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Offshore yacht sailing holidays & tours in Aeolian Islands

Discover more than 2 opportunities to get on board a Offshore adventure in Aeolian Islands. A unique experience with a local skipper, starting at €350 a week.

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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 - Offshore yacht sailing holidays & tours in Aeolian Islands

47 reviews

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Magical sailing crossing from Procida to the Aeolian Islands

06/24/2025

Annamaria L.

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Italy

Riccardo is an experienced skipper, he loves sailing and made us experience beautiful emotions in fantastic places. He involved everyone in the management of the boat, even me who was completely inexperienced.
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Enjoy: in the blue painted blue of the Aeolian Islands

08/20/2024

Paola T.

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Italy

The destination and the rough itinerary are beautiful (although different from the initial program despite favorable weather). The feedback, only partially sufficient, cannot be addressed to Giovanni and Matteo as they were not our skippers as we only discovered at the start. The most sore points were the capacity of the boat (too small for 10) and the distribution of cabins and bathrooms (not allocated equally). But above all, the departure delayed by a day due to a refrigerator breakdown (obviously not attributable to the skippers) which resulted in an unpleasant night in port lost compared to the initial program. We recommend defining these aspects independently and in advance as well as the organization of activities on the islands, as the organization of skippers is partial and often oriented towards overly touristy solutions. From a human point of view, it is an experience that we absolutely recommend, we found wonderful people and the weather on the boat was beautiful.
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Magical Aeolian Islands with chef on board a 16-meter hanse

07/14/2024

Yuri G.

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Italy

A fantastic holiday! The Aeolian Islands are beautiful and Giulio managed to make us visit them making us feel at home. Exceptional captain and delicious cook, super affable and always ready with an explanation, a story or simply a word, Giulio led us with professionalism and sympathy throughout the trip, he is the skipper I would always like to find on the boat. Thank you!! Yuri
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Magical Aeolian Islands by catamaran with hostess on board - ONE WAY

07/8/2024

Anni B.

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United Arab Emirates

This trip is highly recommended. The itinerary was perfect specially that it started from Lipari and ended in Palermo. Special thanks to Roberto the skipper and Paulo the hostess for the hospitality through the whole week. They went above and beyond to make sure everyone was having a great time.

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