Caribbean
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Page 3 - Charter a sailboat in Caribbean with or without a skipper

344 boats available in Caribbean
-15%
Jeanneau Sun Loft 47
3.0 (1 reviews)
Bas du Fort
Meet GELMIR, an incredible sailboat dedicated for charters. Made in 2020, the Sun Loft 47 will take you to the most beautiful anchorages in Marina Bas du Fort. The boat has 6 cabins with total comfort and a capacity of 13 passengers. With a total length of 14 meters and 80 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Marina Bas du Fort This Sun Loft 47 is equipped with 4 heads with a shower. This boat is equipped with a Furling mainsail and a...
Sailboat
Bareboat
13 pers.
6 cabins
2020
47 ft
from $233,15
Bénéteau Oceanis 46.1
5.0 (1 reviews)
Parish of Saint George
Incredible sailboat for rent in Saint-George. This Beneteau 54.5 from 2024 is an ideal boat for a vacation with family or friends. The boat has 5 fully-equipped cabins and a capacity of 9 people. With an overall length of 17 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Saint-George For your comfort, Griffon has 4 toilet(s) with a shower It has the following equipment: Auto-pilot, Outdoo...
Sailboat
Bareboat
10 pers.
5 cabins
2025
48 ft
from $689,10
-15%
Bénéteau Oceanis 40.1
4.2 (1001 reviews)
Anse Marcel
We offer for rent a Oceanis 40.1 of 2023 departing from Anse Marcel. ALHUCHAR is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The sailboat is 13 meters in length with 45 horsepower. The 3 cabins can accommodate 8 passengers when cruising. For your comfort, ALHUCHAR has 2 toilet(s) with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, S...
Sailboat
Skipper optional
8 pers.
3 cabins
2023
42 ft
from $380,15
-25%
Dufour 520 Grand Large
1.0 (1 reviews)
Parham Town
Incredible sailboat for rent in Hodge's Creek Marina. This Dufour 520 Grand Large from 2018 is an ideal boat for a vacation with family or friends. The sailboat is 15 meters in length with 75 horsepower. The 5 cabins can accommodate 12 passengers when cruising. For your comfort, VANUATU has 3 toilets with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Speakers, Deck shower, Swim platform. Booking...
Sailboat
Skipper optional
12 pers.
5 cabins
2018
50 ft
from $544,39
Bénéteau Oceanis 46.1
5.0 (1 reviews)
Pointe-à-Pitre
Incredible sailboat for rent in Pointe-à-Pitre. This Oceanis 46.1 from 2025 is an ideal boat for a vacation with family or friends. The boat has 5 fully-equipped cabins and a capacity of 12 people. With an overall length of 15 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Pointe-à-Pitre This Oceanis 46.1 is equipped with 3 heads with shower. It has the following equipment: Dishwasher, BBQ, USB plug, Electric winch, Outboard engine,...
Sailboat
Bareboat
10 pers.
5 cabins
2025
48 ft
from $689,10
-20%
Southern Wind Ocean 60
Portsmouth
EXPERIENCE THE REAL CARIBBEAN ABOARD OUR BAEUTIFUL SCHOOMER YEMAYA. Join us for an authentic 3-day sailing adventure aboard our 60-foot ocean schooner, Ocean Science. Explore the beautiful islands of Dominica, Îles des Saintes, and Marie-Galante while learning to sail through hands-on instruction from an experienced captain. Whether you're a complete beginner or an experienced sailor looking to build miles and confidence, our sailing charters combine practical lessons, overnight passages, isla...
Sailboat
Skipper mandatory
10 pers.
5 cabins
1982
62 ft
from $401,52
-15%
Dufour 460 Grand Large
4.2 (1001 reviews)
Anse Marcel
We offer for rent a Dufour 460 Grand Large of 2018 departing from Anse Marcel. TORNE is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The sailboat is 14 meters in length with 75 horsepower. The 4 cabins can accommodate 10 passengers when cruising. This Dufour 460 Grand Large is equipped with 4 heads with shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot,...
Sailboat
Skipper optional
10 pers.
4 cabins
2018
46 ft
from $334,21
-25%
Jeanneau Sun Loft 47
5.0 (1 reviews)
Road Town
Incredible sailboat for rent in Nanny Cay. This Sun Loft 47 from 2020 is an ideal boat for a vacation with family or friends. The boat has 6 cabins with total comfort and a capacity of 14 passengers. With a total length of 14 meters and 80 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Nanny Cay This Sun Loft 47 is equipped with 4 heads with a shower. It has the following equipment: Outboard engine, Bow thruster, Speakers, USB plug, Deck shower...
Sailboat
Bareboat
12 pers.
6 cabins
2020
47 ft
from $484,67
-20%
Oyster 56
Archipiélago de San Blas
Fully Crewed Luxury Charter in San Blas Islands (Guna Yala)
Sailboat
Skipper mandatory
4 pers.
2 cabins
2006
56 ft
from $1 028,80
Bénéteau Oceanis 46.1
5.0 (1 reviews)
Le Marin
Sailboat for rent in Le Marin. This Oceanis 46.1 built in 2025 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 5 fully-equipped cabins and a capacity of 12 people. With an overall length of 15 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Le Marin For your comfort, Bieckert has 3 toilet(s) with a shower It has the following equipment...
Sailboat
Bareboat
10 pers.
5 cabins
2025
48 ft
from $689,10
Bénéteau Oceanis 40.1
5.0 (1 reviews)
Le Marin
Superb sailboat for rent from Le Marin. This 2023 Beneteau 403 is an ideal boat for a family or friends holiday. The boat has 3 comfortable cabins and a capacity of 8 people. With a total length of 13 meters, it will be your best ally for spending an extraordinary holiday on the water in the surroundings of Le Marin This Beneteau 403 is equipped with 2 toilets with shower. It has the following equipment: Autopilot, Auxiliary engine, External speakers, USB port, Solar panel, Watermaker....
Sailboat
Bareboat
8 pers.
4 cabins
2023
42 ft
from $508,79
Dufour 37
Ribishi
We offer for rent a Dufour 37 of 2024 departing from Ribishi. Spicy Rum is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 3 fully-equipped cabins and a capacity of 6 people. With an overall length of 11 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Ribishi For your comfort, Spicy Rum has 1 toilet with a shower It has the following equipment: Auto-pilo...
Sailboat
Skipper optional
6 pers.
3 cabins
2024
35 ft
from $426,09
-25%
Jeanneau Sun Odyssey 350
4.2 (1001 reviews)
Parham Town
Meet ANTIDOTE , an incredible sailboat dedicated for charters. Made in 2024, the Sun Odyssey 350 will take you to the most beautiful anchorages in Parham Town. The sailboat is 10 meters in length with 29 horsepower. The 2 cabins can accommodate 4 passengers when cruising. This Sun Odyssey 350 is equipped with 1 head with shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Outdoor Speakers, USB plug,...
Sailboat
Skipper optional
4 pers.
2 cabins
2024
34 ft
from $303,20
AZIMUT FLYBRIDGE 60
5.0 (1 reviews)
Miami Beach
Miami Yacht 60 is a modern-looking boat that promises a luxurious and comfortable experience on the water. (Book for minimum 4 hours and get 2 hours Jet Ski Ride free) It offers the perfect setting for your day of yachting. The great service from the crew ensures that you’ll have a memorable and enjoyable time on board. Don’t miss the opportunity to explore Miami’s waters in style and comfort aboard the Miami Boat 60 and make the most of your day on the water. 4-hour minimum booking. Additiona...
Sailboat
Skipper mandatory
13 pers.
3 cabins
2017
60 ft
Instant booking
from $4 400
-15%
Bénéteau Oceanis 45
4.2 (1001 reviews)
Bas du Fort
Embark on board the STRAUSS , an amazing Oceanis 45 to discover the region of Bas du Fort. This sailboat was built in 2017 to ensure complete comfort and performance at sea. The boat has 4 cabins with total comfort and a capacity of 10 passengers. With a total length of 14 meters and 57 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Bas du Fort For your comfort, STRAUSS has 2 toilet(s) with a shower It has the following equipment: Auto-pil...
Sailboat
Skipper optional
10 pers.
4 cabins
2017
45 ft
from $249,22
-15%
Dufour 500 Grand Large
4.2 (1001 reviews)
Anse Marcel
Incredible sailboat for rent in Anse Marcel. This Dufour 500 Grand Large from 2016 is an ideal boat for a vacation with family or friends. The sailboat is 15 meters in length with 75 horsepower. The 5 cabins can accommodate 10 passengers when cruising. For your comfort, RUBENS_DB has 2 toilet(s) with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pilot, Outboard engine, Bow...
Sailboat
Skipper optional
10 pers.
5 cabins
2016
48 ft
from $362,93
Dufour 37
Le Marin
Embark on board the Spicy Rum, an amazing Dufour 37 to discover the region of Le Marin. This sailboat was built in 2024 to ensure complete comfort and performance at sea. The boat has 3 fully-equipped cabins and a capacity of 6 people. With an overall length of 11 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Le Marin For your comfort, Spicy Rum has 1 toilet with a shower This boat is equipped with a Full batten mainsail and a Fu...
Sailboat
Skipper optional
6 pers.
3 cabins
2024
35 ft
from $513,38
Bénéteau Oceanis 40.1
5.0 (1 reviews)
Pointe-à-Pitre
Embark on board the Madelon, an amazing Oceanis 40.1 to discover the region of Pointe-à-Pitre. This sailboat was built in 2023 to ensure complete comfort and performance at sea. The boat has 4 fully-equipped cabins and a capacity of 8 people. With an overall length of 13 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Pointe-à-Pitre This Oceanis 40.1 is equipped with 2 heads with shower. It has the following equipment: Auto-pilot, Out...
Sailboat
Bareboat
8 pers.
4 cabins
2023
42 ft
from $508,79
Jeanneau Sun Odyssey 440
Playa Sardinera
Incredible sailboat for rent in Playa Sardinera. This Sun Odyssey 440 from 2022 is an ideal boat for a vacation with family or friends. The boat has 3 fully-equipped cabin(s) and a capacity of 6 people. With an overall length of 12 meters, it will be your best ally to spend an exceptional vacation on the water in the surroundings of Playa Sardinera For your comfort, COUNTING STARS has 2 toilets with a shower Booking requests and quotes are handled directly by SamBoat. You will get the best p...
Sailboat
Bareboat
6 pers.
3 cabins
2022
40 ft
from $781

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