Caribbean
Choose a date or a period

Page 2 - Charter a sailboat in Caribbean with or without a skipper

344 boats available in Caribbean
-25%
Bénéteau Oceanis 41.1
4.0 (1 reviews)
Parham Town
Embark on board the SYRMA_DB, an amazing Oceanis 41.1 to discover the region of . This sailboat was built in 2018 to ensure complete comfort and performance at sea. The sailboat is 12 meters in length with 45 horsepower. The 3 cabins can accommodate 8 passengers when cruising. This Oceanis 41.1 is equipped with 2 heads with a shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equipment: Auto-pil...
Sailboat
Bareboat
8 pers.
3 cabins
2018
41 ft
from $263,01
-25%
Dufour 390
4.2 (1001 reviews)
Parham Town
Meet HAMEL, an incredible sailboat dedicated for charters. Made in 2023, the NEW 39 will take you to the most beautiful anchorages in Hodge's Creek Marina. The sailboat is 12 meters in length with 50 horsepower. The 3 cabins can accommodate 8 passengers when cruising. For your comfort, HAMEL has 2 toilets with a shower It has the following equipment: Auto-pilot, Outboard engine, Speakers, Deck shower. If you have any questions about the boat or the charter conditions, you can send a messag...
Sailboat
Bareboat
8 pers.
3 cabins
2023
39 ft
from $350,29
-25%
Dufour 41
4.2 (1001 reviews)
Parham Town
Incredible sailboat for rent in Parham Town. This Dufour 41 from 2023 is an ideal boat for a vacation with family or friends. The boat has 3 cabins with total comfort and a capacity of 8 passengers. With a total length of 13 meters and 60 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Parham Town This Dufour 41 is equipped with 1 head with shower. This boat is equipped with a Full batten mainsail and a Furling genoa. It has the following equi...
Sailboat
Skipper optional
8 pers.
3 cabins
2023
42 ft
from $368,67
-25%
Bénéteau Oceanis 40.1
4.2 (1001 reviews)
Parham Town
Sailboat for rent in Parham Town. This Oceanis 40.1 built in 2023 offers an excellent quality for its price for a cruise of a few days or even a few weeks. You are going to have an exceptional cruise on this sailboat of 13 meters. You will be able to accommodate up to 8 passengers when cruising and take advantage of its 3 cabins with total comfort. For your comfort, LEONORA II has 2 toilet(s) with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has the f...
Sailboat
Skipper optional
8 pers.
3 cabins
2023
42 ft
from $350,29
-25%
Dufour 390 GL
5.0 (1 reviews)
Nassau
We offer for rent a Dufour 390 Grand Large of 2023 departing from Nassau. MAYBE TOMORROW is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The sailboat is 12 meters in length with 50 horsepower. The 3 cabins can accommodate 8 passengers when cruising. This Dufour 390 Grand Large is equipped with 2 heads with a shower. It has the following equipment: Auto-pilot, Outboard engine, Speakers, Deck shower. For any information req...
Sailboat
Bareboat
8 pers.
3 cabins
2023
39 ft
from $311,24
-20%
Bavaria 39 Cruiser
Archipiélago de San Blas
Spanish and portuguese
Sailboat
Skipper mandatory
4 pers.
3 cabins
2006
39 ft
from $413,46
-15%
Dufour 430 Grand Large
2.0 (2 reviews)
Le Marin
Sailboat for rent in Le Marin. This Dufour 430 Grand Large built in 2020 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 13 meters in length with 60 horsepower. The 4 cabins can accommodate 10 passengers when cruising. For your comfort, BESRA has 2 toilets with a shower It has the following equipment: Outboard engine, Speakers, Deck shower. Don't hesitate to contact us for a quote, you will be helped by a SamBoat expert on your hol...
Sailboat
Bareboat
10 pers.
4 cabins
2020
43 ft
from $365,22
-15%
Dufour 470
4.0 (1 reviews)
Bas du Fort
We offer for rent a Dufour 470 of 2023 departing from Marina Bas du Fort. GLOXINIA is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. The boat has 5 cabins with total comfort and a capacity of 11 passengers. With a total length of 15 meters and 75 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Marina Bas du Fort This Dufour 470 is equipped with 3 heads with a shower. It has the f...
Sailboat
Bareboat
11 pers.
5 cabins
2023
49 ft
from $368,67
Bénéteau Oceanis 40.1
5.0 (1 reviews)
Parish of Saint George
Sailboat for rent in Saint-George. This Beneteau 403 built in 2023 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The boat has 3 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 Saint-George For your comfort, Madelon has 2 toilet(s) with a shower It has the following equ...
Sailboat
Bareboat
8 pers.
4 cabins
2023
42 ft
from $508,79
-15%
Bénéteau Oceanis 51.1
5.0 (1 reviews)
Anse Marcel
Sailboat for rent in Anse Marcel. This Oceanis 51.1 built in 2019 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 16 meters in length with 110 horsepower. The 5 cabins can accommodate 13 passengers when cruising. This Oceanis 51.1 is equipped with 3 heads 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, Water maker...
Sailboat
Skipper optional
12 pers.
5 cabins
2019
52 ft
from $517,97
-15%
Dufour 412 Grand Large
4.2 (1001 reviews)
Anse Marcel
Sailboat for rent in Anse Marcel. This Dufour 412 Grand Large built in 2022 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 13 meters in length with 50 horsepower. The 3 cabins can accommodate 8 passengers when cruising. For your comfort, CONTIGO 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, Speakers, Deck shower. Don't he...
Sailboat
Skipper optional
8 pers.
3 cabins
2022
42 ft
from $360,63
-25%
Jeanneau Sun Odyssey 410
5.0 (1 reviews)
Parham Town
We offer for rent a Sun Odyssey 410 of 2022 departing from Hodge's Creek Marina. SIPSI 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 cabins with total comfort and a capacity of 6 passengers. With a total length of 12 meters and 45 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Hodge's Creek Marina For your comfort, SIPSI has 2 toilets with a shower This boat i...
Sailboat
Skipper optional
6 pers.
3 cabins
2023
41 ft
from $419,20
-25%
Bénéteau Oceanis 51.1
4.2 (1001 reviews)
Parham Town
Sailboat for rent in Hodge's Creek Marina. This Oceanis 51.1 built in 2020 offers an excellent quality for its price for a cruise of a few days or even a few weeks. You are going to have an exceptional cruise on this sailboat of 16 meters. You will be able to accommodate up to 13 passengers when cruising and take advantage of its 5 cabins with total comfort. For your comfort, POLYGALA has 3 toilets with a shower This boat is equipped with a Full batten mainsail and a Furling genoa. It has...
Sailboat
Bareboat
12 pers.
5 cabins
2020
52 ft
from $544,39
-25%
Dufour 412 Grand Large
4.2 (1001 reviews)
Parham Town
Meet RELOAD, an incredible sailboat dedicated for charters. Made in 2022, the Dufour 412 Grand Large will take you to the most beautiful anchorages in Parham Town. The boat has 3 cabins with total comfort and a capacity of 8 passengers. With a total length of 13 meters and 50 horsepower, it will be your best friend when spending extraordinary holidays on the waters of Parham Town This Dufour 412 Grand Large is equipped with 2 heads with shower. This boat is equipped with a Full batten...
Sailboat
Skipper optional
8 pers.
3 cabins
2022
42 ft
from $350,29
-5%
Dufour 41
4.6 (163 reviews)
Road Town
Sailboat for rent in Road Town. This Dufour 41 built in 2026 offers an excellent quality for its price for a cruise of a few days or even a few weeks. The sailboat is 13 meters in length with 57 horsepower. The 3 cabins can accommodate 7 passengers when cruising. For your comfort, KAROS has 2 toilet(s) with a shower It has the following equipment: Auto-pilot, Bow thruster, Solar panel, Water maker, A/C, Electric winch. Don't hesitate to contact us for a quote, you will be helped by a Sa...
Sailboat
Skipper optional
7 pers.
3 cabins
2026
42 ft
from $524,86
Dufour 390 Grand Large
5.0 (1 reviews)
Le Marin
Superb sailboat for rent from Le Marin. This 2008 Sun Odyssey 42i 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 For your comfort, BAKEA V has 2 toilets with shower It has the following equipment in particular: Annex engine. Do not hesitate to contact us for any quote request, you w...
Sailboat
Bareboat
6 pers.
3 cabins
2018
39 ft
from $459,40
-15%
Jeanneau Sun Loft 47
2.5 (2 reviews)
Le Marin
Sailboat for rent in Le Marin. This Sun Loft 47 built in 2020 offers an excellent quality for its price for a cruise of a few days or even a few weeks. 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 Le Marin For your comfort, GILMITH has 4 toilet(s) with a shower This boat is equipped with a Furling mainsail and a Furling genoa. It ha...
Sailboat
Skipper optional
13 pers.
6 cabins
2020
47 ft
from $360,63
-15%
Dufour 460 Grand Large
4.2 (1001 reviews)
Le Marin
We offer for rent a Dufour 460 Grand Large of 2020 departing from Le Marin. ALBATROSS is a sailboat perfectly adapted for all rentals. This sailboat is very pleasant to handle for a week cruise or more. You are going to have an exceptional cruise on this sailboat of 14 meters. You will be able to accommodate up to 12 passengers when cruising and take advantage of its 5 cabins with total comfort. This Dufour 460 Grand Large is equipped with 3 heads with a shower. This boat is equipped with...
Sailboat
Bareboat
12 pers.
5 cabins
2020
46 ft
from $399,68
Jeanneau Sun Odyssey 45.1
5.0 (24 reviews)
Baie de Fort-de-France
It is on board this comfortable, spacious, and secure sailboat that we will welcome 2 people for a maximum 3-day cruise to discover the Caribbean coast of Martinique, OR 4 people maximum for a relaxing day at the mercy of the waves on the Caribbean Sea. Stef and Fran, accomplished sailors, will offer you their skills so that you can experience something unique, far from certain standards. Kali, a red-haired cat, will accompany your stay with her feline serenity. Meals are included, lunch for a...
Sailboat
Owner on board
4 pers.
2 cabins
1995
46 ft
Top owner
from $287,13

Best Deals at Sea

Find the best prices for boat rentals & yacht charters with or without a skipper.

Quality control

Boat listings are checked regularly to guarantee the highest standards possible

Trusted third party

Verified third party to secure your payments and security deposits

Customer Care

A team of charter experts to help you seven days a week