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Choose your sailing holiday among thousands of unique experiences.

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Discover your own holiday style. Browse through all inspirations.

Top destinations.

Caribbean

79 holidays

Italy

267 holidays

Canary Islands

20 holidays

Liguria

139 holidays

Atlantic

22 holidays

Tuscany

19 holidays

Greece

81 holidays

Croatia

15 holidays

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A sailing holiday is good for you: 5 scientific reasons to prove it.

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We are the first common ground between skippers and travelers.

Skippers create holidays based on their passions, the others are just busy enjoying their holiday.

Discover who is already on board before leaving!

Meet on Sailsquare, get to know each other on the boat and get home with a lot of new friends.

Do you need help, before, after or during the holiday?

You can contact our customer care or directly the skipper who created the holiday. We're here for you!

Still uncertain? Give us some details, we are looking forward to help you finding your perfect holiday! Fill in the form!