Catamaran holidays in the Seychelles
Sailing holidays in the Caribbean with a local skipper
Sailing holidays in Thailand with a local skipper
Sailing holidays in Polynesia with Skipper
Catamaran cruise Martinique & Grenadines: sail in paradise!
Caribbean cruise on a sailing boat in Guadeloupe
Catamaran Sailing holidays in Caribbean
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Get onboard solo, with your family, or your friends
Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.
Discover who’s already onboard
Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.
Sailing holidays that suit all budgets
Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!
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