Sailboat yacht sailing holidays & tours in Sicily
Discover more than 3 opportunities to get on board a Sailboat adventure in Sicily. A unique experience with a local skipper, starting at €350 a week.
3
experiences
3
experiences
5.0
Italy: Sicily
4 days - 3 nights
2 departures available
September
€410
Per person
4.7
Italy: Sicily
4 days - 3 nights
2 departures available
September
Starting from
€390
€351
Per person
4.1
Italy: Sicily
6 days - 7 nights
6 departures available
October - December
€625
Per person
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Get onboard solo, with your family or your friends
Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
Find out before you book who's waiting for you on board
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Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Sailboat yacht sailing holidays & tours in Sicily
35 reviews
Ten days from Catania to the Aeolian Islands on a luxury sailboat
08/27/2025
Marta B.
-
Italy
Ten days from Catania to the Aeolian Islands on a luxury sailboat
08/26/2025
Mario L.
-
Italy
Crossing to the northwest: sailing weekend in Sicily
06/6/2025
Lisa N.
-
Italy
Mini cruise Syracuse - Marzamemi with hostess and galley included
09/30/2024
Francesco C.
-
Italy
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