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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

14506 reviews

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Sailing cruise to La Maddalena, Costa Smeralda and South Corsica - convenient Olbia embarkation

08/14/2026

Gian Luca P.

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IT

Week under the sign of the sun together with a dynamic and efficient group, authoritative skipper, of extreme experience and awareness in sailing safely. Sometimes not very malleable in the decisions, and in comparison with the crew, but a good dose of empathy, persuasion, on the part of all, every goal, desire, need was achieved, thus crowning a wonderful week of magnificent places and healthy fun. Recommended. Gian Luca .
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Midweek sailing trip: two days at sea in Alassio

08/13/2026

Alvaro B.

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IT

skipper Daniele with hospitable sailing experience Very nice and comfortable boat, great decision to sleep in the air-conditioned harbor A tip: for lunch on the boat I recommend agreeing on the menu beforehand otherwise you run the risk of having two identical lunches For the rest it was a really good experience
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Two days at the Tremiti Marine Protected Area

08/13/2026

Anna M.

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IT

The boat and the service could be improved.... The tremors are much more than what we have seen, the sail is something else. High cost to experience. Skipper too apprehensive and not very empathetic puts you a little anxious puts you in awe and you don't enjoy your holiday Despite some very welcome gestures of courtesy, the feeling of unease prevailed. Would not recommend

Flotilla Different: Party and new friends in the Aeolian Islands - SAILOR CABIN ONLY

08/13/2026

francesco b.

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IT

The trip was unique in its kind for the good relationship that was created between the crew of the boat. For me it was an authentic and fun experience that for a week makes you think of nothing else

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