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0 - 15+ m
0 - 400+ hp
2004 - 2024
Add dates to find your ideal boat for the best price
37 sailboats available
Hire Sailboat Custom built wooden sloop 42’ St. John
St. John

Custom built wooden sloop - 42’ | 6 people (1938)

6
6
With a skipper

From £780 per day

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

BENETEAU - FIRST 40.7 | 10 people (2008)

10
8
With a skipper

From £289 per day

Hire 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 £440 per day

Hire Sailboat Poncin Yachts Harmony 52 Road Town
Road Town
New

Poncin Yachts - Harmony 52 | 12 people (2007)

12
10
With a skipper

From £647 per day

Hire 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 £420 per day

Hire 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 £322 per day

Hire Sailboat  Sunsail 410 Road Town
Discount offer
Road Town

- Sunsail 410 | 8 people (2019)

8
8
Super owner
Without a skipper

From £273 per day

Hire Sailboat  Sunsail 410 Road Town
Discount offer
Road Town

- Sunsail 410 | 8 people (2019)

8
8
Super owner
Without a skipper

From £273 per day

Hire Sailboat Sunsail 46 Mon Road Town
Discount offer
Road Town

Sunsail - 46 Mon | 6 people (2019)

6
6
Super owner
Without a skipper

From £325 per day

Hire Sailboat Sunsail 46 Mon Road Town
Discount offer
Road Town

Sunsail - 46 Mon | 6 people (2019)

6
6
Super owner
Without a skipper

From £325 per day

Hire Sailboat Laivateollisuus Maxi Ior (1988) British Virgin Islands
British Virgin Islands
New

Laivateollisuus - Maxi Ior (1988) | 10 people (1988)

10
10
With a skipper

From £136 per day

Hire Sailboat Jeanneau Sun Loft 47 Tortola
Tortola

Jeanneau - Sun Loft 47 | 12 people (2020)

12
12
With or without a skipper

Hire Sailboat Dufour Yachts Dufour 460 GL Liberty Tortola
Tortola

Dufour Yachts - Dufour 460 GL Liberty | 10 people (2018)

10
10
Without a skipper

Hire Sailboat Bénéteau Oceanis 51.1 - 5 + 1 cab. Tortola
Tortola

Bénéteau - Oceanis 51.1 - 5 + 1 cab. | 12 people (2020)

12
13
Without a skipper

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

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

6
6
Without a skipper

Hire Sailboat  Beneteau Oceanis 48 Road Town
Road Town
New

- Beneteau Oceanis 48 | 8 people (2018)

8
8
With or without a skipper

From £595 per day

Hire Sailboat Dufour 430 GL Tortola
Tortola

Dufour - 430 GL | 10 people (2020)

10
8
Without a skipper

Hire Sailboat  Beneteau Oceanis 48 Road Town
Road Town
New

- Beneteau Oceanis 48 | 8 people (2017)

8
8
With or without a skipper

From £595 per day

Sailing boat hire 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 hire 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 hire 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. 

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