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Yacht sailing holidays & skippered tours in Italy

Discover more than 4 sailing holidays in Italy. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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Reviews - Yacht sailing holidays & skippered tours in Italy

15134 reviews

Aeolian Islands: between sea and authentic flavours

10/5/2026

Giorgia P.

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IT

Wonderful experience!! Well maintained boat; very comfortable to have a bathroom available in each cabin. The tour allowed us to visit enchanting places, swim in crystal clear waters and enjoy excellent fish dishes and exquisite desserts. Carlo, our skipper (Merchant Marine Officer) has put his skills and abilities at our disposal. End of September was a good choice, always sunny without ever sultriness, the right water temperature for wonderful baths. Happy and fun company, with Lorenzo I was able to share culinary secrets in the kitchen. With a bit of luck, we sailed for a stretch in the company of a pod of dolphins. A holiday to be repeated and recommended. Giorgia P.
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Maddalena Archipelago, southern Corsica: wonderful Sardinia

10/5/2026

Michelle B.

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US

Mossimo and Valentina were superb! Incredible sailing, delicious food, taking us to stunning locations it far exceeded my expectations! I highly recommend sailing with them. Cheers! Michelle

Egadi paradise for sailing and snorkeling

10/4/2026

Luzia K.

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DE

Unfortunately, a wonderful week has come to an end. Mario is a great skipper and host. I can't even list all the bays where we swam in the crystal clear water. Gaia took very good care of us. Nice people, sun, absolutely relaxed.
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Aeolian Islands in a big and new catamaran: sea, sun, relaxation

10/4/2026

Loredana T.

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IT

A simply wonderful week, made even more special by the skipper who accompanied us and his beautiful catamaran. Maurizio is a very kind, respectful person, he is very helpful. He was able to create a beautiful balance between professionalism and conviviality, making us always feel at ease and allowing us to experience the sea with lightness and serenity. I couldn't have had a better skipper. Thank you for this wonderful week ❤️⛵️

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