Thousands of unique sailing holidays, organised by local skippers.

Travel alone or in a group, and meet new sailing friends.
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Sailsquare offers an ultimate connection between skippers and travellers.

Skippers create holidays following their passion, travellers will be able to simply enjoy an unforgettable holiday.

Discover who is already on board before you set sail!

Introduce yourself on Sailsquare, get to know each other on board, go home with new friends.

We're here to help you before, during and after your holiday.

You can contact our customer care team, or contact your skipper directly. We're all here to help offer support and guidance!

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Still looking for the right holiday ?

You have some ideas for your perfect holiday, but can't find exactly what you're looking for? Get in touch! We can help you find the experience that's just right for you.

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