Destination
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Type of charter
With or without a skipper
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0 - 15+ m
0 - 400+ hp
2004 - 2024
Add dates to find your ideal boat for the best price
74 sailboats available
Charter Sailboat JEANNEAU SUN ODYSSEY 52.2 Saint Barthélemy
Saint Barthélemy
5.0
 (3)

JEANNEAU - SUN ODYSSEY 52.2 | 2 people (2001)

2
6
Super owner
With a skipper

From €743 per day

Charter Sailboat Jumbo 40 Saint Martin
Saint Martin

Jumbo - 40 | 10 people (2006)

10
10
With or without a skipper

From €383 per day

Charter Sailboat BENETEAU Océanis 38 (2014) (Saint-Martin) Marigot
Marigot

BENETEAU - Océanis 38 (2014) (Saint-Martin) | 8 people (2014)

8
7
Super owner
With or without a skipper

From €414 per day

Charter 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 €497 per day

Charter Sailboat Jeanneau 53 Sint Maarten
Sint Maarten
4.9
 (2)

Jeanneau - 53 | 10 people (2011)

10
6
Without a skipper

Charter Sailboat Beneteau First 40.7 Saint Barthélemy
Saint Barthélemy

Beneteau - First 40.7 | 10 people (2008)

10
10
With a skipper

From €929 per day

Charter Sailboat Jeanneau Sun Odyssey 45.2 Saint Martin
Saint Martin
4.7
 (1)

Jeanneau - Sun Odyssey 45.2 | 4 people (2003)

4
5
With a skipper

From €343 per day

Charter 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 €333 per day

Charter Sailboat Bénéteau Oceanis 41.1 Saint Thomas
Saint Thomas
New

Bénéteau - Oceanis 41.1 | 8 people (2018)

8
8
With or without a skipper

From €242 per day

Charter 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 €864 per day

Charter Sailboat CNB Cabon 93 Saint Martin
Saint Martin

CNB - Cabon 93 | 6 people (2001)

6
6
With a skipper

From €4,429 per day

Charter Sailboat Dufour Yachts Dufour 390 GL Saint Martin
Saint Martin

Dufour Yachts - Dufour 390 GL | 8 people (2019)

8
8
Without a skipper

Charter 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 €248 per day

Charter Sailboat JEANNEAU SUN ODYSSEY 419 Saint Martin
Saint Martin

JEANNEAU - SUN ODYSSEY 419 | 8 people (2019)

8
6
Without a skipper

Charter Sailboat Poncin Yachts Harmony 52 Road Town
Road Town
New

Poncin Yachts - Harmony 52 | 12 people (2007)

12
10
With a skipper

From €745 per day

Charter Sailboat Dufour Yachts Dufour 460 GL Liberty Saint Martin
Saint Martin

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

10
8
Without a skipper

Charter Sailboat Velero Clasico Americano Pearson 35 San Juan
San Juan

Velero Clasico Americano - Pearson 35 | 6 people (1969)

6
With a skipper

From €599 per day

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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. 

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