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Yacht sailing holidays & skippered tours in Italy

Discover more than 1 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

14980 reviews

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Aeolian Islands on a catamaran, professional skipper/hostess, what else?

09/8/2026

Stefania P.

A week on a catamaran in the Aeolian Islands that I will hardly forget! ⛵️🌊 Andrea, our skipper, and Arianna, our hostess, were just amazing. Andrea is a real guarantee: competent, quiet and solid, he knows the Aeolian Islands and their sea like the back of his hand. He took us to discover wonderful places making us feel always in excellent hands. Arianna was very attentive to everything and everyone, always present and available. It was enough for someone to pronounce the word "beer?" and Arianna had already uncorked and made cheese, olives and taralli appear. They definitely spoiled us even at the table: delicious fish, pasta, vegetables, salads, wine... We really didn't miss anything. We discovered the Aeolian Islands from a wonderful perspective: during the day from the sea, between bays, dives and incredible views, and in the evening going ashore for a walk, a granita or an aperitif. One of the moments that I will definitely take with me is Stromboli: the sea crossing at sunset and the spectacle of the Sciara del Fuoco seen from the catamaran were exciting and evocative, difficult to describe in words. To make this holiday even more special was also the group I was lucky enough to find. People who a week earlier were strangers and with whom, between laughter, life on a boat, aperitifs and shared moments, a beautiful understanding was created. I left for a week in the Aeolian Islands and came back with many more memories than I thought I would pack. ❤️ Thank you Andrea, Arianna and the whole group for making this experience so special. I would do it again tomorrow! Greetings from Paris 😉

Gulf of Poets

09/8/2026

Silvia R.

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IT

The skipper Giovanni welcomed us on board impeccably. He was courteous, helpful and involved us in the different moments of life on the boat. The view of the Gulf was much appreciated but the short journeys do not allow you to take full advantage of the sail (even if Giovanni promptly organized sailings).
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Capri, Ischia and Amalfi Coast by catamaran with hostess and cook

09/8/2026

Valentina A.

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IT

We really enjoyed our time. The boat was brand new and super spacious, with very large rooms. Air conditioning, especially during such a hot summer, was really essential. The skipper Alessio was always very kind and willing to meet our needs, as well as the two girls of the crew, who took care of the cleaning, the kitchen and also the maneuvers. The food was also great and having someone take care of the galley, cooking and cleaning is a luxury that really makes a difference on a boat. We liked the Amalfi Coast, even if honestly it did not particularly excite us. In our opinion, this type of holiday could be enhanced even more by itineraries such as Sardinia or Greece, which we also know from experience. The only advice I would give to Alessio is to provide a briefing with the basic information before departure, especially to help those who have never taken a boat holiday. For the rest, really positive experience!

Weekend in the Pontine Islands

09/8/2026

Alessandro Z.

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IT

Fabio is a precise, attentive, helpful skipper and puts you at ease. Really a nice experience.

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