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Catamaran yacht sailing holidays & tours in Tuscany

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

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 Tuscany

92 reviews

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Unforgettable Catamaran Cruise in Elba, Capraia and Corsica

08/23/2025

Michela M.

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Italy

Skipper Alessandro TOP, wonderful destinations
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Unforgettable Catamaran Cruise in Elba, Capraia and Corsica

08/16/2025

Mailyn S.

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Italy

All wonderful. Alessandro made us swim in waters of a thousand colors. I would like to emphasize that the skipper is unknowingly endowed with heavenly patience. And I suggest letting him do the menu because he is also a crazy cook, from barbecues on the promontories at sunset to fish on the boat. Beautiful week!
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Magnificent week on catamaran between Corsica and Capraia with Hostess

07/27/2025

massimo f.

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Italy

A well-known and old advertisement read "The stars are many.. million millions" Here.. In this case, 5 stars is an understatement. It was a wonderful experience, even before a beautiful holiday. Umberto's skill and professionalism are at the top; but above all it is his "human charge" that gives that something extra (and I have done cabin charters). Although the wind upset the plans, Umberto gave us all the best possible such as routes, roadsteads and dream locations, but always in maximum safety and comfort. How not to mention Daniela, a caring, helpful and excellent hostess! A combo that has the plus of life stories to tell and share. Beta Persei II is magnificent in its conception of space, a top catamaran. Last but not least, Gigia.... you already love her after 3 min on board. THANK YOU
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Unforgettable Catamaran Cruise in Elba, Capraia and Corsica

07/25/2025

Sofia T.

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Italy

Holiday to be repeated! A really pleasant week, thanks to the skipper Alessandro, always kind and helpful, and a fantastic company. Despite the bad initial weather, we were able to see many coves both on Elba and in Capraia, thanks to the excellent organization of the skipper.

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