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Top destinations.

Italy

1354 holidays

Greece

369 holidays

Aeolian Islands

283 holidays

Tuscany

265 holidays

Croatia

141 holidays

Pontine Islands

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Liguria

79 holidays

from the blog

Questions, doubts and interesting facts for sailing boat beginners

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Sailsquare is the ultimate connection between skippers and travellers.

Skippers create holidays following their passions, the others will simply enjoy an unforgettable holiday.

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

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