Yacht

• Bathrooms: 2
• Min Stay: 2 nights

Crewed All-Inclusive Luxury 5 Star Catamaran

• Yacht: 1080 sq. ft.

Best Sights for Virgin Islands Sailing

Wondering what the top sights are in the BVI and USVI?  Check out these ideas for your Virgin Islands sailing itinerary.

BVI Top Sights | Sights for Sailing in the British Virgin Islands 

The baths on virgin gorda island.

The huge, smooth grey boulders and clear turquoise waters of The Baths are one of the most-recognizable sights of the BVI.  This national park is a must-see spot for Virgin Islands sailing.  Swim in from the bay to snorkel and explore the grotto and calm pools. You can hike from the top of The Baths to the picturesque Devil’s Bay, at Virgin Gorda’s southwestern end.

Jost Van Dyke

The smallest of the four main islands of the BVI, Jost van Dyke is rumored to have been named for a Dutch pirate that used the island’s harbours as a hideout.  The island is accessible by ferry service and private boats, as well as cruises that dock and shuttle passengers ashore.  White Bay is a gorgeous white sand beach with many bars like the Soggy Dollar, home of the famous Painkiller cocktail.  On the east side of the island, visit the Bubbly Pool, a natural jacuzzi formed by waves rushing over the rocky shore.  At the Great Harbor, have dinner and drinks at Corsairs restaurant and popular Foxy’s bar.  Nearby, hike and snorkel at Sandy Cay, a tropical deserted island surrounded by a barrier reef.

Soper’s Hole, West End, Tortola BVI

Soper’s Hole in Tortola’s West End is one of the places where you can clear customs and immigration from the USVI to the BVI.  It has a colorful marina with restaurants and shops which are a good spot for souvenirs.  If you need provisions, stop in at Harbour Market.  Be sure to check out Pusser’s Landing, a bar and restaurant which also claims to be the birthplace of the Painkiller! You should definitely try both to see if you prefer theirs or the Soggy Dollar’s. 😉

Cane Garden Bay, Tortola

Cane Garden bay is the most popular beach on Tortola, with calm turquoise waters and a beautiful crescent beach.  Swimming, windsurfing and other water sports are popular here, as well as the lively bars and restaurants that line the beach.  Tour the nearby Callwood Rum Distillery, where they’re producing rum the same way they did 200 years ago.

Norman Island & The Indians

Norman Island is a BVI gem rumored to have inspired the Robert Louis Stevenson classic “Treasure Island.” Snorkel right into the high cliff face at the island’s famous caves which are full of marine life.   Nearby, you can also snorkel on the Indians, a dramatic series of rocks as you approach Norman Island.  The water on one side of the Indians is deep, but the reef is full of colorful coral, sea fans, and marine life.  The Indians are a must-see spot for BVI sailing.  At Norman Island’s protected anchorage area known as “the Bight,” visit local bars and restaurants including the floating bar Willy T’s and Pirates Bight restaurant.

The RMS Rhone is a shipwreck that sank in 1867 during a category 3 hurricane.  Now, the wreck site and surrounding waters are the Rhone National Marine Marine Park.  This is an amazing site for scuba diving, but it’s possible to snorkel as well since the water is very clear.  Much of the vessel is still intact.

Top USVI Sights | Sights for Sailing in the US Virgin Islands

Virgin islands national park, st. john.

Virgin Islands National Park occupies ⅔ of the island of St. John. Many of the beaches are fringed by coral reefs. They include Trunk Bay, with an underwater snorkeling trail including guide signs with information on the coral and sealife.  The beach here has been voted one of the most beautiful in the world!  Annaberg Plantation has the ruins of an 18th-century sugar plantation, which visitors can tour to learn more about the plantation’s role in the African slave trade as well as how it produced sugar, molasses, and rum. Trails through tropical forests lead to the ruins of Reef Bay Sugar Mill, in the south.

Cinnamon Bay Beach, St. John

Cinnamon Bay Beach is one of the most beautiful and pristine beaches within the National Park. It’s the longest beach on St. John, with a half mile of white sand plus palm trees and sea grapes for shade.  Snorkelers can explore the small cay located less than 100 yards off the shoreline. This beach is still recovering from Hurricane Irma, and doesn’t have any restaurants.

Buck Island, off St. Croix

Off the coast of St. Croix lies uninhabited Buck Island, 175 acres of protected land surrounded by 19,000 acres of the Buck Island Reef National Monument. The barrier reef is a nesting area for three species of sea turtles, and also has an underwater trail through coral and sea fans.

Leinster Bay & Waterlemon Cay, St. John

Waterlemon Cay is tiny island in Leinster Bay, and a top snorkeling spot on St. John with many species of coral, fish, and marine life.  A strong current sometimes runs on the north side of the cay, so use caution snorkeling there.  On the south side, find longspine sea urchins, many fish, and hard and soft corals.  This was another of my favorite snorkeling spots on our trip!

Salt Pond Bay, St. John

Salt Pond Bay has a beautiful crescent shaped beach with calm, clear waters.  This is a more secluded beach, as it’s further from tourist spots, and also a quarter mile hike from its parking lot.  Salt Pond Bay is one of the top snorkeling locations on St. John, and has access to hiking trails that provide views of the island. 

Maho Bay, St. John

Maho Bay is a popular spot to see sea turtles. The seagrass beds in the middle of the shallow bay provide a habitat for the green sea turtles.  There are also reefs at the eastern and western ends of the shore with hard and soft corals and many tropical fish species.

Sandy Point, St. Croix

Sandy Point is a pristine beach on the southwestern tip of St. Croix that is also a national wildlife refuge.  If it looks familiar, it was featured in the movie “The Shawshank Redemption.”   The 400-acre reserve is a habitat for leatherback sea turtles.  Since it’s a wildlife reserve, there are no beach bars or services here – just uninhabited beaches.

Magens Bay, St. Thomas

Beautiful Magens Bay is one of the most popular beaches in the USVI, with a mile-long stretch of sand with calm clear waters.  It’s known as a spot for snorkeling with sea turtles as well as paddleboarding and other water sports.  Relax at the beach bar and restaurant  for a drink and a snack.

Getting to the Virgin Islands for a Sailing Charter

Us virgin islands airports, ferries and taxis.

There are two major airports in the Virgin Islands: Cyril E. King Airport on St. Thomas (STT) and Henry E. Rohlsen Airport on St. Croix (STX).  Most charters start from St. Thomas.  

Check flights to St. Thomas STT | Check flights to St. Croix STX

There is a ferry that runs from St. Thomas and St. John between Red Hook and Cruz Bay .

At the airport, exit to find a taxi stand outside.  Taxis are priced per person based on your destination.  Many run like a shuttle, in a large van with other travelers.  Get an idea of rates and destinations here .

If you’d like to pre-book a private transfer, here are some options with online bookings and good reviews:

British Virgin Islands Airports & Transportation

There are two ways to get to the British Virgin Islands. The first is to fly directly to Terrance B. Lettsome International Airport on Tortola (EIS), formerly Beef Island Airport. The second way is to fly to Cyril E. King airport in St Thomas in the US Virgin Islands (STT) and then take a ferry to Tortola, BVI.  Most charters in the BVI depart from Tortola.

• St Thomas to Tortola Ferry

Inter-Island Ferries

There are many ferry services within the Virgin Islands . 

What to Pack for Your Virgin Islands Sailing Charter Vacation

As I mentioned before, a sailing vacation is very casual!  I recommend packing at least 2 bathing suits as well as a rashguard shirt with UPF (Ultraviolet Protection Factor) to protect you from the sun.  If you’re an avid snorkeler, you might even want UPF capris so that your backside doesn’t get burnt (true story) . A dry-bag is a must-have for trips ashore.

Also, there won’t be much room onboard, so be sure to bring a soft-sided bag rather than a regular suitcase.  Get my full packing list for snorkeling trips and liveaboard adventures and check out my list of favorite gear .

More Recommended Gear for Your Trip

Safety note: uscg approved life jackets for kids.

Your charter will surely provide life jackets for all passengers, but it’s especially important for children to have a life jacket (or personal flotation device – PFD) that is meant for their age, size and weight and approved by the US Coast Guard (USGC).  USGC ratings specify that jackets for infants and small children should have a padded head support, grab handle, and crotch strap to keep it from riding up (and the child from slipping out). 

Get more info here and tips from REI including getting kids used to jackets ahead of time at home.  Note: water wings, float suits, and similar items are meant for supervised play.  US law requires that children under 13 years of age must wear their lifejacket, unless below deck.

Pin this guide to BVI & USVI Sailing or share with a friend!

The Haphazard Traveler is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com. As an Amazon Associate I earn from qualifying purchases.

Save for later or share with a friend!

I was a travel hot mess, but I got better! I kept the name and now blog my best tips for culture + adventure travel from around the globe. Follow along for travel advice, destination guides, and photography from faraway lands and at home in Washington, DC.

Travel Writer | Photographer | Licensed Drone Pilot Member, Society of American Travel Writers (SATW)