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Road Town

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Road Town

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Sailboat Charter Road Town & Sailing Yacht Rental

45 sailboats are available.

Explore sailboat charter options in Road Town from €396 per day. Charter options in Road Town include daily sailboat rentals for 6 to 10 guests, available as skippered or without skipper charters.

45
SAILBOATS AVAILABLEChoose from 45 verified sailboats available in Road Town.
€396 / day
STARTING PRICESailboat charter prices in Road Town range from €396 to €2,011 per day, depending on size, rental type and the season.
INSTANT BOOKING
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18466
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18466 2
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18466 3
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18466 4
Road Town Sailboat 3 cabin 8 berths 8 guests 12.35 m Listing Number: #18466 5
  • Jeanneau, Sun Odyssey 410
  • 2022
  • Road Town 
4.88(2)
Without skipper
Super Boat Owner
  • 8 berths
  • 3 cabin
  • 12.3 m
  • 2 WC

Lowest396 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25179
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25179 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25179 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25179 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25179 5
  • Beneteau, Oceanis 40.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest407 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25173
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25173 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25173 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25173 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25173 5
  • Beneteau, Oceanis 40.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25185
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25185 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25185 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25185 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25185 5
  • Beneteau, Oceanis 40.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25176
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25176 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25176 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25176 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #25176 5
  • Beneteau, Oceanis 40.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest407 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #19735
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #19735 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #19735 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #19735 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.87 m Listing Number: #19735 5
  • Beneteau, Oceanis 40.1
  • 2023
  • Road Town 
4.88(2)
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 12.9 m
  • 2 WC

Lowest407 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25234
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25234 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25234 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25234 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25234 5
  • Jeanneau, Sun Odyssey 419
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25230
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25230 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25230 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25230 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25230 5
  • Jeanneau, Sun Odyssey 419
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25220
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25220 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25220 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25220 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25220 5
  • Jeanneau, Sun Odyssey 419
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25244
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25244 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25244 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25244 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25244 5
  • Jeanneau, Sun Odyssey 419
  • 2025
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25217
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25217 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25217 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25217 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25217 5
  • Jeanneau, Sun Odyssey 419
  • 2025
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25180
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25180 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25180 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25180 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25180 5
  • Beneteau, Oceanis 46.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 8 berths
  • 3 cabin
  • 14.5 m
  • 3 WC

Lowest473 € / night

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INSTANT BOOKING
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 
4.88(2)
Without skipper
Super Boat Owner
  • 8 berths
  • 3 cabin
  • 14.5 m
  • 3 WC

Lowest473 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 13.65 m Listing Number: #25250
Road Town Sailboat 3 cabin 6 berths 6 guests 13.65 m Listing Number: #25250 2
Road Town Sailboat 3 cabin 6 berths 6 guests 13.65 m Listing Number: #25250 3
Road Town Sailboat 3 cabin 6 berths 6 guests 13.65 m Listing Number: #25250 4
Road Town Sailboat 3 cabin 6 berths 6 guests 13.65 m Listing Number: #25250 5
  • Dufour, 44
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 13.7 m
  • 3 WC

Lowest440 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25178
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25178 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25178 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25178 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25178 5
  • Beneteau, Oceanis 46.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 8 berths
  • 3 cabin
  • 14.5 m
  • 3 WC

Lowest473 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25184
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25184 2
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25184 3
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25184 4
Road Town Sailboat 3 cabin 8 berths 8 guests 14.51 m Listing Number: #25184 5
  • Beneteau, Oceanis 46.1
  • 2024
  • Road Town 
New
Without skipper
Super Boat Owner
  • 8 berths
  • 3 cabin
  • 14.5 m
  • 3 WC

Lowest473 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25218
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25218 2
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25218 3
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25218 4
Road Town Sailboat 3 cabin 6 berths 6 guests 11.95 m Listing Number: #25218 5
  • Jeanneau, Sun Odyssey 419
  • 2025
  • Road Town 
New
Without skipper
Super Boat Owner
  • 6 berths
  • 3 cabin
  • 11.9 m
  • 3 WC

Lowest407 € / night

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INSTANT BOOKING
Road Town Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #20915
Road Town Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #20915 2
Road Town Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #20915 3
Road Town Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #20915 4
Road Town Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #20915 5
  • Fountaine Pajot, Astrea 42
  • 2019
  • Road Town 
Skipper optional
  • 6 berths
  • 3 cabin
  • 12.5 m
  • 4 WC

Lowest1,084 € / night

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INSTANT BOOKING
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19397
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19397 2
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19397 3
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19397 4
Road Town Sailboat 4 cabin 8 berths 8 guests 14.6 m Listing Number: #19397 5
  • Beneteau, Oceanis 48
  • 2017
  • Road Town 
Skipper optional
  • 8 berths
  • 4 cabin
  • 14.6 m
  • 4 WC

Lowest805 € / night

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INSTANT BOOKING
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

Lowest805 € / night

Log in for extra savings.
INSTANT BOOKING
Road Town Sailboat 4 cabin 8 berths 8 guests 14.57 m Listing Number: #19395
Road Town Sailboat 4 cabin 8 berths 8 guests 14.57 m Listing Number: #19395 2
Road Town Sailboat 4 cabin 8 berths 8 guests 14.57 m Listing Number: #19395 3
Road Town Sailboat 4 cabin 8 berths 8 guests 14.57 m Listing Number: #19395 4
Road Town Sailboat 4 cabin 8 berths 8 guests 14.57 m Listing Number: #19395 5
  • Beneteau, Oceanis 48
  • 2017
  • Road Town 
Skipper optional
  • 8 berths
  • 4 cabin
  • 14.6 m
  • 4 WC

Lowest805 € / night

Log in for extra savings.

Popular sailboat brands in Road Town

Explore popular sailboat brands and models available for charter in Road Town.

27 sailboatsLowest 407 € / night

Beneteau

Popular models: Oceanis 46.1, Oceanis 40.1, and Oceanis 48

9 sailboatsLowest 396 € / night

Jeanneau

Popular models: Sun Odyssey 419, Sun Odyssey 52.2, and Sun Odyssey 410

7 sailboatsLowest 464 € / night

Moorings

Popular models: 41.3 and 44.3

1 sailboatLowest 440 € / night

Dufour

Popular models: 44

1 sailboatLowest 1,084 € / night

Fountaine Pajot

Popular models: Astrea 42

Why choose viravira.co for sailboat charter in Road Town?

Trusted by thousands of travelers booking boat rentals every year.

Best value sailboats for charter in Road Town

Find sailboats in Road Town offering the best balance of price, amenities and guest ratings across sailboat charter options.
How is this calculated?
Sailboats are ranked by price-to-value ratio, considering guest ratings, amenities and sailboat charter prices.

Choose your sailboat charter option in Road Town

Compare the available sailboat charter options in Road Town based on your experience and travel style.

Skippered yacht charter in Road Town

Skippered Charter

A professional skipper handles navigation while you relax and enjoy the trip. No boating experience is required.

Bareboat yacht charter in Road Town

Bareboat Charter Most popular

Operate the boat yourself for maximum independence. A valid boating licence may be required depending on local rules.

Sailboat charter options by trip length in Road Town

Explore weekly charter options for sailboats in Road Town.

Weekly sailboat rentals in Road Town
from €396 / night

Weekly Charter

Week-long trips with sailboats in Road Town for longer routes and multiple stops.

Sail more, earn more!
Over 20% year-round discounts.
Everyone on board is included.

viravira.co Loyalty Program

Key sailboat charter insights for Road Town

See key details for sailboats in Road Town, including current availability, typical capacity, average length, charter type and starting prices.

SAILBOATS AVAILABLE

45

45 sailboats are currently available in Road Town.

TYPICAL CAPACITY

7 guests

Most sailboats in Road Town accommodate 6 to 8 guests and typically have 3 to 4 cabins.

AVERAGE SAILBOAT LENGTH

13.6 m (44.5 ft)

The average length of available sailboats in Road Town is 13.6 m (44.5 ft).

CHARTER SERVICE TYPE

Bareboat

Bareboat is the most common charter type among the 45 sailboats available in Road Town.

Explore yachts

STARTING PRICE

396 €

Prices for sailboats in Road Town start from 396 € per day, based on currently available listings.

What does a sailboat charter cost in Road Town?

This table summarizes average overnight sailboat charter prices in Road Town by brand, starting from €396 per night.
BRAND
AVERAGE PRICE
BOAT COUNT
Beneteau
LOWEST
AVERAGE PRICE
€798

/ night

LOWEST
BOAT COUNT
27

sailboats available

€407

€1,364

Jeanneau
AVERAGE PRICE
€865

/ night

BOAT COUNT
9

sailboats available

€396

€2,000

Moorings
AVERAGE PRICE
€839

/ night

BOAT COUNT
7

sailboats available

€464

€1,195

Dufour
AVERAGE PRICE
€805

/ night

BOAT COUNT
1

sailboat available

€440

€979

Fountaine Pajot
HIGHEST
AVERAGE PRICE
€1,209

/ night

HIGHEST
BOAT COUNT
1

sailboat available

€1,084

€1,413

Prices vary by yacht type, size, season and charter type. Additional costs such as fuel, skipper fees and security deposit may apply.

Last updated at September 20, 2026

Frequently asked questions about sailboat charter in Road Town

Learn everything you need to know about sailboat rental in Road Town, including costs, yacht types, charter options and sailing requirements.

How much does sailboat charter cost in Road Town?

Sailboat charter in Road Town costs between €2,772 and €14,077 per week, with an average weekly price of around €5,306. Prices vary depending on the boat, season, duration and booking conditions. During April, the average weekly price is around €2,548.

How many people can join a sailboat charter in Road Town?

Sailboats in Road Town are available for groups of 6 to 8 people, with an average capacity of around 7 guests. The number of people a boat can take depends on its size, layout and local regulations.

Can I charter sailboats without a skipper in Road Town?

Yes, Road Town has 45 sailboats available without a skipper. These boats can be booked by guests who meet the applicable licensing and experience requirements. Availability and requirements vary by boat, so check the listing conditions and message the listing owner before booking.

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

A professional skipper for sailboat charter in Road Town costs an average of around €217 per day. The final price can vary depending on the boat, destination, season and booking conditions. Skipper fees may be charged separately from the boat price, so check the listing for the exact conditions.

Do I need a licence to charter sailboats in Road Town?

Whether you need a licence depends on how you charter the boat. Bareboat charters generally require an appropriate sailing qualification and may also require proof of experience. If you do not meet the requirements, you can choose a skippered option instead. Check the applicable rules and message the listing owner before booking.

Which sailboat brands are most popular in Road Town?

The most popular sailboat brands in Road Town include Beneteau, Jeanneau, Moorings, Dufour, Fountaine Pajot. Popular models vary by location, boat size and age.

More sailboat charter locations in Road Town

Yacht

149 yachts

Catamaran

104 yachts

Bareboat

45 yachts

Skippered

5 yachts