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Courses & regatta yacht sailing holidays & tours in Tuscany

Discover more than 6 opportunities to get on board a Courses & regatta adventure in Tuscany. A unique experience with a local skipper, starting at €350 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 - Courses & regatta yacht sailing holidays & tours in Tuscany

168 reviews

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Offshore and Night Navigation Course between Elba, Corsica and Capraia

10/22/2024

Marcello F.

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Italy

Simply fantastic and educational experience!
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Offshore and Night Navigation Course between Elba, Corsica and Capraia

10/22/2024

Salvatore C.

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Italy

Offshore sailing more than expected.fantastic crew. Competent and very prepared instructor. Highly recommended for those who want to be autonomous in extraordinary conditions.
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Offshore and Night Navigation Course between Elba, Corsica and Capraia

10/22/2024

Ariela D.

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Italy

Paolo is a true master, of life and of the sea.
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A weekend of offshore sailing

04/24/2024

Angelo C.

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Italy

Beautiful experience, nice people with a top skipper!

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