Destination
Dates
Add your dates
Type of boat charter
With or without a skipper
-
0 - 15+ m
0 - 400+ hp
2004 - 2024
Add dates to find your ideal boat for the best price
48 sailboats available
Rental Sailboat Bénéteau Oceanis 54 - 3 + 1 cab. British Virgin Islands
British Virgin Islands
New

Bénéteau - Oceanis 54 - 3 + 1 cab. | 9 people (2024)

9
9
With or without a skipper

From $1,710 per day

Rental Sailboat BENETEAU FIRST 40.7 Road Town
Road Town
1.3
 (1)

BENETEAU - FIRST 40.7 | 10 people (2008)

10
8
Without a skipper

From $368 per day

Rental Sailboat Jeanneau Jeanneau 54 - 5 + 1 cab.	 Tortola
Tortola

Jeanneau - Jeanneau 54 - 5 + 1 cab. | 12 people (2021)

12
12
With or without a skipper

From $870 per day

Rental Sailboat Jeanneau Sun Loft 47 - 6 + 1 cab. Tortola
Tortola

Jeanneau - Sun Loft 47 - 6 + 1 cab. | 12 people (2020)

12
13
With or without a skipper

From $1,299 per day

Rental Sailboat Poncin Yachts Harmony 52 Road Town
Road Town
New

Poncin Yachts - Harmony 52 | 12 people (2007)

12
10
With a skipper

From $824 per day

Rental Sailboat JEANNEAU SUN ODYSSEY 349 Tortola
Tortola
3.5
 (1)

JEANNEAU - SUN ODYSSEY 349 | 4 people (2018)

4
4
Without a skipper

Rental Sailboat Dufour Yachts 350 Adventure Tortola
Tortola

Dufour Yachts - 350 Adventure | 5 people (2018)

5
4
Without a skipper

Rental Sailboat JEANNEAU SUN ODYSSEY 379 Tortola
Tortola

JEANNEAU - SUN ODYSSEY 379 | 8 people (2012)

8
6
Without a skipper

Rental Sailboat DUFOUR 520 GL Luxe - BOTERO Tortola
Tortola

DUFOUR - 520 GL Luxe - BOTERO | 12 people (2019)

12
10
Without a skipper

Rental Sailboat Moorings 42.1 Road Town
Special offer
Road Town

Moorings - 42.1 | 8 people (2019)

8
8
Super owner
Without a skipper

From $371 per day

Rental Sailboat BENETEAU OCEANIS 41.1 Tortola
Tortola

BENETEAU - OCEANIS 41.1 | 8 people (2018)

8
6
Without a skipper

Rental Sailboat Jeanneau Sun Odyssey 440 - 3 cab. Tortola
Tortola

Jeanneau - Sun Odyssey 440 - 3 cab. | 6 people (2022)

6
6
Without a skipper

Rental Sailboat Sunsail 47/3 Road Town
Special offer
Road Town

Sunsail - 47/3 | 8 people (2019)

8
8
Super owner
Without a skipper

From $520 per day

Rental Sailboat Moorings 45.3 Road Town
Special offer
Road Town

Moorings - 45.3 | 8 people (2018)

8
8
Super owner
Without a skipper

From $597 per day

Rental Sailboat  Beneteau Oceanis 48 Road Town
Road Town
New

- Beneteau Oceanis 48 | 8 people (2018)

8
8
Without a skipper

From $960 per day

Rental Sailboat  Beneteau Oceanis 48 Road Town
Road Town
New

- Beneteau Oceanis 48 | 8 people (2017)

8
8
Without a skipper

From $960 per day

Sailing boat rentals in Tortola

Tortola is the largest of the British Virgin Islands located in the Caribbean. Its name comes from the Spanish tórtola which directly translates to ‘turtle dove.’ 

It is located about 60 miles (100km) east of Puerto Rico, making it the ultimate place to rent a sailing boat. Tortola is composed of a long chain of steep hills uninterrupted by any transverse valley. Sailing boat rentals in Tortola are popular amongst locals as a way to experience the amazing British Virgin Islands.

What to do with your sailing boat rental in Tortola

Sailing boat rentals in Tortola allow sailors to experience the island from a different perspective. Explore secret coves and bays that the average tourist will never see, sink your toes into white sand and absorb the charm of the island from the sea.
Step back on land and check out the cultural side of Tortola. The Wall Mural of Fahie Hill is a local work of art that depicts a variety of cultural scenes. It was painted by a local artist who successfully turned a 10-feet-high, 60-feet-wide wall into a masterpiece showing how the people of the island really live. 
We also recommend that you see the city from above by visiting the Sky world, which shows a spectacular panoramic view from one of Tortola's tallest towers. 
Lastly, follow the famous trail between Spring Bay and Devil’s Bay. In fact, some may say its more like an obstacle course than a walking trail. Use ropes, ladders, and your own wits as you reach your destination.

Tortola Spots to Eat, Drink, and Hang Out

Drink delicious rum at Callwood’s distillery, yummy food at Myett’s Restaurant, or a more casual experience at Bomba’s Surf Shack for drinks and a bbq. The shack is a popular hot spot for sailors to meet, enjoy a drink and catch up on adventures of the sea. 

Client reviews
4.9 / 5
Score calculated based on 145042 reviews
See all reviews