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Sport & wellness yacht sailing holidays & tours in Tuscany

Discover more than 3 opportunities to get on board a Sport & wellness 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 - Sport & wellness yacht sailing holidays & tours in Tuscany

273 reviews

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Weekend a Capraia, trekking e natura

07/5/2025

Sonia G.

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Italy

Non ero mai salita su una barca... e stata la mia prima volta... devi dure che è stata un esperienza bellissima... un weekend indimenticabile.. che porterò sempre nel mio cuore.... lo skipper Francesco una persona formidabile....simpatico...gentile.... ..disponibile... e soprattutto molto bravo anche in cucina... ci ha sorpreso con i suoi primi veramente molto buoni... Sicuramente un esperienza da ripetere...
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Weekend a Capraia, trekking e natura

06/22/2025

Leonardo D.

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Italy

Consigliato!
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Weekend a Capraia, trekking e natura

06/18/2025

Giovanni N.

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Italy

Esperienza bellissima, Capraia Isola magari meno conosciuta di altre dell arcipelago della Toscana, ma affascinante, mare stupendo. Francesco persona competente , affidabile, disponibile, guida la ciurma con il giusto piglio del capitano perché a bordo tutto funzioni al meglio. Anche ottimo cuoco. Barca attrezzata di tutto,
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Weekend a Capraia, trekking e natura

06/10/2025

Kristian G.

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Italy

Esperienza positiva e skipper disponibile

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