
Sailboat yacht sailing holidays & tours in Cyclades
Discover more than 2 opportunities to get on board a Sailboat adventure in Cyclades. A unique experience with a local skipper, starting at €350 a week.
2
experiences


4.5
Greece: Cyclades
5 days - 5 nights
3 departures available
May - October
€880
Per person


4.5
Greece: Cyclades
6 days - 6 nights
2 departures available
April - May
€990
Per person
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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 Cyclades
386 reviews
CYCLADIC ESCAPE - Active Holidays: 5 days Sailing & Exploring Unknown Greece
10/18/2025
Tina F.
-
Germany
Sailing in the Cyclades
10/12/2025
Lisa B.
-
Germany
Milos to Paros: the best of the Cyclades
09/27/2025
Rocco G.
-
Switzerland
From Paros to Milos, the hidden gems of Cyclades
09/24/2025
Anna B.
-
Germany
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