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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.

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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

145 reviews

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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

Vacanza praticamente perfetta, a partire dalla descrizione, dall'organizzazione, dalle informazioni dettagliate fornite prima della partenza. Anche grazie al meteo favorevole e agli ottimi compagni di viaggio, abbiamo esplorato tutte le Eolie dedicando il giusto tempo a tutto, anche a noi stessi, senza correre. Non solo, con le escursioni via terra l'esperienza è andata ben oltre le mie aspettative. Luigi ed Enrico sono persone squisite, disponibilissime, con cui è molto piacevole conversare su ogni argomento, costantemente impegnate a fare in modo che tutto proceda per il meglio. Al rientro saluto tutti con un nodo alla gola, sperando di ritrovarsi in futuro magari ancora in barca.
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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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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/29/2025

Mattia S.

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Italy

Amazing trip. The boat is very comfortable, it has 6 cabins with plenty of space. The skipper Maurizio was excellent. He was very kind and flexible. I really appreciated the departure as soon as we arrived without staying the first night in port, waking up in the morning already at the islands with the sea in front of me was priceless. Even having chosen to spend most of the known in the Rada was appreciable, much more beautiful as an experience having directly the sea usable as soon as we woke up and allowed us to save something that we invested for galley and dinner out. A mention also to the Our hostess Milena who prepared us high level dishes making us often prefer the meal on the boat to the one in the restaurant. I would say that it is a perfect experience with this team that I would recommend to everyone.

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