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  1. Excess 11

    Excess 11

    Martinique

    9,2

    2024 11.28 meters

    6 Cabins 10 Berths

    Bluetooth, Barbecue, Douche de pont

    from $2,545

    See the boat
  2. Excess 11

    Excess 11

    Martinique

    7,9

    2023 11.28 meters

    4 Cabins 8 Berths

    Panneaux solaires, Bimini, Bluetooth

    Departures possible every day (except Sunday)

    from $2,660

    See the boat
  3. Mahe 36

    Mahe 36

    Martinique

    8,6

    2015 11 meters

    3 Cabins 6 Berths

    Panneaux solaires, Bimini, Barbecue

    from $1,966

    See the boat
  4. Bali Catsmart

    Bali Catsmart

    Saint Martin - French side

    8,1

    2024 11.78 meters

    6 Cabins 10 Berths

    Panneaux solaires, Barbecue, Bossoir d'annexe

    from $2,926

    See the boat
  5. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  6. Lagoon 450 F

    Lagoon 450 F

    Guadeloupe - Martinique

    8,9

    2019 14.52 meters

    6 Cabins 12 Berths

    Panneaux solaires, Bimini, AIS

    from $5,321

    See the boat
  7. Dufour 430 GL

    Dufour 430 GL

    Martinique

    8,2

    2020 13.24 meters

    4 Cabins 10 Berths

    Bimini, Grand voile complètement lattée, Guindeau électrique

    from $2,574

    See the boat
  8. Lagoon 380

    Lagoon 380

    Martinique

    7,8

    2020 11.73 meters

    4 Cabins 10 Berths

    Panneaux solaires, Bimini, Bluetooth

    Departures possible every day (except Sunday)

    from $2,545

    See the boat
  9. Bali Catsmart

    Bali Catsmart

    Martinique

    9,2

    2023 11.78 meters

    6 Cabins 10 Berths

    Panneaux solaires, Palmes-masques-tubas, Stabilité

    from $3,181

    See the boat
  10. Bali Catspace

    Bali Catspace

    Martinique

    8,9

    2024 12.33 meters

    4 Cabins 10 Berths

    Panneaux solaires, Stabilité, Espace

    from $3,586

    See the boat
  11. Excess 12

    Excess 12

    Martinique

    8,5

    2020 11.73 meters

    3 Cabins 8 Berths

    Panneaux solaires, Grand voile lattée, Guindeau électrique

    from $2,429

    See the boat
  12. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  13. Astrea 42

    Astrea 42

    Martinique

    8,5

    2024 12.58 meters

    3 Cabins 6 Berths

    Panneaux solaires, AIS, Winch éléctrique

    from $3,036

    See the boat
  14. Lucia 40

    Lucia 40

    British Virgin Islands - BVI

    9,4

    2020 11.73 meters

    3 Cabins 8 Berths

    Bain de soleil, Bimini, Barbecue

    from $3,059

    See the boat
  15. Elba 45

    Elba 45

    Martinique

    9,3

    2025 13.45 meters

    4 Cabins 9 Berths

    Panneaux solaires, MP3, AIS

    from $5,934

    See the boat
  16. Lagoon 46

    Lagoon 46

    Guadeloupe

    8,4

    2023 13.99 meters

    6 Cabins 12 Berths

    Panneaux solaires, Bluetooth, Barbecue

    Departures possible every day

    from $5,784

    See the boat
  17. Bali Catspace

    Bali Catspace

    Martinique

    8,4

    2024 12.33 meters

    4 Cabins 10 Berths

    Panneaux solaires, Bimini, Bluetooth

    from $2,892

    See the boat
  18. Elba 45

    Elba 45

    Martinique - Guadeloupe

    9,3

    2021 13.45 meters

    6 Cabins 12 Berths

    Panneaux solaires, MP3, AIS

    from $5,934

    See the boat
  19. Sun Odyssey 389

    9,2

    2020 12 meters

    3 Cabins 7 Berths

    Propulseur d'étrave, Bimini, Panneaux solaires

    from $2,487

    See the boat
  20. Oceanis 35.1

    Oceanis 35.1

    Saint Martin - French side

    8,7

    2020 10.45 meters

    3 Cabins 6 Berths

    Propulseur d'étrave, Bimini, Winch éléctrique

    from $2,070

    See the boat
  21. Bali 4.3

    Bali 4.3

    Guadeloupe

    8,4

    2020 13.1 meters

    6 Cabins 12 Berths

    Flybridge, Panneaux solaires, Bimini

    from $2,753

    See the boat
  22. Lagoon 450 F

    Lagoon 450 F

    Saint Vincent - Martinique

    7,5

    2017 14.52 meters

    6 Cabins 12 Berths

    Flybridge, Bimini, Barbecue

    Departures possible every day

    from $7,750

    See the boat
Sailboat : 1 132 boats found

Sailboat charter in the Caribbean with or without a skipper

Last updated on 3 November 2025

 

With family or friends, a sailboat charter in The Caribbean will offer you an unforgettable experience. As well as enjoying the winter sun, you will be delighted to contemplate the breathtaking landscapes throughout the journey that will take you to exceptional places such as the Virgin Islands, Guadeloupe, Martinique and the Grenadines.

Why go on a sailing trip to the Caribbean?

Cradled by the Caribbean Sea, the Caribbean is a paradise that you will love to discover. In addition to an exceptionally mild climate, this charming archipelago will charm you with the immensity and richness of its heritage inherited from colonization. From the splendid beaches of Aruba to the hiking trails of Guadeloupe, via the magnificent and isolated beaches of Martinique, there is a variety of activities to which you can veer while visiting its main islands.

The best places to sail in The Caribbean

Aboard a sailboat charter with a skipper who knows the region very well, you will have the privilege of discovering superb anchorages. Apart from the Virgin Islands and the Grenadines, San Salvador is one of the tourist spots not to be missed. This destination has beautiful sandy beaches that will be appreciated by those who like to relax, who can swim while enjoying the winter sun.

Practical information on sailing in the area

Overall, the various islands that make up The Caribbean offer excellent conditions for sailing. This is particularly the case of Martinique, with temperatures of between 25 and 30°C, and the particular feature that they do not vary much throughout the year. In this area, there are also numerous anchorages with or without mooring posts, some of which are subject to a charge. Although it is pleasant to sail all year round in this corner of paradise, the period from December to April is the most favorable for organizing a sailing cruise with or without a skipper in The Caribbean.

Good to know

Number of boats available 1 389
Types of service Skipper, Hostess, Chef (meals not included), Sailor
Average price per week $14,017
Minimum weekly price $1,411
Maximum price per week $129,550

Pierre
With Pierre your cruise expert

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