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Sailboat Charter Road Town & Sailing Yacht Rental

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Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18320
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18320 2
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18320 3
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18320 4
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18320 5
  • Beneteau, Oceanis 40.1
  • 2022
  • Road Town
Without skipper
  • 7 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest430 $ / night

Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18224
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18224 2
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18224 3
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18224 4
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18224 5
  • Beneteau, Oceanis 40.1
  • 2022
  • Road Town
Without skipper
  • 7 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest430 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18392
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18392 2
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18392 3
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18392 4
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18392 5
  • Jeanneau, Sun Odyssey 410
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 12.3 m
  • 2 WC

Lowest393 $ / night

Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19396
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19396 2
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19396 3
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19396 4
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19396 5
  • Beneteau, Oceanis 48
  • 2018
  • Road Town
Without skipper
  • 8 berths
  • 4 cabin
  • 14.6 m
  • 4 WC

Lowest673 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #14801
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #14801 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #14801 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #14801 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #14801 5
  • Beneteau, Oceanis 46.1
  • 2019
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest855 $ / night

Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18300
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18300 2
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18300 3
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18300 4
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #18300 5
  • Beneteau, Oceanis 40.1
  • 2022
  • Road Town
Without skipper
  • 7 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest430 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18340
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18340 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18340 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18340 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18340 5
  • Beneteau, Oceanis 46.1
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest530 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #19748
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #19748 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #19748 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #19748 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #19748 5
  • Beneteau, Oceanis 46.1
  • 2023
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.5 m
  • 3 WC

Lowest509 $ / night

Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14781
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14781 2
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14781 3
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14781 4
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14781 5
  • Jeanneau, Sun Odyssey 52.2
  • 2022
  • Road Town
Without skipper
  • 10 berths
  • 4 cabin
  • 15.9 m
  • 5 WC

Lowest640 $ / night

Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #19804
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #19804 2
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #19804 3
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #19804 4
Road Town Sailboat 3 cabin 7 berths 7 guests 12.87 m Listing Number: #19804 5
  • Beneteau, Oceanis 40.1
  • 2024
  • Road Town
Without skipper
  • 7 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest430 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18379
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18379 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18379 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18379 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18379 5
  • Beneteau, Oceanis 46.1
  • 2019
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest803 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18287
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18287 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18287 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18287 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18287 5
  • Beneteau, Oceanis 46.1
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest483 $ / night

Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14787
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14787 2
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14787 3
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14787 4
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #14787 5
  • Jeanneau, Sun Odyssey 52.2
  • 2022
  • Road Town
Without skipper
  • 10 berths
  • 4 cabin
  • 15.9 m
  • 5 WC

Lowest640 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18247
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18247 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18247 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18247 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18247 5
  • Beneteau, Oceanis 46.1
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest530 $ / night

Road Town Sailboat 3 cabin 6 berths 6 guests 14.6 m Listing Number: #19397
Road Town Sailboat 3 cabin 6 berths 6 guests 14.6 m Listing Number: #19397 2
Road Town Sailboat 3 cabin 6 berths 6 guests 14.6 m Listing Number: #19397 3
Road Town Sailboat 3 cabin 6 berths 6 guests 14.6 m Listing Number: #19397 4
Road Town Sailboat 3 cabin 6 berths 6 guests 14.6 m Listing Number: #19397 5
  • Beneteau, Oceanis 48
  • 2017
  • Road Town
Without skipper
  • 6 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest673 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #2036
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #2036 2
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #2036 3
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #2036 4
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #2036 5
  • Jeanneau, Sun Odyssey 410
  • 2019
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 12.3 m
  • 2 WC

Lowest745 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #19801
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #19801 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #19801 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #19801 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #19801 5
  • Beneteau, Oceanis 46.1
  • 2023
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest530 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18269
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18269 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18269 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18269 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18269 5
  • Beneteau, Oceanis 46.1
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest530 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18288
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18288 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18288 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18288 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18288 5
  • Beneteau, Oceanis 46.1
  • 2022
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest472 $ / night

Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18447
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18447 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18447 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18447 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.6 m Listing Number: #18447 5
  • Beneteau, Oceanis 46.1
  • 2019
  • Road Town
Without skipper
  • 8 berths
  • 3 cabin
  • 14.6 m
  • 3 WC

Lowest803 $ / night

Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #18225
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #18225 2
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #18225 3
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #18225 4
Road Town Sailboat 4 cabin 10 berths 10 guests 15.94 m Listing Number: #18225 5
  • Jeanneau, Sun Odyssey 52.2
  • 2022
  • Road Town
Without skipper
  • 10 berths
  • 4 cabin
  • 15.9 m
  • 5 WC

Lowest640 $ / night

Showing 21 listings of 26 results.

Chartering a Sailboat in Road Town

Road Town, the capital of the British Virgin Islands, is a vibrant and picturesque coastal city that encourages exploration and adventure in both terrestrial and maritime realms. Rich in historical relevance and boasting a tie-dye canvas of multi-cultural influences, Road Town is an amazing sailboat charter destination. Its unique coastal features, steady trade winds, and well-equipped marinas are dream-come-true conditions for sailors. Sailboat charter in Road Town provides unparalleled access to the shimmering Caribbean sea, boasting veritable treasure troves of coral reefs, sandy beaches, and tranquil coves. The sailing culture in Road Town is lively, celebrating the natural beauty that is its heartbeat. Experiencing this firsthand, navigating past colorful coastlines, rumbling with calypso rhythms, and taking in the mesmerizing sunsets, is truly special.

With that said, a sailboat charter in Road Town isn't just about breathtaking landscapes. The city’s innate charm lies in its warm-hearted people, who welcome sailors with open arms and encourage them to join the swaying rhythm of island life. This guide will provide you with a comprehensive overview of what you can expect from a sailing yacht rental in Road Town, focusing particularly on cultural illuminations, to make your vacation nothing short of unforgettable.

Why choose Road Town as the ultimate destination for a sailboat charter?

Home to balmy Caribbean weather, beautiful beaches, and opulent natural landscapes, a sailboat charter in Road Town is guaranteed to delight adventurers and solace-seekers alike. Its rich marine biodiversity brimming with vibrant reefs and a variety of marine life further solidifies Road Town's stand as an unmissable sailing experience.

How to get to Road Town?

Road Town is easily accessible by sea and air. You can catch a flight to Terrance B. Lettsome International Airport, followed by a short taxi ride to the city center. For seafaring travelers, there are daily ferry services that operate from nearby Charlotte Amalie.

What are the popular destinations and routes for sailboat charter in Road Town?

Road Town acts as the perfect gateway to the idyllic islands of the Caribbean. Setting sail from Road Town, you can explore Norman Island, reputedly the inspiration behind Robert Louis Stevenson's "Treasure Island". Moreover, cruising to the Baths on Virgin Gorda for a dip in the natural pools is an absolute must. Navigating towards the charming Jost Van Dyke, or marveling at the tranquility of Marina Cay, are other delightful routes for a sailboat charter in Road Town.

What is the best time to charter a sailboat in Road Town?

Ideal sailing conditions in Road Town are generally between December and May, thanks to the pleasant weather and lower rainfall. The famous Spring Regatta also takes place during this period, attracting passionate sailors worldwide. Off-peak season, although accompanied by occasional showers, offers less crowded anchorages and lower charter rates.

How is the weather and sailing conditions in Road Town?

Road Town experiences a tropical climate with warm temperatures throughout the year. The most favorable sailing conditions are during the northeast trade winds, which enable smooth sailing due to their steady nature and direction.

How to explore the history and culture of Road Town?

Road Town has a rich history captured in its various landmarks like the Old Government House Museum and the Callwood Distillery. The local way of life, from art to cuisine, pulsates with a warm mixture of African, European, and Caribbean influences. Enjoy the unique and flavorsome seafood, the lifeblood of their cuisine, while you mingle with the locals for a true Road Town experience.

What are the top attractions and outdoor activities in Road Town?

Besides its vibrant sailboat charter scene, Road Town offers a variety of land-based exploits. Embark on a hike up Sage Mountain for a panoramic view, visit Smuggler's Cove for breathtaking beaches, snorkel through the warm Caribbean sea, or take part in the exhilarating watersports available. Art lovers should also visit the local cinema, the observation tower, or the local markets for unique artefacts and souvenirs.

What are the best marinas and anchorages in Road Town?

Mooring your rented yacht in Road Town's well-equipped marinas, like the Village Cay Marina or Moorings Mariner Inn Marina, ensures a peaceful and safe anchorage. Both marinas offer a variety of amenities and are close to the city's attractions.

Should I rent a sailboat in Road Town with or without a skipper?

Renting a sailboat in Road Town with a skipper gives you the freedom to relax and enjoy the journey. The captain's local knowledge allows access to hidden spots and takes care of navigation and anchoring. On the flip side, an experienced sailor might opt for a bareboat charter to customize their itinerary and enjoy a private sailing experience.

Should I rent a sailboat in Road Town with or without a crew?

A crewed charter in Road Town offers excellent service and local insights, designed to enhance your sailing experience. A professional crew caters to your needs, allowing you to soak in the breathtaking scenery with absolute peace of mind.

What license do I need to charter a sailboat in Road Town?

While a sailing license isn't required by law in the BVI, many charter companies in Road Town require proof of sailing competence. This could be a recognized sailing certificate or even evidence of previous charter experience.

What to pack for a sailboat charter in Road Town?

Packing the essentials for your sailboat charter in Road Town should include quick-dry clothing, sunscreen, a hat, personal prescription medications, a camera for those picture-perfect moments, and, of course, your favorite novel to read on deck.

Our Nearest Destinations to Road Town

Explore stunning locales for your dream Sailboat Charter adventure in Road Town.

Yacht Types in Road Town

Explore choices designed for your upcoming maritime escapade in Road Town.

Alternative Choices for Sailboat Charter in Road Town

Find unique alternatives for a personalized maritime experience in Road Town.

Good to Know about Sailboat Charters in Road Town & Near Me

Number of sailboats26 sailboats available
Minimum Price432 $ per day
Maximum Price11,570 $ per day
Average Price1,061 $ per day
ManufacturersBeneteau, Jeanneau
Average length14.07 m (46.17 ft)
Average sleeping capacity7.92
Average cruise capacity7.92

Frequently Asked Questions about Sailing Yacht Rentals in Road Town & Near Me

How many sailboat are available for charter in Road Town?

There are 26 sailboats and sailing yachts of various sizes in Road Town.

How much does it cost to charter a sailboat in Road Town?

The cost to charter a sailboat in Road Town is typically between $432 and $11,570 per day, with an average daily price of $1,061.

Private charter with overnight accommodation

The price range for sailboat rental with overnight accommodation in Road Town is typically between $432 and $11,570 per night, with an average price of $1,061.

How much does it cost to rent a sailing yacht for a week in Road Town?

The cost to charter a sailboat in Road Town is typically between $3,023 and $80,988 per week, with an average weekly price of $7,427.

What are the popular sailboat brands in Road Town?

Popular brands in Road Town are: Beneteau, Jeanneau.

What are the popular sailboat models in Road Town?

Popular models in Road Town are: Oceanis 46.1, Oceanis 40.1, Sun Odyssey 410, Oceanis 48, Sun Odyssey 52.2.

What are the dining options on board a sailboat in Road Town?

On a sailboat, guests have the option to either purchase their own food supplies or have the boat owner/crew acquire the supplies for them. When there is a crew on board, they typically take care of the cooking. For more information about meal options, please review the listing details.

What is the average number of cabins on a sailboat in Road Town?

The average number of cabins on a sailboat in Road Town is 3.19. For larger groups, there are sailboats with up to 4 cabins available for charter as well.

What is the average sleeping capacity on a sailboat in Road Town?

Sleeping capacity in Road Town ranges from 6 to 10 persons, with an average capacity of 7.92 persons.

What is the average cruising capacity on a sailboat in Road Town?

Cruising capacity in Road Town ranges from 6 to 10 persons, with an average capacity of 7.92 persons.

Can I charter a sailboat as bareboat or skippered in Road Town?

You can charter a sailboat as bareboat in Road Town.

How many sailing yacht are available for bareboat charter in Road Town?

There are 26 sailboats available for bareboat charter in Road Town.

How much does a skipper cost per day in Road Town?

The cost of hiring a skipper can vary depending on the destination and the boat's owner. In, Road Town you can anticipate an average daily rate of $185 for a skipper.

Summary of Cost of Sailboat Charters in Road Town & Near Me

With overnight accomodationMin. price per dayAvg. price per dayMax. price per day
Sailboat432 $1,061 $ 11,570 $