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Yacht sailing holidays & skippered tours in Guadeloupe

Discover hundreds of sailing holidays in Guadeloupe. Book a place on board and enjoy a unique experience with a local skipper with a local skipper at attractive prices.

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Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

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Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in Guadeloupe

26 reviews

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Guadeloupe and its islands in ten days

02/10/2024

Caterina P.

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Italy

At first, from my son Guglielmo , a special thanks to J.B. for his prompt interest and kind concern when we had problems to get in touch because of my smartphone (next time better an e sim). Than, even if i'm not exactly the best guest to have on bord, i received any kind of support to make me feel confortable and enjoy my stay.. You'll find someone who loves his job and who knows how to do it at best. Really good experience thanks also to Adriana, LuLu e Franco. See you soon!
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Guadeloupe and its islands in ten days

02/9/2024

Franck P.

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France

J’ai passé un super séjour sur le Mango qui est un voilier de voyage hyper abouti. Des vrais sensations de Voile…..! Merci à Jean Baptiste pour son accueil authentique qui aime partager ces connaissances et qui m a fait les beaux sites traversés…. À très bientôt. Franck
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Guadeloupe and its islands in ten days

02/8/2024

Lucie C.

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France

Super accueil. Jean Baptiste est très agréable très professionnel et surtout très securisant en.mer. il connaît son bateau dans tous les détails. Très bon séjour avec une bonne ambiance. Jean Baptiste nous a fait decouvrir de très beaux endroits. . nous le recommandons vivement. Adriana Lucie et Franck
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Cruise around Guadeloupe

03/21/2023

David H.

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United States

My experience with Jean-Baptiste on Gibsea 52) in the cruise around Guadeloupe March 9 - 18was superlative! He and the boat flawlessly combined wonderful sailing with equally wonderful shore excursions based on his obvious extensive knowledge of the Islands (Guadeloupe, Les Saintes, Dominica, Marie Gallante) and surrounding waters. He was very helpful, courteous and patient in accommodating my particular travel needs from the US. And on that latter point his English is very good so I highly recommend him for those from the US like myself and other predominantly English-speaking places. Moreover he made it a point to translate other languages into English (but don't "hog" that as I tried not to and be respectful of other participants). Great cook too! In summation I had a wonderful time with Jean-Baptiste sailing, swimming, sunning and excursioning; would and hopefully will sail with him again; and recommend to the highest degree you do the same.

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Guides & tips


Caribbean

From Cuba to the Grenadines, via the fascinating Bahamas and the green Antilles: Martinique, Dominica and Guadeloupe. Either way, a dream trip to tropical islands.
Guide to the Caribbean by catamaran

Grenadines

Une constellation d'îles immergées dans une mer cristalline allant du vert au bleu profond : les fonds marins limpides cachent un trésor qui n'est pas seulement celui des pirates..
Guide to the Grenadines by catamaran

When to go in the Caribbean

What are the best times to go to the Caribbean? What climate will I find?
Caribbean weather and climate guide

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