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OUR COMMITMENTS
  • 30 years of experience
    • An expert dedicated to your cruise project
    • This longevity is a guarantee of quality and reliability.
  • Total transparency
    • A comprehensive overview of the boats of all the yacht charter companies present at each destination
    • Our goal is to tell our customers EVERYTHING about the quality of the boats, the partners and the risks associated with the cruise.
  • A single concierge service
    • A friendly and responsive service by phone or email until you return from your cruise
    • Everything is done to ensure that the preparation of your cruise runs smoothly. A team of 6 people is dedicated to the Experience: Support, Contract Modifications, Advice, After-Sales Service.
  • Strong commitments
    • Values that are close to our hearts
    • Filovent defends and promotes freedom and respect for all and for the customer, diversity, the environment, laws and rules.
Nautitech Open 40

8,8

2018 12 meters

6 Cabs 10 Berths

Panneaux solaires, Douche de pont, Eau chaude

from $1,672

See the boat
Bali 4.6

Bali 4.6

Martinique

8,9

2024 14.28 meters

7 Cabs 12 Berths

Panneaux solaires, Bimini, Bluetooth

from $5,748

See the boat
Oceanis 35.1

Oceanis 35.1

Martinique

8,0

2019 10.45 meters

3 Cabs 6 Berths

Bimini, Panneaux solaires, Douche de pont

from $2,607

See the boat
Oceanis 31 Q

Oceanis 31 Q

Martinique

7,9

2017 9.66 meters

2 Cabs 6 Berths

Bimini, Panneaux solaires, Douche de pont

from $2,088

See the boat
  • 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.

Lagoon 40

Lagoon 40

Martinique

9,8

2022 11.74 meters

6 Cabs 10 Berths

Panneaux solaires, Bimini, AIS

from $3,748

See the boat
Lagoon 400 S2

Lagoon 400 S2

Guadeloupe - Martinique

9,0

2016 11.97 meters

6 Cabs 10 Berths

Bimini, Bluetooth, Barbecue

Departures possible every day

from $3,637

See the boat
Bali 4.2

Bali 4.2

Guadeloupe

9,2

2021 12.75 meters

6 Cabs 10 Berths

Panneaux solaires, Douche de pont, Winch éléctrique

from $2,962

See the boat
Excess 11

Excess 11

Guadeloupe - Martinique

8,7

2024 11.28 meters

6 Cabs 10 Berths

Panneaux solaires, AIS, Eau chaude

from $3,367

See the boat
Lagoon 380

Lagoon 380

Martinique - Guadeloupe

8,9

2019 11.5 meters

6 Cabs 10 Berths

MP3, AIS, Douche de pont

from $2,944

See the boat
Elba 45

Elba 45

Martinique

9,3

2025 13.45 meters

4 Cabs 9 Berths

Panneaux solaires, MP3, AIS

from $6,018

See the boat
  • 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.

Lagoon 380

Lagoon 380

Martinique

7,9

2020 11.5 meters

4 Cabs 10 Berths

Panneaux solaires, Bimini, Bluetooth

Departures possible every day (except Sunday)

from $2,581

See the boat
Elba 45

Elba 45

Martinique - Guadeloupe

9,7

2021 13.45 meters

6 Cabs 12 Berths

Panneaux solaires, MP3, AIS

from $6,018

See the boat
Lagoon 380

Lagoon 380

Guadeloupe

10,0

2016 11.5 meters

6 Cabs 10 Berths

Bain de soleil, Panneaux solaires, Bimini

Departures possible every day

from $3,519

See the boat
Bali Catsmart

Bali Catsmart

Martinique

10,0

2023 11.78 meters

6 Cabs 10 Berths

Panneaux solaires, Palmes-masques-tubas, Stabilité

from $3,226

See the boat
Astrea 42

Astrea 42

Guadeloupe

8,8

2024 12.58 meters

6 Cabs 12 Berths

Panneaux solaires, MP3, AIS

from $4,575

See the boat
Lagoon 43

Lagoon 43

Martinique

8,8

2025 13.85 meters

6 Cabs 12 Berths

Panneaux solaires, MP3, AIS

from $6,335

See the boat
Bali 4.5

Bali 4.5

Saint Martin - French side

8,3

2018 13.6 meters

6 Cabs 10 Berths

Flybridge, Panneaux solaires, Bluetooth

from $3,244

See the boat
Mahe 36

Mahe 36

Martinique

9,1

2015 11 meters

3 Cabs 6 Berths

Panneaux solaires, Bimini, Barbecue

from $1,994

See the boat
Astrea 42

Astrea 42

Guadeloupe

8,8

2019 12.58 meters

6 Cabs 10 Berths

Panneaux solaires, Douche de pont, Winch éléctrique

from $2,839

See the boat
Lagoon 42

Lagoon 42

Martinique

9,2

2020 12.8 meters

6 Cabs 10 Berths

Panneaux solaires, Bimini, Bluetooth

Departures possible every day (except Sunday)

from $3,402

See the boat
Sailboat : 1 074 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 1 323
Types of service Skipper, Hostess, Chef (meals not included), Sailor
Average price per week $97,119
Minimum weekly price $1,431
Maximum price per week $87,991,303

Contact our advisors to find your future cruise
  • 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.

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