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Catamaran yacht sailing holidays & tours in the Aeolian Islands

Discover all the experiences for your next catamaran sailing adventure in the Aeolian Islands . Book your dream holiday starting at €600 a week.

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The world's largest marketplace for sailing holidays

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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 Aeolian Islands

252 reviews

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Aeolian Islands by catamaran, professional skipper/hostess, what else?

09/14/2025

Alessandro M.

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Italy

This is not a review but an invitation to participate in this fantastic adventure. Fabrizio is an incredible person and skipper, he knows every rock, anchorage and current of the Aeolian Islands and then cooks divinely. Arianna will pamper you, keeping the boat always clean and tidy. you will only have to think about which costume to wear! If you are lucky, like me, to find wonderful travel companions, it will be an unforgettable experience. 5 hearts, not stars!
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Different Flotilla: Party and new friends in the Aeolian Islands

09/11/2025

Eleonora N.

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United Kingdom

It's not the first holiday with Different Sailing, and it never disappoints! Mix of fun and relaxation! Everything organized great, as always! Super recommended holiday!
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10 days to discover the Aeolian Islands in company

09/8/2025

Massimo T.

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Italy

Unique and spectacular experience in the company of wonderful people!
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11 days to discover the Aeolian Islands in company

09/6/2025

Fabio F.

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Italy

Wonderful places, unique islands, each one with different characteristics. The boat was really nice and big, with some malfunctions but nothing compromising. Too bad I didn't take advantage of every day to visit coves, the last day we were in Capo d'Orlando to avoid the queue at the refueling, I understand the needs but ... The only flaw is the feeling that a tour was planned but without being interested in the opportunities of the area, you get off and you don't know what to see or how to move, you spend the night in Lipari and the next evening there is the feast of the Patron that you miss ... Navigation yes but organization no. Competent skipper who always made me feel safe while sailing, I did not like the requests from the galley and the lack of knowledge about extra navigation information. The holiday was described as a flotilla but a separation between the two boats is deliberately maintained, which did not create problems for me but it is only for fairness.

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