all inclusive yacht charter us virgin islands

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.

Why Choose a Crewed Yacht Charter

A crewed yacht charter vacation checks all the boxes for the ultimate vacation!

Stress-free : Very little planning – the crew takes care of everything. Freedom : No schedule – choose your level of relaxation and activity. Refresh : The water, sun and beach is always like balm to the soul. Fun : Drink, eat and play!

CREWED YACHT PRICES

Planning Essentials

The best destination.

While yacht charters are offered worldwide,  the most popular charter destination is the Virgin Islands . The Virgin Islands consists of two island groups – the British Virgin Islands and the US Virgin Islands. Your itinerary may include one of these island groups, or both, depending on the yacht’s registration. Our Charter Experts will assist you in choosing the best yacht for the itinerary you desire. Either way, the Virgin Islands as a whole is highly attractive because of the close distances between islands and therefore the protected, easy sailing waters. White sandy beaches are in abundance, as well are the cold Caribbean cocktails. The local environment is friendly and  every island has its unique personality  – whether there’s an infamous beach bar or amazing mountain view… the sunset is always breathtaking!

Next … Best Yacht Type

The Best Yacht Type

Catamarans are the most popular types of yachts . They are spacious with roomy cabins, bathrooms and inside lounging areas. Outside where you’ll spend most of your time there are covered dining areas, several places for sitting and lounging in the sun or shade, and great access to the water at the back end.

In addition to being spacious, catamarans are also stable sailing yachts which makes sailing both  fun and safe . These crewed catamarans are outfitted with amenities to keep you comfortable – air conditioning, great sound systems, and some have additional entertainment features like TVs and gaming systems.

Next … Choosing The Best Crew

Choosing the Best Crew

There are a lot of excellent choices, so choosing the best yacht and crew to suit your group can be overwhelming. The absolute most beneficial thing you can do is speak to one of our Charter Experts .

They each have decades of experience working with yacht charters, meet as many crews in person as possible and work with the management companies daily. We only book the  yachts we know are delivering excellent charters  and that have the support of a trustworthy management company.

Without utilizing their extent of knowledge and experience, there could be some crucial details that you miss. There is no fee for our expertise – we’ll assist you with booking the best yacht, ensuring you get the best rate and will assist you throughout your planning process. 

What’s Included

Meals included.

The menus are customized to your group . The most common feedback we get from clients is how impressed they are with the meals. Whether you prefer healthy meals or to splurge for an indulgent vacation, you’ll be served delicious meals that satisfy your palate and your senses! 

You’ll complete a preference form in advance which is very detailed about your likes, dislikes, favorite types of foods, etc. The chefs are very experienced and often formally trained so that they can accommodate special requests and dietary restrictions, plus enjoy creating an impressive presentation.

Alcohol Included

Alcohol is included  on crewed yachts in the Caribbean – wine, beer and liquor are included as part of the “ship’s bar”.

You’ll complete a preference form in advance to ensure the crew stocks the bar accordingly. The higher end luxury yachts will have a larger budget to include  fine wines and premium liquors . The mid-priced yachts often also include premium liquors, depending on the quantities of all beverages requested. The more economically priced yachts will include good quality local brands of alcohol.

Of the thousands of crewed yacht charters we’ve arranged, it has been very rare that clients request more alcohol than what’s included – we know you drink more when you’re on vacation!

Water Toys Included

When you see the inviting clear blue sparkling water of the Caribbean Ocean, you just can’t resist jumping in! All the yachts are equipped with  snorkeling gear  to explore the many lively coral reefs,  kayaks and / or stand up paddle boards  for exploring the anchorages and a  variety of floats  for your afternoon chill sessions.

Every yacht has a dinghy for transportation from the yacht to shore, and pulling any towable toys. The larger the yacht, the more water toys will be included – water skis, wakeboards, seabobs, and so on. Scuba diving is offered from many yachts for an additional fee.

Additional Costs

The cost of a crewed charter does not include:

• Anything you do ashore – drinks at a local bar, island tour, souvenirs.
• Flights and transfers to the yacht.
• Dockage if requested, though not common as the yacht typically anchors just offshore.
• Cruising tax & port fees – depending on the cruising area there may be a small cruising tax & port fee.
• Gratuity for the crew. The industry standard is15%-20% of the charter fee. The crews work hard to ensure your vacation exceeds your expectations.

Crewed Yacht Prices

The crewed yacht charter fee is based on the yacht’s size & age , experience level of the crew and the amenities on board.

Average Price Ranges

• Lowest $9,000-$12,000
• Shared Yachts $4,000/couple
• Lowest $11,000-$14,000 Popular $15,000-$18,000
• High End $20,000-$26,000
• Lowest $16,000-$18,000
• Popular $20,000-$24,000
• High End $25,000-$32,000
• Lowest $20,000-$23,000
• Popular $24,000-$30,000
• High End $34,000-$50,000
• Lowest $25,000
• Popular $30,000-$40,000
• High End $45,000-$70,000
• Lowest $33,000-$35,000
• Popular $40,000-$50,000
• High End $65,000-$100,000

Lower Budget Strategies

Charter for less nights.

First, you can consider chartering for 6 nights . The weekly charter fee is for 7 nights and would be prorated equally for 6 nights. This strategy only works for 6 nights because for 5 nights there is a surcharge that makes the rate only a couple hundred dollars less than the rate for 6 nights. While 7 nights is the optimum amount of time on board, a fulfilling itinerary is definitely possible during 6 nights!

Share the Cost

The sweet spot for the best per person rate is a group of 6 or 8 . Therefore, consider increasing or reducing your group to 6 or 8 guests. If you are a couple looking for a luxury yacht vacation, consider a Shared Yacht Charter . If you have a large group of 12 or more, we can assist you in comparing the price of two 6-8 person yachts for a tandem charter versus one large yacht.

The best value and most popular yachts are always the yachts that are booked first. The best value doesn’t always mean these are the lowest priced yachts, but instead means you get the most value for your money. For example, if a 52′ catamaran and a 45′ catamaran both charter for $25,000.

No Half Board Option

It’s a common misconception that by choosing a “half board” option you will save money . A half board option means that instead of all meals being included in the charter cost, that 7 meals (combination of lunches and dinners) are not included and therefore the upfront charter rate is reduced. However, this doesn’t save money overall because while the charter fee is reduced by approximately $25-$30/meal, the meals at local restaurants will cost $40-$50/meal. The quality of the meals on board is excellent, but you may have a desire to experience some of the local restaurants. In that case, we recommend “local fare” which only excludes 3 meals.

Why Book With Virgin Island Sailing®

Virgin Island Sailing® has been in business for 35 years and is the top Caribbean charter broker . There are many advantages to booking with such a well-established and connected charter broker. Here are a few …

Experience & Partnerships

Our Charter Experts each have 10-30 years of experience arranging successful crewed yacht charters worldwide. They will listen to your requirements and recommend high quality yachts and crews.

They have relationships with crews that have been in the industry for years and meet as many new crews in person as possible. They tour the yachts at yearly broker-only boat shows and communicate daily with the yacht management companies.

Virgin Island Sailing® is the top Caribbean charter broker and therefore our partnerships are crucial in ensuring you have an exciting, adventurous, and hassle-free sailing holiday.

Best Rates & Concierge Service

Our goal is to ensure you get the best rate for the vacation experience you desire. There are no additional fees for booking or credit card payments when you book with us.

Each of our clients is treated like a VIP by our Concierge Team with a complimentary cruising guide book & planning package by mail. You will also have an online portal with a personalized vacation planner to access your booking details.

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.

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Why Fall Is Your Best Bet for USVI and BVI Yacht Charters

Listen up, sailing enthusiasts. johnny nash may have sung, “i can see clearly now the rain is gone…”, but when it comes to yacht charters, we’re singing a different tune: .

“I can sail clearly now the storm is gone!”

That’s right. As soon as the Caribbean hurricane season slows down in October, you’ll find the bright skies and great weather welcoming in the prime time for yacht charters. 

With an eye toward opening our bases in mid-October, you’ve got a golden opportunity to experience the best of the area, including a combination of both the USVI and BVI island groups. 

Take it from us – don’t just stick to one! This fall, you can easily hop between the USVI and BVI for an unforgettable Caribbean adventure. Now’s the time to lock in your charter, the top boats, and the best dates for the upcoming season.

Why November in the Caribbean Is Calling Your Name

We’re not going to sit here and tell you that the winter isn’t a great time to sail in the Caribbean. 

What we will say is that it’s far from the only time… and it may not even be the best time. For many of our team here at Waypoints Yacht Charters, November is the sweet spot for Caribbean yacht charters, and here’s why:

• Perfect sailing weather without the crowds
• Steady winds
• Warm water without excessive heat
• High-performance yacht availability

Plus, here’s a kicker – you’ll likely find lower rates and you won’t be fighting for anchorages. It’s like having VIP access to the islands. 

Local festivals kick off around this time, too (sign us up for the Crucian Coconut Festival !), so you’ll get a real taste of island life without the tourist crush.

Make The Most Of Your Charter With A Combined USVI and BVI Itinerary

While we’re fans of both USVI yacht charters and BVI yacht charters , this time of year presents an opportunity to take advantage of both. 

Below, we’re presenting two sample itineraries to help jumpstart your fall planning. The first one takes you from the USVI toward the BVI, and the second starts in the BVI then heads to the USVI.

Using The USVI Base AS Your Launchpad

Our USVI base is your gateway to both the American and British Virgin Islands. 

You’re positioned for easy access to some of the Caribbean’s best spots right from day one.

7-Day USVI to BVI Itinerary

• St. Thomas to St. John – Kick things off with a quick sail to Caneel Bay. Check out the old sugar plantation – it’s like stepping back in time.
• St. John to Jost Van Dyke – Cross into BVI waters and hit White Bay. The Soggy Dollar Bar’s Painkiller is legendary for a reason.
• Jost Van Dyke to Norman Island – This uninhabited island might be “Treasure Island” in real life. Snorkel the caves and pretend you’re hunting for buried gold.
• Norman Island to Peter Island – Peter Island’s beaches are postcard-perfect. Treat yourself to dinner at Oceans Seven – the food’s as good as the view.
• Peter Island to Virgin Gorda – The Baths aren’t just rocks and water – it’s nature’s obstacle course. Bring your camera.
• Virgin Gorda to Anegada – This flat coral island is a change of pace. The lobster dinners on the beach are worth the trip alone!
• Anegada to Tortola – Wrap it up at Nanny Cay Marina. You’ll be plotting your return before you even dock.

7-Day BVI to USVI Itinerary

On the BVI side , Nanny Cay Marina on Tortola is a sailor’s playground with everything you need to kick off your BVI yacht charter in style. 

Our team there knows every trick in the book to get you out on the water fast and fully prepped.

• Tortola to Cooper Island – Start easy with a hop to this eco-friendly spot. The Beach Club’s sunset drinks are a must.
• Cooper Island to Virgin Gorda – Check out the rebuilt Bitter End Yacht Club. It’s like the phoenix of sailing resorts.
• Virgin Gorda to Anegada – Snorkel the Anegada Reef. It’s like swimming in an aquarium, but better.
• Anegada to Guana Island – Monkey Point isn’t just a clever name. The snorkeling here is off the charts.
• Guana Island to Jost Van Dyke – Hike to the Bubbly Pool. It’s nature’s jacuzzi, and it’s way cooler than it sounds.
• Jost Van Dyke to St. John – Back in US waters, explore St. John’s beaches. They’re national park quality for a reason.
• St. John to St. Thomas – Finish up with some duty-free shopping in Charlotte Amalie. Because why not?

Book Early, Thank Yourself (And Us) Later

Getting in early for Fall 2024 isn’t just about being organized. It’s about setting yourself up for the best possible trip by locking in the weekends and the yachts you deserve.

Prime Weeks, Prime Experiences

Grab those key fall dates before everyone else catches on. And here’s a thought – Thanksgiving on a yacht. 

Turkey dinner with a side of Caribbean sunset? That’s a holiday upgrade if we ever saw one. Even if you can’t come by a 25-pound bird, we’re sure you can find a few seafood dishes to substitute.

Pick Your Perfect Boat

Early birds get the best selection of our wide range of yachts. We’re talking:

• Catamarans – Stable, spacious, perfect for groups
• Power Catamarans – Speed meets stability
• Sailing Yachts – For those who love the journey as much as the destination

Check out our full fleet here .

Ready to Make This Happen?

Great weather, wide open waters, and the time of your life – this fall in the USVI and BVI is going to be an incredible time, and you don’t want to miss out. 

Our yacht charter experts are ready to craft your perfect Caribbean getaway. From picking the right yacht to planning an itinerary that hits all the high notes, we’ve got you covered. Don’t wait for the winter rush – get in touch now and let’s start planning your fall sailing escape .

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US Virgin Islands

• Itineraries

Bareboat Fleet and Rates

• Electric winches
• Bow thruster
• Genset 6k GPS chart plotter
• Garmin instruments
• Bathing Platform
• Grill/bbq/plancha
• Bimini & Sprayhood
• Deck shower
• 110V & USB sockets
• Air conditioning
• Water maker
• Drip coffee machine
• Microwave & Oven
• 3 burner stove
• Indoor & Outdoor Bluetooth speakers
• Raymarine instruments

Encompassing the finest signature features of the Fountaine Pajot shipyard, the FP Astrea 42 'KRUZEN II' is based upon the highly popular design of the Saona 47, and her distinctive design, strong lines and timeless elegance under sail or at anchor. The FP Astrea 42 "KRUZEN II" is expertly designed with voluminous living space and outstanding performance while remaining easy to handle.

The expansive cockpit is intelligently designed for entertaining and features a spacious aft platform to easily facilitate a host of leisure activities. Immerse yourself in your spectacular surroundings on the foredeck’s huge sun lounge, or share in the cruising experience at the helm station as you unwind and enjoy the panoramic views of the stunning waters around you.

FP Astrea 42 'KRUZEN II' – Accommodations

Key features.

• Cabins : 3 Staterooms w/3 Electric Heads
• Spacious shared shower on Port Side
• Air Conditioning
• Classic Main with Stack pack and Lazy Jacks & Furling Genoa
• Garmin 2 Smart Cruising: Autopilot, VHF, AIS, Radar, GPS 7410
• Electric Winch for Main & Electric Windlass
• 3 Burner Stove
• Water Maker
• Teak Decking
• Deck Shower
• Bimini  for Helm Station
• Bose Stereo
• 2 Drawer Fridge, Freezer, Deck Fridge
• Dinghy Davits with Electric Winch
• 11ft Dinghy & 15 HP Outboard
• Full Safety Equipment

"Sea Monkeys" was the first Elba 45 to join our fleet and is one of the most beautiful, well-designed boats to come out of the Fountaine Pajot factory.  This luxury catamaran is made to delight the eye and to take you by surprise.  The harmonious layout of its living quarters will mesmerize any enthusiastic yachtsman.

​ Dynamic and stylish, the helm of the Elba 45 offers easy manoeuvrability and outstanding performance.  A true cruising catamaran that feels just as comfortable as home.

Elba 45 – Accommodations

This four-stateroom version has a queen-size guest bed both fore and aft in each hull, each with its own ensuite head and separate shower.  The salon is bright and spacious and is a very enjoyable place to relax and spend time.  The skylights overhead provide a clear view of the sails.  Large sliding doors open to the cockpit area extending the space into one large gathering spot.

Sea Monkeys boasts an impressive range of outdoor spaces including a large dining area in the cockpit, the roomy flybridge, and a lounging area on the foredeck.

Performance

The new hull design of the Elba 45 offers 10% less drag than the Helia, thanks to a small chine in the aft section and remodelled transom.  The result is better performance at medium to high speeds and much more efficient motoring.

• Propane Cockpit Grill
• Sundeck Cushions
• 110V & USB sockets
• Generator & Inverter
• Starlink WiFi

Sun and Stars are our new Saona 47 with  4 queen cabins and one bunkbed cabin, great for kids.  All 5 cabins have ensuite freshwater electric heads with separate shower stalls.  In addition, there is also a separate Skipper's quarters.

Launched in 2017, the Saona 47 has garnered critical international acclaim for its remarkable space, safety, comfort, and powerful performance in all conditions, including being named "Best Multihull Sailing Yacht Under 15 meters" at the inaugural Christofle Yacht Style Awards.

Encompassing the finest signature features of the Fountaine Pajot shipyard, the Saona 47 exudes a striking aura with her distinctive design, strong lines, and timeless elegance under sail or at anchor.

The catamaran boasts incomparable levels of living space including a huge open-plan cockpit designed for entertaining with integrated BBQ and an innovative new tender lift that doubles as a swimming platform. The foredeck has been fitted with a decadent sun lounger, while the expansive lounge deck is a sublime retreat for relaxing and taking in the spectacular surroundings.

The 47's exquisitely crafted saloon is bathed in bright natural light, and her comprehensively equipped ambient galley has an island bench plus an abundance of storage making it ideal for extended cruising.

The Saona 47 has been meticulously designed to offer intuitive responsiveness at the wheel and unparalleled performance in all conditions. Her optimized weight-to-volume ratio delivers exceptional balance and stability for an unforgettable sailing experience at any speed.

The Fountaine Pajot Saba 50 "Phoenix" has elevated performance cruising to an entirely new level of style and has been designed to optimize living space while delivering outstanding performance at sea.

This catamaran shares the elegant lines of the Hélia 44 catamaran from the same shipyard and has upgraded features which include additional panoramic portholes to enhance the natural light and ventilation.

The Saba 50 "Phoenix" has enormous living areas making it ideal for extended cruising ventures and entertaining family and friends. The spacious saloon is accessed via an extra-wide entry door that seamlessly integrates the indoor and outdoor spaces, and features new skylights plus a spectacular panoramic window that encases the saloon and provides exceptional views and natural light. The L-shaped galley overlooks the saloon and cockpit and boasts an abundance of storage space.

The Saba 50 "Phoenix" has been designed with multiple relaxation areas including a luxurious upper lounge deck that is equipped with a chaise lounge and two sunbathing decks. The generous cockpit features a large lounge, extra sofa and dining table for 10 guests, and there is also an option for a huge sunbathing lounge on the foredeck.

The helm station provides 360-degree visibility along with excellent protection from the elements. It has easy access to the cockpit and upper lounge deck. All lines are ergonomically controlled for ease of handling, and embedded solar panels are conveniently located on the upper aft deck.

Phoenix has 5 staterooms, including a spacious owner's suite, and 3 other staterooms with partial walk-around beds.  Each of these staterooms does have ensuite toilets and showers.  The 5th stateroom can be utilized for Captain Only charters or as a stateroom.  The bed in these quarters is a climb-in bed and has a separate head and shower across the hallway.

• Garmin instruments including a chartplotter
• Electric Swim Platform
• 3 burner induction stove
• Bluetooth Indoor & Outdoor speakers
• Underwater lights
• Additional cockpit fridge
• Highfield 380 Dinghy with 30hp outboard

​The Bali 4.8 'Always Sunday' features