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  1. Bali 4.6

    Bali 4.6

    Guadeloupe

    8,6

    2024 14.28 meters

    7 Cabins 12 Berths

    Flybridge, Solar panels, Barbecue

    from $4,559

    See the boat
  2. Astrea 42

    Astrea 42

    Guadeloupe

    8,5

    2020 12.58 meters

    6 Cabins 12 Berths

    Solar panels, Deck shower, Electric winch

    from $2,698

    See the boat
  3. Lagoon 40

    Lagoon 40

    Guadeloupe

    8,7

    2022 11.74 meters

    6 Cabins 10 Berths

    Solar panels, Bimini, AIS (Automatic Identification System)

    from $3,740

    See the boat
  4. Lagoon 42

    Lagoon 42

    Guadeloupe

    8,3

    2017 13.2 meters

    6 Cabins 10 Berths

    Bimini, Deck shower, Battened mainsail

    from $5,034

    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. Sun Loft 47

    Sun Loft 47

    Guadeloupe

    8,8

    2020 14 meters

    7 Cabins 12 Berths

    Electric windlass, Cockpit cushions, Mainsail on furler

    from $1,639

    See the boat
  7. Lagoon 38

    Lagoon 38

    Guadeloupe

    9,5

    2026 11.38 meters

    6 Cabins 10 Berths

    Solar panels, Bluetooth, Barbecue

    Departures possible every day

    from $4,097

    See the boat
  8. Fountaine Pajot 41

    Fountaine Pajot 41

    Martinique - Guadeloupe

    9,0

    2025 12.1 meters

    6 Cabins 10 Berths

    Solar panels, MP3, AIS (Automatic Identification System)

    from $4,799

    See the boat
  9. Lagoon 55 New

    Lagoon 55 New

    Guadeloupe

    8,9

    2025 16.56 meters

    7 Cabins 12 Berths

    Bluetooth, Barbecue, Deck shower

    Departures possible every day

    from $35,118

    See the boat
  10. Lagoon 380

    Lagoon 380

    Guadeloupe - Martinique

    8,5

    2019 11.73 meters

    6 Cabins 10 Berths

    MP3, AIS (Automatic Identification System), Deck shower

    from $2,938

    See the boat
  11. Dufour 520 GL

    Dufour 520 GL

    Guadeloupe

    8,1

    2019 15.2 meters

    5 Cabins 12 Berths

    Desalination system, Fully battened mainsail, Electric windlass

    from $2,183

    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. Dufour 470 GL

    Dufour 470 GL

    Guadeloupe

    7,1

    2023 14.85 meters

    6 Cabins 11 Berths

    Desalination system, Barbecue, Fully battened mainsail

    from $2,370

    See the boat
  14. Lagoon 42

    Lagoon 42

    Saint Vincent - Guadeloupe - Martinique

    7,8

    2023 13.2 meters

    6 Cabins 12 Berths

    Sun lounger, Barbecue, MP3

    Departures possible every day

    from $5,619

    See the boat
  15. Bali 4.1

    Bali 4.1

    Guadeloupe

    8,1

    2020 12.37 meters

    6 Cabins 12 Berths

    Solar panels, Dinghy davit, Deck shower

    from $2,025

    See the boat
  16. Isla 40

    Isla 40

    Martinique - Guadeloupe

    8,8

    2021 11.93 meters

    5 Cabins 11 Berths

    MP3, AIS (Automatic Identification System), Deck shower

    from $3,734

    See the boat
  17. Bali 4.4

    Bali 4.4

    Guadeloupe

    9,1

    2024 13.75 meters

    4 Cabins 10 Berths

    Flybridge, Solar panels, Barbecue

    from $4,009

    See the boat
  18. Astrea 42

    Astrea 42

    Martinique - Guadeloupe

    9,0

    2024 12.58 meters

    6 Cabins 12 Berths

    Solar panels, MP3, AIS (Automatic Identification System)

    from $4,565

    See the boat
  19. Dufour 430 GL

    Dufour 430 GL

    Guadeloupe

    8,3

    2023 13.24 meters

    4 Cabins 10 Berths

    Desalination system, Fully battened mainsail, Electric windlass

    from $1,844

    See the boat
  20. Dufour 390 GL

    Dufour 390 GL

    Guadeloupe

    8,1

    2019 11.93 meters

    3 Cabins 8 Berths

    Fully battened mainsail, Fan, Deck shower

    from $1,428

    See the boat
  21. Lagoon 42

    Lagoon 42

    Guadeloupe - Martinique

    7,9

    2021 13.2 meters

    6 Cabins 12 Berths

    Solar panels, Bimini, AIS (Automatic Identification System)

    from $4,565

    See the boat
  22. Lagoon 400 S2

    Lagoon 400 S2

    Guadeloupe

    7,9

    2017 12.2 meters

    4 Cabins 10 Berths

    Solar panels, Bimini, Deck shower

    from $4,214

    See the boat
Sailboat : 326 boats found

Guadeloupe sailboat charter with or without skipper

Last updated on 8 April 2025

Why go to Guadeloupe by sailboat?

A sailboat charter is the perfect way to visit the Guadeloupe archipelago, where sailing from island to island is a fast and enjoyable experience. With family or friends, let the Caribbean air carry you away and enjoy the fine sandy beaches, hiking in the wilderness at the side of the turquoise lagoons, or even turtle watching. Whether you choose a bareboat yacht charter or a crewed yacht charter, the picture-postcard landscapes will make your cruise in Guadeloupe unforgettable.

 

The best places to sail

Aboard a sailboat charter, you can sail from island to island to discover the natural treasures of the Guadeloupe archipelago. Enjoy the many diving spots at La Bouillante, in the Cousteau reserve or at the Îles Saintes, among other examples. On Grande-Terre, the Pointe des Châteaux is also a beautiful place to admire the fish, but above all to enjoy a breathtaking view of Guadeloupe from the top of its small hill. Discovering the nature of Basse-Terre will leave you with unforgettable memories, with the beach of La Perle, the Grande-Anse of Trois-Rivières and Deshaie, and especially thanks to a hike on the volcano of La Soufrière. Cross the tropical forest of Basse-Terre to enjoy a swim in the shady waterfalls.

 

Practical information about navigation

Guadeloupe welcomes you with beautiful sunshine all year round, with temperatures almost always above 28 degrees. Ideally, it is advisable to choose the period from the end of November to May toyour sailing cruise in Guadeloupe, when the wind is steady, and avoid the Caribbean hurricane season from August to October. The archipelago is subject to the constant breath of the trade wind, a moderate, regular and predictable wind of 10 to 25 knots. Sailing is relatively easy and pleasant, but the waves can sometimes be violent during the high season and when crossing from one island to another.

Good to know

Number of boats available 1 362
Types of service Skipper, Hostess, Chef (meals not included), Sailor
Average price per week $14,019
Minimum weekly price $1,428
Maximum price per week $131,107

Pierre
With Pierre your cruise expert

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