Sailing holidays in Venice and the Gulf of Trieste
If you find the same experience for a lower price elsewhere, we’ll match the price.
Why you should book a holiday with Sailsquare?
The leading sailing holiday marketplace
25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.
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!
Customer Support
Would you like some support using the platform or when making an online payment? We've (almost) always got the answers!
Can't find the perfect holiday for you?
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Let's find it together!