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Sailboat yacht sailing holidays & tours in Tuscany

Discover more than 35 opportunities to get on board a Sailboat adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

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Reviews - Sailboat yacht sailing holidays & tours in Tuscany

3849 reviews

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Barefoot holiday: 2 boats between Tuscany and Corsica with professional skipper

09/2/2026

Giulio M.

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IT

Really great boat experience! A special thanks to Giacomo, our skipper, who despite his young age proved to be extremely professional, prepared and attentive at all times. A skill that is anything but obvious, which has allowed us to live the week in total tranquility and safety. The mood of the holiday is also beautiful: pleasant, relaxed and well balanced, with the right mix of fun, relaxation and conviviality. An experience that I absolutely recommend and that I would gladly do again!

Go with the wind in Corsica, Capraia and Elba

09/2/2026

Marco R.

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IT

Our first experience on a boat was more than positive: Marco and Carmen are really two good people; the boat is well maintained and kept clean; They were very considerate of my children. The only flaw (not dependent on them) was the weather that limited the possibility of sailing and reaching Corsica. To be repeated.

The Island of Elba, to make you live a special experience!

09/1/2026

Alberto M.

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IT

My first sailing experience has just ended. 6 beautiful days around the island of Elba. Very positive experience. Livio is a very good skipper, attentive and scrupulous. Respectful person! He managed to make us feel safe at all times. Very reserved and kind person! Also an excellent cook to put to the test. The boat has a few miles on its shoulders and the rooms are quite small. However, this is a consideration not based on other experiences. Maybe they are all like that?! I don't know....
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Barefoot holiday: 2 boats between Tuscany and Corsica with professional skipper

09/1/2026

carlotta R.

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GB

Fantastic experience! Although the weather has sometimes rowed against us a bit, our captains have always been very good at evaluating the option that would still allow us to better enjoy the beautiful places they were visiting while remaining in complete safety.

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