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Catamaran yacht sailing holidays & tours in the Cyclades

Enjoy the cool wind and warm sun of the Cyclades on board a comfortable a comfortable catamaran. Embedded in the turquoise waters of the Aegean Sea discover the large and small Cyclades with their white houses and windmills trying to trap the Meltemi wind.

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

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

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

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 - Catamaran yacht sailing holidays & tours in the Cyclades

32 reviews

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Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

08/18/2025

Francesco P.

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Italy

Amazing adventure holidaying across the most beautiful seas Aga & Greg loving and caring hosts Incredible local vegetarian and healthy food experience on board And tavern selection for the nights on the ground A must try experience!
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Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

08/17/2025

Maxime M.

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Italy

What a wonderful week with Aga, Greg and the other travellers. Magnificent landscapes of course but also and above all a great crew who made us discover the less touristy places, delighted us with an exceptional cuisine and the boat is beautiful and very comfortable. Only positive. We will be back for sure!
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Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

08/8/2025

Vivian M.

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United States

The boat and the scenery are great, and Aga’s food is simply the most amazing fresh food I’ve ever eaten in my whole life. I’m not giving five stars for two reasons: first, the advertisement mentioned air conditioning, but most nights I felt really hot, as the AC was only turned on for one hour on one night during my trip. Second, at times it felt a bit like a military camp, with the captain being quite impolite with no excuse.
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Big and luxurious 60ft catamaran in Cyclades - best local experience with hostess

08/4/2025

Brent L.

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Canada

What a fabulous week! As a family of 4, we thoroughly enjoyed our time. Aga and Greg work exceptionally hard to deliver a unique and truly local experience. And the food--well beyond our expectations! Thank you both for sharing your boat, your talents, your knowledge and your hearts with us. Beyond 5 stars!

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