-
0 - 15+ m
0 - 400+ hp
2005 - 2025
Add dates to find your ideal boat for the best price
44 sailboats available
How we rank results
Hire Sailboat  Sunsail 42 Road Town
Discount offer

Road Town

- Sunsail 42 | 6 people (2023)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 12 m

From 
£404 / day

Hire Sailboat  Sunsail 41.3 Road Town
Discount offer

Road Town

New

- Sunsail 41.3 | 6 people (2024)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 11 m

From 
£387 / day

Hire Sailboat  Sunsail 44.3 Road Town
Discount offer

Road Town

New

- Sunsail 44.3 | 6 people (2025)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 13 m

From 
£485 / day

Hire Sailboat  Sunsail 47 Road Town
Discount offer

Road Town

New

- Sunsail 47 | 10 people (2025)

  • Without skipper
  • Super owner
10 people · 4 cabins · 10 berths · 14 m

From 
£634 / day

Hire Sailboat  Sunsail 41.3 Road Town
Discount offer

Road Town

New

- Sunsail 41.3 | 6 people (2025)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 11 m

From 
£422 / day

Hire Sailboat  Oceanis 461/3/3 Road Town

Road Town

New

- Oceanis 461/3/3 | 8 people (2024)

  • Without skipper
  • Super owner
8 people · 3 cabins · 8 berths · 14 m

From 
£445 / day

Hire Sailboat  Sunsail 41.3 Road Town
Discount offer

Road Town

New

- Sunsail 41.3 | 6 people (2025)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 11 m

From 
£422 / day

Hire Sailboat  Oceanis 461/3/3 Road Town
Discount offer

Road Town

- Oceanis 461/3/3 | 8 people (2023)

  • Without skipper
  • Super owner
8 people · 3 cabins · 8 berths · 14 m

From 
£445 / day

Hire Sailboat BENETEAU FIRST 40.7 Road Town

Road Town

1.3(1)

BENETEAU - FIRST 40.7 | 10 people (2008)

  • Skipper mandatory
  • Super owner
10 people · 3 cabins · 8 berths · 12 m

From 
£770 / day

Hire Sailboat Dufour Yachts Dufour 390 GL Tortola

Tortola

New

Dufour Yachts - Dufour 390 GL | 8 people (2023)

  • Skipper optional
8 people · 3 cabins · 8 berths · 11 m

From 
£325 / day

Hire Sailboat Bénéteau Oceanis 41.1 Tortola

Tortola

Bénéteau - Oceanis 41.1 | 8 people (2018)

  • Skipper optional
8 people · 3 cabins · 8 berths · 12.4 m
Hire Sailboat  Moorings 464PC/10 Road Town
Discount offer

Road Town

5.0(1)

- Moorings 464PC/10 | 10 people (2022)

  • Without skipper
  • Super owner
10 people · 5 cabins · 10 berths · 14 m

From 
£827 / day

Hire Sailboat Dufour Yachts Dufour 460 GL Liberty Saint Thomas

Saint Thomas

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

  • Without skipper
10 people · 4 cabins · 10 berths · 14.2 m
Hire Sailboat Jeanneau Sun Loft 47 - 6 + 1 cab. Tortola

Tortola

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

  • Skipper optional
12 people · 7 cabins · 13 berths · 14 m
Hire Sailboat Jeanneau Sun Loft 47 - 6 + 1 cab. Tortola

Tortola

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

  • Skipper optional
12 people · 7 cabins · 13 berths · 14.4 m

From 
£344 / day

Hire Sailboat  Sunsail 41.3 Road Town
Discount offer

Road Town

New

- Sunsail 41.3 | 6 people (2025)

  • Without skipper
  • Super owner
6 people · 3 cabins · 6 berths · 11 m

From 
£422 / day

Hire Sailboat Jeanneau Sun Odyssey 349 - 2 cab. Tortola

Tortola

New

Jeanneau - Sun Odyssey 349 - 2 cab. | 5 people (2023)

  • Without skipper
5 people · 2 cabins · 5 berths · 10 m

From 
£286 / day

Hire Sailboat BENETEAU OCEANIS 35.1 Tortola

Tortola

0.0(1)

BENETEAU - OCEANIS 35.1 | 4 people (2018)

  • Without skipper
4 people · 2 cabins · 4 berths · 10.7 m
Our customer reviews
4.9 / 5
Score calculated based on 220974 reviews
View all reviews

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.