Last Minute Deals

BEST PRICE GUARANTEE

If you find the same experience for a lower price elsewhere, we’ll match the price.

LAST MINUTE! - The secrets of the small Dodecanese islands between history and culture

Sail Share Dubrovnik - 8 days on Sun Loft 47 with hostess/cook

Sailing to MALTA to see the ROLEX MIDDLE SEA RACE regatta with FIV instructor

Yacht sailing holidays & skippered tours in Italy

180 holidays

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!

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