You’re going on a sailing vacation!
It’s a big decision, there’s a lot to consider. We’ve consolidated answers to common questions about our sailing charters below.
Bareboat Charter FAQs
A bareboat charter is a popular yacht rental option where you rent a fully equipped sailing catamaran, sailing monohull, or power catamaran without a professional crew on board. You are the captain, handling all navigation and operations. This type of bareboat yacht charter is ideal for experienced sailors seeking the freedom to explore stunning destinations at their own pace.
To qualify for bareboat chartering, you simply need experience skippering a similarly operated (sail or power) yacht that is within 8 to 10 feet of the yacht you wish to charter. With sufficient experience, a certification or license is not required in most locations, except in the Mediterranean (see below). You also need skills in anchoring, moorings, docking, navigating, and related tasks. The level of skill required depends on the difficulty of the location you wish to charter. For example, the British Virgin Islands is considered an "easy" sailing location with very little anchoring, docking, and navigation required. In the BVI, you don’t need extensive experience with these skills to qualify for bareboat chartering.
Mediterranean Bareboat Charters: A license is required for most Mediterranean sailing monohulls, sailing catamarans, and power catamarans. For sailboats, if you do not have a license, an online Mediterranean Sailing Certification has been approved for U.S. citizens: NauticEd, a U.S.-based sailing school, offers bareboat sailing certification that has been formally approved by maritime authorities in Mallorca (Spain), Italy, Greece, Croatia, and the Seychelles. Feel free to email us at bareboats@visailing.com with the details of your experience (including boat size and hours), and we can let you know what size yachts you are qualified to bareboat.Yes, you can! The Virgin Islands are one of the top destinations for earning your ASA bareboat certification. With gentle trade winds, calm waters, and beautiful surroundings, it’s a great place to learn.
If you pre-study, you can complete ASA 101, 103, and 104 during a 7-night sailing monohull charter. To meet ASA guidelines, these courses typically need to be completed on a monohull. However, if you prefer a sailing catamaran, you can first take ASA 101 over two days at a land-based school in Tortola. Then continue your ASA 103, 104, and ASA 114 (catamaran certification) on a sailing catamaran charter.
Pricing is straightforward. The ASA-certified captain’s fee is $200 per day, plus meals and gratuity. Course materials and exams cost about $100 per person. If your group is large enough or you'd like a private course, you’ll need a charter yacht with an extra cabin for the instructor.
For the best experience, consider a 10-night charter, 7 nights for certification, and 3 extra nights to explore the islands as a newly certified skipper!
👉 Have questions or need help planning your certification trip? Contact our charter experts or email us at bareboat@visailing.com for personalized support.
We work closely with a reputable sailing school in the British Virgin Islands to offer ASA bareboat certification courses. Whether you're looking for a shared learning experience or prefer a private course aboard your own bareboat charter, we can help tailor the perfect setup.
Our sailing school partner ensures professional instruction and a smooth certification process. If you're planning a charter and want to combine it with learning, this is a great way to gain confidence and credentials while enjoying your time on the water.
👉 Have questions or need help planning your certification trip? Contact our charter experts or email us at bareboat@visailing.com for personalized support.
If you have some boating experience but it’s not quite enough to bareboat on your own, you have two great options to enjoy your charter safely and confidently:
Check Out Skipper: Our top-rated charter experts can arrange a professional skipper to sail with you on your first day. This captain will provide a thorough yacht briefing, help refresh your sailing skills, and share valuable local knowledge to make your trip smoother.
Flotilla Sailing: Join a flotilla, a group of bareboat yachts sailing together on a fixed itinerary led by a professional captain. Flotillas offer a perfect balance of independence and support, letting you bareboat with guidance. These typically run for one or two weeks in many popular destinations. You choose your yacht and pay a small flotilla fee.
If you have no prior boating experience, no worries! We can add a skipper to your bareboat charter, or recommend a fully crewed yacht that includes a captain, chef, and often all-inclusive services to ensure your trip is effortless and luxurious.
Sailing catamarans are becoming a popular choice among sailors, and many with sailing monohull experience are making the switch with ease. The fundamentals of sailing remain the same; what’s new is handling twin engines, each with its own throttle.
If you’ve sailed similarly sized sailing monohulls but haven’t yet used twin-screw engines, don’t worry. For around $200, you can hire a check-out skipper on your first afternoon. They'll guide you through the basics in just a few hours.
Most sailors find that once they get hands-on with the dual engines, operating a sailing catamaran is even easier than managing a single-engine sailing monohull.
Both Tortola and St Thomas are great starting points for a bareboat charter, but the best choice depends on your travel plans.
Tortola offers the largest selection of bareboat charters, shorter sailing distances to top BVI spots like the Baths and Norman Island, and no need to clear customs mid-trip, making it ideal if you want to maximize time on the water.
On the other hand, St Thomas is often easier and more affordable to reach, with direct flights from many US cities. You can start your trip in the USVI, sail to the BVI, and even arrange a one-way charter to Tortola.
Just keep in mind that sailing from St Thomas requires a few extra hours and a customs stop on your first day. If you're unsure which route is best for your group, contact our charter experts or request a quote.
Category | Details |
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Overnight Moorings | Moorings average $30/night. First-come, first-served. Plan to arrive by 3:00 - 3:30 PM in high season and 4:00–4:30 PM in low season. Payment collected by dinghy or paid to the restaurant ashore. Cash only. |
Meals Ashore | Charterers usually dine ashore for at least half their dinners and occasionally breakfast or lunch. Most restaurants accept credit cards - Visa and MasterCard are more widely accepted than Amex or Discover. Average cost: $50/person (excluding lobster). |
Ice & Water | Cash only in most locations. Ice costs $4.00 - $6.00 per bag (sometimes up to $10). Water costs approximately $0.15 per gallon. |
Fuel | Fuel tanks must be topped off before returning the yacht. Procedure is reviewed during the chart briefing. Average fuel cost: $5.25/gallon. Estimated Weekly Fuel Costs: Sailing vessel w/o generator: $70–$100– Sailing vessel w/ generator: $125–$250– Power vessel: $500–$700 |
Taxes & Fees | BVI Departure Tax: $20/person (paid when leaving)BVI Environmental Levy: $10/person (paid when entering) |
Currency | The currency in both the British and U.S. Virgin Islands is U.S. Dollars. |
ATMs | A few ATMs are available within the cruising area. |
Absolutely! A bareboat charter makes for an amazing family vacation, and we wholeheartedly encourage bringing kids of all ages.
In fact, VI Sailing owners Casper and Melody Delgado have been chartering with their daughter since she was just 9 months old—and they still sail together now that she’s in her 20s!
If you're a parent planning a trip, we're happy to share helpful tips and personal advice. You can also check out our detailed guide on chartering with children in the British Virgin Islands.
Charter start and end dates vary by region. In the Caribbean and South Pacific, bareboat charters typically begin and end on any day of the week, offering flexible scheduling. However, in the Mediterranean, most charters follow a Friday or Saturday turnover.
When planning your trip, be sure to factor in travel time, flight schedules, and possible overnight stays to ensure a stress-free start to your sailing vacation.
👉 Have questions about scheduling or destinations? Contact our charter experts or email us at bareboat@visailing.com for personalized advice.
- The location and safe operation of all the safety equipment, including fire extinguishers, life jackets, and first aid kits
- The safe operation of the cooking and refrigeration systems
- Correct operation of the heads
- Engine operation and regular checks
- Operation of the VHF system, including mayday instructions
- The location and operation of all the instruments, including the GPS when applicable
- The location of all charts and pilot books
- The location and operation of all the halyards, winches, reefing lines, and other sail controls
- The anchoring system
- Any other systems specific to that vessel or not covered above
Yes, and it’s highly recommended!
Some charter companies offer their own trip insurance, which will be presented as an option when you reserve your charter. Alternatively, for any charter, you can purchase coverage from one of our recommended insurance providers, typically for about 7% of your charter amount.
While no one plans to cancel, last-minute emergencies can happen. All charter companies enforce a no-refund policy once you’re within a certain cancellation window. Please refer to the cancellation policies listed on each bareboat company’s rate page.
Though cancellations are rare, having trip insurance in place can make a big difference in how the situation is resolved.
If you choose a sleep aboard, you’ll usually leave the marina around 10:30–11:00 AM. Without it, most charters don’t depart until 2:00–2:30 PM.
Boarding times for sleep aboards vary by charter company but typically fall between 4:00 PM and 6:00 PM. The cost also varies, ranging from $75 per person to as much as 65% of the daily charter rate. You can find exact rates listed on each bareboat company’s pricing page.
With a sleep aboard, you'll load your gear that evening and have time to get comfortable with your yacht before the next morning’s orientation. In most locations, especially the Virgin Islands, you can also begin provisioning that same evening.
If you arrive after office hours, don’t worry: the yacht will be prepped - lights on, fridge cold, and written instructions provided for basic systems and shore facilities. The staff will give you a full orientation the next day.
However, sleep aboards may not be ideal in every case.
In hot summer months, marinas can be warm and buggy, especially if the yacht doesn’t have air conditioning. In this case, many guests prefer to stay in a nearby hotel for the first night.
Hotels near the marinas often accept one-night stays, and our top-rated concierge team can help with bookings. Prices start at around $130 per night in low season, and $170+ in high season, plus tax and service fees. After a long day of travel, a cool, comfortable hotel room can be the perfect way to begin your vacation.
Fuel is not included for most power catamarans and many sailing catamarans.
You’ll be expected to refuel before returning your yacht. The best locations to top off your fuel tanks will be explained during your chart briefing.
There are some exceptions:
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The Moorings (in the Caribbean and South Pacific) include fuel for sailboats in the charter fee; no refueling required.
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Sunsail offers a prepaid fuel surcharge, so you don’t need to refuel at the end of your charter.
Category | Items | Notes |
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Basic Clothing | 2 bathing suits & cover-ups/wraps | You’ll wear these most of the time |
2 comfortable pairs of sandals | Flip-flops are ideal; no big heels | |
1 pair of water shoes (optional) | For rocky or wet landings | |
1 pair of sneakers + 2 pairs of socks | For walking or hiking | |
3–5 outfits | More than enough for a week | |
1 dressy outfit | Required at Peter Island Yacht Club | |
Underclothes & pajamas | Use your own judgment | |
Travel outfit | Set aside for your flight home | |
Duffel-style luggage | Folds easily for storage on board | |
Carry-on essentials | Change of clothes, bathing suit, toiletries (in case of baggage delay) | |
Toiletries & Personal Items | Toiletries including moisturizer/lotion | |
Sunscreen | Use generously—you’ll still tan | |
Lip sunscreen (optional) | ||
Insect repellent | For evenings and shore stops | |
Hair dryer / electric shaver | Only bring if needed and yacht supports it | |
Minimal makeup & jewelry | Less is better | |
Entertainment & Comfort | Beach towels | May not be provided |
Beach bag | For day trips ashore | |
Books, magazines, journal | Relax and unplug | |
Deck of cards | For group fun | |
Music CDs | Some yachts have CD players | |
Camera & underwater camera | Capture your trip | |
Chargers | Yacht has 12V plug; bring inverter for 110V | |
Food & Galley Supplies (Optional) | Large frying pan | Useful for groups of 6+ |
Drink koozies | For bottled drinks | |
Blow-up floats | Packable and fun | |
Storage baggies | Gallon & sandwich sizes | |
Spices | Picnic-sized or favorite blends | |
Powdered drink mixes | Tea, lemonade, Crystal Light, etc. | |
Coffee & powdered creamer | Small amounts recommended | |
Snacks | Choose crush-resistant items | |
Dried foods | Small quantities: rice, pasta, cereal | |
Condiments | Small sizes, plastic containers | |
Canned goods (e.g., tuna) | Easy to store | |
Paper plates & plastic cups | For convenience | |
Items to Buy Upon Arrival | Air freshener | |
Toilet cleaner | ||
Toilet paper | ||
Charcoal | ||
Additional Notes | Anything consumable or disposable must be supplied by you. There are provisioning stores in the cruising area if you forget something. Full provisioning is also available. | |
Currency & Payments | US Dollars used in BVI & USVI. Visa and MasterCard widely accepted. Cash needed for moorings ($30/night), taxis, and ice. Limited ATMs available. |
Most of our partner charter companies provide snorkeling gear (mask, snorkel, and fins) in adult sizes free of charge.
If it’s not included, rental gear is available at local dive shops near your charter base. Once your charter is confirmed, you’ll be paired with a complimentary Vacation Planner who will guide you through everything that’s included, like snorkeling gear, and help you explore any additional water sports equipment available for rent.
In the British Virgin Islands, the yacht must be registered for commercial fishing. Please check with us for specific details about your vessel.
If the yacht is registered, a fishing license is required for anyone 18 years or older who plans to fish during the charter.
You can apply for a license in person at the Government Office on Tortola, open Monday through Friday from 9:00 AM to 3:00 PM.
For convenience, we recommend working with Last Stop Sports or Island Surf and Sail to arrange your license in advance and rent fishing gear.
A fishing license is not required in the USVI. Please contact our charter experts for licensing requirements in other destinations.
Crewed Charter FAQs
A crewed yacht charter means renting a private yacht with a captain and chef for your vacation. Depending on the size and style of the yacht, there may also be additional crew members onboard, like a steward or deckhand.
These yachts are designed for comfort and living aboard. They include cabins, bathrooms, a galley, and plenty of space to lounge, dine, and take in the views.
Each yacht also comes with a small boat called a dinghy, which is used to take you to and from shore. It’s always a short and easy ride.
A crewed yacht charter offers a unique blend of luxury, privacy, and adventure, all in one seamless experience. Unlike cruises or resort stays, you're not stuck with crowded itineraries or rigid schedules. You get a private yacht, a professional crew, and the freedom to explore at your own pace.
From all-inclusive gourmet meals to water toys and custom itineraries, every detail is tailored to your group. It’s like having a floating luxury villa in paradise.
👉 Explore the top reasons to choose a crewed yacht for your next getaway.
On private crewed yachts, meals are fully customized to your group’s preferences and dietary needs. You’ll complete a detailed preference sheet before your trip, outlining your likes, dislikes, favorite cuisines, and any allergies or special requirements. This allows your onboard chef to tailor every menu specifically to your tastes.
To get a better idea of what to expect, see a sample menu or contact our charter experts with any questions. You can also request a quote to start planning your custom yachting experience today.
If you or anyone in your group has celiac disease or other dietary restrictions, you can note it on the preference sheet. The chef will then craft safe, delicious, and satisfying meals that meet those specific needs. Whether you're craving gourmet cuisine or simple comfort food, the culinary experience aboard a crewed yacht is always a highlight of the journey.
Yes, most private crewed yachts in the Caribbean include alcohol as part of the "ship’s bar", which typically features wine, beer, and liquor. Before your trip, you’ll complete a preference form so the crew can stock your favorite selections.
High-end yachts have a larger budget and often include fine wines and premium liquors. Mid-range yachts may also provide premium options, depending on your total beverage preferences. Value yachts usually offer good-quality local brands.
From our experience, it's rare for guests to need more than what’s included. And when it comes to meals, high-end yachts serve gourmet dining, while value yachts still provide delicious, casual cuisine.
We understand that this can get a bit confusing with so many options and levels of service. If you have questions, contact our charter experts or email us at crewed@visailing.com
Mediterranean crewed yacht charters offer a fully tailored experience, especially when it comes to your onboard bar. Whether you're into bourbon, gin with citrus, or a perfectly chilled martini or cosmopolitan, your favorites will be waiting for you.
Unlike all-inclusive Caribbean charters, Mediterranean yachts use a base charter fee plus an Advance Provisioning Allowance (APA) to cover extras like meals, drinks, fuel, and docking fees. Before your trip, you’ll complete a detailed preference sheet, where you can list your favorite spirits, wines, mixers, and cocktails. The crew will stock your bar to match your style, ready the moment you step aboard.
Yes, most crewed yacht charters come with a variety of water toys included at no extra cost. Standard equipment often includes paddleboards, snorkeling gear, floating mats, and kayaks. Many luxury motor yachts also offer seabobs, e-foils, wakeboards, and towable tubes.
Each yacht has a unique inventory, so be sure to check the specific listing or ask our charter experts to confirm what’s included.
The itinerary for private crewed yachts is completely customized to your preferences for activities - sailing, snorkeling/diving, relaxing, bar hopping, exploring, etc. You’ll complete a preference form in advance that will give the crew insight into your expectations and interests. The crew knows the territory very well and will tailor an initial itinerary to fit your requests. One of the best things about a private yacht vacation is that you are not on a schedule! Therefore, the itinerary stays very flexible and can be adjusted day by day.
For inspiration, check out these sample itineraries:
To tailor your own perfect route or if you have any questions, please contact our charter experts or request a quote today.
Sailing catamarans are the most popular for crewed yacht charters. They're stable while sailing or motoring between islands, offer spacious decks, and feature cabins that are usually equal in size. They range from affordable to ultra-luxury models.
Sailing monohulls are the classic style of sailboat. They’re great for guests who enjoy a more traditional and active sailing experience, as the boat will lean (or "heel") when under sail.
If you're not interested in sailing and prefer speed and comfort, consider a power catamaran or a luxury motor yacht. These offer a smoother, faster ride and often provide more luxury amenities.
Many crewed yachts are great for families and come with games, kid-approved menus, floating mats, and water toys. If you have any questions, please contact our charter experts or request a quote today.
Shared (Cabin) Charter FAQs
Captain Only Charter FAQs
A Bareboat Plus Skipper charter price also does not include the skipper fee which is itemized separately from the yacht rental fee. A Captain Only charter price is inclusive of both the yacht rental fee and the captain fee. Meals and Beverages: You can estimate $50, per person, per day for meals on board - remember to include the captain. Charterers usually dine ashore for at least 3 of their dinners and occasionally for breakfast or lunch. The average cost for dinner and drinks ashore is $50-$75/person/meal - remember to include the captain too. Of course this does not include a delicious Caribbean lobster, or an extended happy hour.
Running expenses: You can estimate $500 - $800/week for fuel, ice and water. This will mostly vary based on how much you are sailing versus motoring.
Overnight moorings: Average $30 - $40/night. Anchoring is free and available in most locations, though mooring balls tend to have the best positioning.
Customs fees: Will vary by location. For the Virgin Islands, yachts leaving from Tortola do not incur customs fees; Yachts leaving from St. Thomas incur approximately $60 - $150 in customs fees.
Permits and taxes: Will vary by location. For the Virgin Islands, yachts leaving from Tortola pay $6 per person, per day for cruising tax and $25 - $55 per week for a park permit; Yachts leaving from St. Thomas pay the following when entering the BVI: $16 per person, per day for cruising tax and $50 - $100 per week for a park permit. The park permit depends on number of people on board.