Sailing Vacation Frequently Asked Questions

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.
You’ll initially work with one of our charter experts to find the most comfortable yacht at the best value. You can see bareboat charter rates and view available charter companies to start comparing options that match your budget and preferences.Once your charter reservation is confirmed, our top-rated concierge team will assist with your paperwork, payments, and making recommendations for hotels, provisions, water toys, etc. Once you arrive at your charter destination, you will work directly with the excellent charter company's staff. The local phone numbers and office hours will be provided to you prior to your charter.

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.

The British Virgin Islands is the ideal location for your first charter! The distances between islands are short at 1-1.5 hours and a maximum of 3 hours. The waters are deep and easy to navigate, and you never have to anchor because there are mooring buoys almost everywhere. Plus, the island layout provides protection from open water sailing and, lower probability of seasickness. The BVI has so much to offer: visiting 1-2 new islands every day, a lot of restaurants and beach bars, great beaches, snorkeling, sunsets, and fun for all ages!

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
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.
For information on expenses in other destinations, please contact our charter experts.

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.

While we understand many travelers love to bring their furry friends, most charter companies do not permit animals on board due to cleaning requirements and potential damage to the yacht.
No, sorry. Regardless of your experience, for safety reasons, at least two people are required on board.

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.

A bareboat charter yacht handover (yacht orientation) will usually take about an hour. You should be as familiar with the vessel as possible before leaving the dock. As a minimum, the skipper and at least one other member of the crew should be shown:
  • 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
It is important not to rush the yacht orientation and don't be afraid to ask questions! If there is anything you are not sure of or want to know more about, an extra 15 minutes at the start of your charter could save you hours of down time during your sailing vacation. The charter company would prefer you to feel 100% confident before you leave the dock. If you are not familiar with the cruising ground, the charter company will meet with you for full chart briefing which takes approximately one hour. If you are familiar with the cruising ground, you'll most likely receive an abbreviated chart briefing.

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.

With all charter companies and in all locations, taxi and/or ferry fees are not included in the charter fee. Throughout the Caribbean and the majority of other worldwide locations, the charter company will arrange for your taxi after receiving your arrival details. With a few companies in Tortola, BVI, you can prepay for your taxi and ferry arrangements.

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.

If you reserve a sleep aboard for your arrival night, you can expect to leave the marina around 10:30-11:00 AM after your chart briefing and yacht orientation. Without a sleep aboard, charters typically start at noon, which is also the boarding time. After loading your gear and provisions and completing your chart briefing and yacht orientation, you can expect to leave the marina between 2:00-2:30 PM.
The most convenient provisions/beverages option is to place your order in advance of your charter. The Moorings and Sunsail, offer their own provisions packages, which we recommend if you're chartering from one of these companies. Otherwise, you can order directly from the local grocery stores that do not have an up-charge on the items and offer free delivery. The two largest grocery stores in Road Town are Rite Way and Bobby's Market Place. Simply go on either of their sites and submit your order directly to your store of choice. You can also self-provision at either of these stores on the day your charter starts. For a larger selection of beverages, see Tico. We also have a few suppliers for specialty items that we send to our clients with their Vacation Planner. Almost everything you will consume or dispose of, you will need to supply. This includes charcoal for the grill. Please see the specific yacht information pages for a list of items included with your charter. Provision options are generally the same for all locations, but please contact our charter experts for details.

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:

  • The Moorings (in the Caribbean and South Pacific) include fuel for sailboats in the charter fee; no refueling required.

  • Sunsail offers a prepaid fuel surcharge, so you don’t need to refuel at the end of your charter.

You need to clear customs when entering a new country (BVI to USVI or vice versa). Clearing customs into the USVI is usually done at Cruz Bay, St. John, or Red Hook, St. Thomas. Clearing customs into the BVI can be done at Soper's Hole on the west end of Tortola or Great Harbour, Jost Van Dyke. The process of clearing customs typically takes 45 minutes. Clients starting their charter in St. Thomas need to clear customs once they enter the BVI; this is also when you pay the BVI Cruising Tax and National Park Permit fees. You can clear out of BVI customs at the same time, you just need to indicate how many days you'll be in the BVI. US citizens can pre-register on ROAM, which allows you to check back into the USVI with your phone; otherwise, you need to check into the USVI in person. Clients starting their charter in Tortola need to clear out of the BVI, into and out of the USVI (can be done at the same time if you indicate how long you’re staying in the USVI), and then back into the BVI. See other BVI/USVI resources here
Don’t overpack!!! You will be in your bathing suit and cover-ups almost the entire time. Download our complete packing brochure
Category Items Notes
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.
All charter companies in all locations include a dinghy. Throughout the Caribbean and worldwide, an outboard is also included. The only exceptions are some Mediterranean locations - the outboard is not included, but available for rent. We try to list the dinghy and outboard sizes on the yacht information pages on our site. However, if the size is not provided online, please contact our charter experts, we are happy to find out for you.

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.

Yes! Every yacht in every location includes a navigation chart on board. Virgin Island Sailing provides clients with a complimentary planning package, including a digital vacation planner, a printed cruising guide book, snorkel/dive map, and a fish ID card – all mailed to your home.
Yes, a coffee maker is on board all yachts. Yachts that are not equipped with a generator will have a stove-top percolator. Yachts with a generator will either have a stove-top percolator or a drip coffee maker. A filter is not required for either.
Most Tortola yachts have a cell phone available with a prepay phone credit of $10 - $20 to use towards calls. Additional credits can be purchased throughout the cruising area. Calls to/from the charter company are free. Calls to the USA are approximately $0.50/minute. Many personal cell phones will work while on charter. However, the roaming and international fees can be expensive. We recommend contacting your service provider for specific details; often, they offer a temporary international calling or texting plan. Calls from the Caribbean to your home country usually cost $3.00 - $4.00/minute, so it's best to use the onboard cell phone if possible.
In the BVI, many yachts are equipped with WiFi or offer it for a fee. Throughout the BVI and USVI, there are also some WiFi hot spots. During your chart briefing, the charter company will inform you of the current locations. Internet service is not available in most other cruising areas, but please check with our charter experts or send us an email to bareboat@visailing.com
Yes! Many yachts are being equipped with an aux input to the stereo - please check the online yacht specs. Some newer yachts also have a smartphone charger that connects directly to the sound system. Once your charter is booked, your charter expert can give you the specific details for the yacht you reserved.

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.

You’ll only see pirates if you’re watching Pirates of the Caribbean during your trip! The areas where charters are offered are areas that are safe for visiting. Nowhere is “crime free” so we recommend normal precautions: be aware of your surroundings, lock the boat / dinghy when you go ashore and don’t leave valuable out in plain sight, and don’t walk in dark or sketchy areas.
Certified divers can rent scuba gear and tanks to take on board their yacht. Bareboats are not equipped with compressors or dive tank racks, but racks can be rented. Another option in the BVI is rendezvous diving whereas the dive company will pick you up from your yacht with your necessary gear. You would dive from their yacht, which is typically closer to the dive sites because some mooring balls are designated for dive boats only. For more information see Blue Water Divers on Tortola or Admiralty Diving on St. Thomas. Please check with our Bareboat Experts for rental companies in all other locations.
Hair dryers and yachts really don't go well together. But, we do understand the need sometimes! If you would like to use a hair dryer on board, please plan on bringing a very low wattage travel hair dryer. For non-generator yachts, you may also need to bring or rent an inverter. Please ask our Bareboat Experts about specific yachts. Keep in mind that you can also use a hair dryer on shore during your charter.
No, you should not drink the water from the yacht's water tanks, even if it’s equipped with a water maker. You should purchase bottled water for drinking. The amount of water to purchase will depend on your group and how much other beverages you'll have on board. As a general rule, you should purchase about 1/2 gallon per person/day.
If you are having a captain and/or cook, it is customary to tip them at the end of your charter. For a first day check out Captain, $30-$50 is usual and for crew staying on board for the entire vacation, 10% - 15% of the yacht’s charter fee typical. This is at your discretion of course!

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.

Another great attribute about a yacht vacation is that you can choose your level of activity! Do you want to relax all day with a book, or do non-stop water sports all day, or somewhere in between? Every yacht is equipped differently, but most yachts tend to include basic waters sports like snorkeling equipment, stand up paddle boards or kayaks and floats. Some yachts include a wider range of water toys - these might include scuba diving, knee boarding, water-skiing, kite boarding and fishing. Some yachts also have floating islands, beach games, board games and movies. Every destination also offers several onshore activities. You can partake in the beach bars, hike, beach comb and definitely explore the unique natural and historical attractions.

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:

BVI Sample Itinerary

USVI Sample Itinerary

Belize Sample Itinerary

To tailor your own perfect route or if you have any questions, please contact our charter experts or request a quote today.

The cost of crewed charters vary depending on the location, size of vessel, the age of the vessel, the experience level of the crew and the number of people on board. The duration of the yacht charter vacation is usually a week (7 nights), which is a good amount of time to explore the cruising area without feeling rushed. Generally, all food, beverages and water activities are included. Scuba diving may be an additional fee. 2 Guests: Starting at $8,000 4 Guests: Starting at $9,000, Popular $10-$13,000, High End $18-$25,000 6 Guests: Starting at $11,000, Popular $13-$16,000, High End $20-$30,000 8 Guests: Starting at $16,000, Popular $20-$27,000, High End $30-$50,000 10 Guests: Starting at $25,000, Popular $30-$40,000, High End $45-$70,000 12 Guests: Starting at $32,000, Common $50,000, High End $65-$80,000 Christmas and New Years usually have an additional fee.
The cost of a crewed charter does not include anything you do ashore, transfers to the yacht, dockage if requested and gratuity 15%-20% typical. Gratuity customary when the service merits it. The crews work hard to ensure your vacation exceeds your expectations.

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.

There are several excellent destination options worldwide! See 10 Most Popular Destinations.
The destinations where yacht vacations are offered are chosen because they offer an experience that is good for vacationing. Some locations have very short distances between the islands which makes the waters well protected against swells. Some locations have longer distances between islands for those that want to enjoy longer sails in more open waters; even those distances are accomplished within a day. For clients concerned about seasickness, the British Virgin Islands is our top recommended location because of the short sails.
There are two types of crewed yacht charters: private and shared. On the private yachts, there are not any other guests on board - just your group and the crew. On the shared crewed yachts, there are other clients on board - the shared yachts typically accommodate 8-12 guests plus a crew of 2. See Shared Crewed Yacht Charters FAQs
Yes and it is recommended! You can purchase trip insurance from one of our recommended companies for approximately 7% of your vacation cost, See Link. Although no one expects to cancel their charter, last minute emergencies do happen. All companies have a no refund policy at a certain time before the charter. There are only a small percentage of charters that are cancelled, but in these cases the outcome is much better with trip insurance involved.
In the BVI many yachts are equipped with WiFi for a fee. Throughout the BVI and USVI there are also some WiFi hot spots. WiFi service is not available in more remote cruising areas, but please check with our Charter Experts.
You’ll only see pirates if you’re watching Pirates of the Caribbean during your trip! The areas where charters are offered are areas that are safe for visiting. Nowhere is “crime free” so we recommend normal precautions: be aware of your surroundings, lock the boat/dinghy when you go ashore and don’t leave valuables out in plain sight, and don’t walk in dark or sketchy areas.

Shared (Cabin) Charter FAQs

A cabin or shared yacht charter is renting a private bedroom and bathroom on a crewed yacht (with a captain and chef.) These vacations are offered on sailing catamarans that are designed to live aboard with several areas for lounging, relaxing and enjoying the ride! All of the catamarans also have a smaller boat, the “dinghy”, to transport you from the yacht to shore (always a short ride.)
Inherently, we find the guests on board have similarities and get along well. Every one tends to enjoy being around the ocean, enjoy vacationing and enjoy some adventure. The typical age ranges quite a bit from 30’s to 60’s. The crews on shared yachts rotate, but are all professional and ensure the guests have a nice vacation.
While these vacations are not adult-only, the guests are typically all adult couples and sometimes adult singles. There is no minimum age for some packages and others have a minimum age of 17. We encourage small families to charter a private yacht as we have affordable options
On the shared crewed yachts, the menus are somewhat standard with allergies and dietary restrictions considered. The chefs are very experienced and often formally trained. They can usually meet any requests and dietary restrictions, plus enjoy creating an impressive presentation.
There are two packages offered for the shared yachts. One option includes all alcohol. The second option includes table wine and local aperitifs during meals. Which package is offered depends on which yacht is available in the destination and dates you prefer.
The itinerary is a set itinerary designed to visit and experience the main attractions of each cruising area, along with some off-the-beaten-path locations. The itineraries allow for activities such as sailing, snorkeling, relaxing, bar hopping, exploring, ect. The crew know the territory very well and can make adjusts during the vacation, depending on the weather or clients’ requests. The duration is usually a week (7 nights), which is a good amount of time to explore the cruising area without feeling rushed.
A great attribute about a yacht vacation is that you can choose your level of activity! Do you want to relax all day with a book, or do non-stop water sports all day, or somewhere in between? Every yacht is equipped differently, but most yachts tend to include basic waters sports like snorkeling equipment, stand up paddle boards or kayaks and floats. Every destination also offers several onshore activities. You can partake in the beach bars, hike, beach comb and definitely explore the unique natural and historical attractions.
The destinations where yacht vacations are offered are chosen because they offer an experience that is good for vacationing. Some locations have very short distances between the islands which makes the waters well protected against swells. Some locations have longer distances between islands for those that want to enjoy longer sails in more open waters; even those distances are accomplished within a day. For clients concerned about seasickness, the British Virgin Islands is our top recommended location because of the short sails.
The cost of cabin / shared vacations vary depending on the location, season and size of vessel. Generally, the cost is $3,800 - $4,200 per couple.
The cost of a cabin / shared yacht vacation does not include anything you do ashore, transfers to the yacht, and gratuity. Some packages do not include a couple of meals and / or some beverages - we will provide specifics with a quote. Gratuity of 15% - 20% is customary when the service merits it. The crews work hard to ensure your vacation exceeds your expectations.
Yes and it is recommended! You can purchase trip insurance from one of our recommended companies for approximately 7% of your vacation cost, See Link. Although no one expects to cancel their charter, last minute emergencies do happen. All companies have a no refund policy at a certain time before the charter. There are only a small percentage of charters that are cancelled, but in these cases the outcome is much better with trip insurance involved.
In the BVI many yachts are equipped with WiFi for a fee. Throughout the BVI and USVI there are also some WiFi hot spots. WiFi service is not available in more remote cruising areas, but please check with our Charter Experts.
You’ll only see pirates if you’re watching Pirates of the Caribbean during your trip! The areas where charters are offered are areas that are safe for visiting. Nowhere is “crime free” so we recommend normal precautions: be aware of your surroundings, lock the boat / dinghy when you go ashore and don’t leave valuables out in plain sight, and don’t walk in dark or sketchy areas

Captain Only Charter FAQs

There are two types of yacht charters that involve renting a yacht for your vacation with a captain: Captain Only or Bareboat Plus Skipper. The terms Captain and Skipper are interchangeable. A Captain Only yacht is operated by the same captain for all charters. Therefore, the captain’s bio and experience is known in advance. Sometimes a Captain Only yacht will also have a first mate on board to assist the captain. A Bareboat Plus Skipper yacht is operated by a professional freelance captain who the charter companies hire on a regular basis. These yachts are also rented by clients who have boating experience and do not want to hire a captain. Since these yachts do not always have a captain on board, there is not a specifically assigned captain whom the clients see a bio for in advance.
You are responsible for meal planning, provisioning, cooking & cleaning. With a Captain Only yacht, sometimes the captain will prepare a few meals & assist with provisioning. With a Bareboat Plus Skipper, you can shop on island or order provisions in advance.
The itinerary is completely flexible according to your preference of activities - sailing, snorkeling / diving, relaxing, bar hopping, exploring, ect. The captains know the territory very well and will tailor an itinerary. One of the best attributes about a yacht vacation is that you are not on a schedule! Therefore, the itinerary stays very flexible and day by day can be adjusted.
Snorkeling gear typically included for all charters. A Captain Only yacht often includes additional water toys in the price. With a Bareboat Plus Skipper, additional water toys are available for rent.
The Captain Only charter price does not include meals and beverages for yourselves and the captain, running expenses, overnight moorings, customs fees, permits and taxes.
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.

You don’t need to stress about which option is the best for your vacation. Our Charter Experts understand that you are interested in a yacht with a captain, and will check all possible options to assist you in choosing the best yacht to meet your group and budget needs.
The British Virgin Islands is the ideal location for your first charter! The distances between islands is short at 1-1.5 hours and a maximum of 3 hours. The waters are deep and easy to navigate, and you never have to anchor because there are mooring buoys almost everywhere. Plus, the island layout provides protection from open water sailing, less probability of seasickness. The BVI has so much to offer: visiting 1-2 new islands every day, lot of restaurants and beach bars, great beaches, snorkeling, sunsets and fun for all ages!
Yes and it is recommended! You can purchase trip insurance from one of our recommended companies for approximately 7% of your vacation cost, See Link. Although no one expects to cancel their charter, last minute emergencies do happen. All companies have a no refund policy at a certain time before the charter. There are only a small percentage of charters that are cancelled, but in these cases the outcome is much better with trip insurance involved.
In the BVI many yachts are equipped with WiFi for a fee. Throughout the BVI and USVI there are also some WiFi hot spots. WiFi service is not available in more remote cruising areas, but please check with our Charter Experts.
You’ll only see pirates if you’re watching Pirates of the Caribbean during your trip! The areas where charters are offered are areas that are safe for visiting. Nowhere is “crime free” so we recommend normal precautions: be aware of your surroundings, lock the boat/dinghy when you go ashore and don’t leave valuables out in plain sight, and don’t walk in dark or sketchy areas.