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Crewed yacht sailing holidays & tours in the Aeolian Islands

Get on board on a crewed sailing holiday in Corse for the most relaxed time ever.

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 - Crewed yacht sailing holidays & tours in the Aeolian Islands

146 reviews

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Aeolian Islands: wellness, taste, fun with fabulous cook on board

07/14/2025

Gisella P.

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Italy

Exceptional welcome, competence, availability and empathy!
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Aeolian Islands - A week on a sailing boat with skipper and assistant

07/1/2025

Rodolfo B.

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Italy

Practically perfect holiday, starting from the description, the organization, the detailed information provided before departure. Also thanks to the favorable weather and the excellent travel companions, we explored all the Aeolian Islands dedicating the right time to everything, even to ourselves, without rushing. Not only that, with the land excursions the experience went far beyond my expectations. Luigi and Enrico are exquisite people, very helpful, with whom it is very pleasant to converse on every topic, constantly committed to making sure that everything goes well. On the way back I say goodbye to everyone with a lump in my throat, hoping to find myself in the future maybe still on the boat.
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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/30/2025

Alessandra M.

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France

It was a unique experience, the boat is the best way to visit the beautiful Aeolian Islands. And what a boat: a large and modern catamaran, with an experienced and reliable skipper supported by a very good cook. The atmosphere on board was perfect, with the ideal mix of relaxation and fun. There was no shortage of shore excursions (trekking on Vulcano and visits to the beautiful island villages, even just to eat a granita), swimming in wonderful secret places, nights in silent roadsteads, evenings in clubs on land, aperitifs watching the sunset in the middle of the sea ... Truly the perfect holiday for those who want to enjoy the islands.
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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/30/2025

Damien D.

Amazing sailing trip. The itinerary was great, the Skipper super nice and the boat very comfortable. excellent stewardess and the food on board was delicious. we are looking forward for the next trip with Maurizio !

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