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Courses & regatta yacht sailing holidays & tours in Italy

Discover more than 5 opportunities to get on board a Courses & regatta adventure in Italy. A unique experience with a local skipper, starting at €350 a week.

5

experiences

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 Italy

536 reviews

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Cruise course in Sardinia

09/2/2024

Barbara Beatrice C.

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Italy

Un esperienza disgustoso il mio skipper no è stato Andrea B. ma un ragazzino di 25 anni assolutamente impreparato in forte sovrappeso, non adatto né agli spazi ristrettissime che la barca offriva non che allo sport che la vela rappresenta, per dare un idea 120 kg di presunto istruttore, una cosa oscena. L'Andrea B. l'ho visto solo di sfuggita. Gruppo pessimamente assorbito, composto da Me signora ultra 50tenne con tre ragazzotti che non superavano i 25 anni. Ignee scarsissima bagno senza luce e non funzionante, condizioni igieniche disgustore.L’acqua non si poteva mai usare.
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Holiday and sailing school between the Tuscan archipelago and Corsica

07/26/2024

RITA M.

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Italy

Bellissima esperienza, consiglio vivamente anche a chi come ma è alle prime armi in questa attività che ti riconnette alla natura e al tuo io interiore, Un grazie particolare a Diego skipper competente, paziente e alla mano, specialie il suo sugo tonno e origano assolutamente da provare.Ottima la compagnia! 💚
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School-holiday cruise from Marina di Pisa to Cagliari

07/26/2024

Joel B.

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France

Amazing 10 days. Three islands Isola d Elva Corsica and Sardinia. Fulvio and Edoardo are sailing instructors. Safety and knowledge are on board. Fun and kindness also. Highly recommended. They even managed for perfect weather and good wind.
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Holiday and sailing school between the Tuscan archipelago and Corsica

07/20/2024

roberto c.

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Italy

Consiglio Diego a tutti, sia agli appassionati di vela che ai vacanzieri.

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