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Private yacht sailing holidays with skipper in the Aeolian Islands

Discover the magic of sailing holidays in the Aeolian Islands! Hire a whole boat: a new way of traveling with your loved one, your friends or your family. Find your dream adventure among thousands of holidays from the Mediterranean to the Caribbeans.

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4.8

Super!

A week in the Aeolian Islands - 6 islands in seven days

Italy: Aeolian Islands

6 days - 7 nights

3 departures available

August - September

Starting from

€583

Per person

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4.4

Unforgettable adventure in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

11 departures available

August - November

Starting from

€540

€513

Per person

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4.9

Super!

Sailing & adventure in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

2 departures available

September - October

€700

Per person

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4.8

Super!

A week of sea, volcanoes and fun in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

3 departures available

August - September

Starting from

€750

€675

Per person

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5.0

Super!

Pure life in the Aeolian Islands: between volcanoes and crystal clear waters

Italy: Aeolian Islands

7 days - 7 nights

2 departures available

July - August

Starting from

€690

€613

Per person

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4.8

Aeolian Islands: between sea and authentic flavours

Italy: Aeolian Islands

7 days - 7 nights

7 departures available

August - October

Starting from

€750

€675

Per person

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5.0

Super!

Aeolian Islands with hostess/cook BOAT 16.5 mt exclusive x6 people

Italy: Aeolian Islands

6 days - 6 nights

One departure available

August

€999

Per person

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4.8

Discovering the Aeolian Islands Between Nature, Relaxation and Fun

Italy: Aeolian Islands

7 days - 7 nights

3 departures available

August - September

Starting from

€795

€716

Per person

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4.6

SAIL & ENJOY: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 7 nights

2 departures available

August

Starting from

€790

Per person

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4.9

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

Italy: Aeolian Islands

6 days - 7 nights

4 departures available

August - September

Starting from

€945

Per person

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4.4

Enjoy the Aeolian Islands with skipper and hostess

Italy: Aeolian Islands

6 days - 7 nights

2 departures available

August - September

€1,039

Per person

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4.6

Sailing among the volcanoes of the Aeolian Islands

Italy: Aeolian Islands

7 days - 6 nights

One departure available

August

€700

Per person

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Reviews - Private yacht sailing holidays with skipper in the Aeolian Islands

503 reviews

Authentic Aeolian Islands on a sailboat: between local flavors and crystal clear sea

07/22/2026

chiara a.

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IT

I had contacted the skipper beforehand to warn him that I did not eat fish and he had told me that there were no problems. It was not made WhatApp group before and no one was asked for preferences on breakfast, food, alcohol etc etc. We found ourselves with a galley made without sharing with a charge of 320 of wine, spirits well hidden in the shopping at the supermarket and about 500 euros of fish. I have never been offered any alternative but an egg omelette (with 50 euros spent on eggs) and twice a participant friend of the skipper made me a sauce with great controversy because the skipper imposed himself as a cook denying us to be able to cook. When I represented my need, I was literally pilloried and forced to eat salad that others ate as a side dish after succulent fish dishes. Now I'm wondering if I could get a refund??!! I had already used your platform and I had found it well, this is the reason why I used it again. I represent that we did not have the skipper indicated but there was a switch with his father Andrea who imposed the presence of his partner for two days (I do not know if he contributed to the galley). criticized me continuously because I did not eat fish and in general everyone for everything and in particular those who did not drink as much as he did. The whole group had difficulty communicating with the latter and in the last few days the situation has worsened. If you want further details write to me

Aeolian Islands: sun, sport, music, good food... The rest is magic!

07/22/2026

Giulio A.

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GB

Dario made us live a unique experience and an unforgettable holiday. The Aeolian Islands are a wonderful place, but surely sailing with a person with so much experience made the holiday even more unforgettable. Dario is a very prepared captain, very professional but also welcoming and helpful. His boat is spotless and is maintained with a very high standard of cleanliness throughout the holiday. Dario was able to adapt the navigation and choices according to our needs and characteristics, and this was greatly appreciated. In addition, among Dario's many qualities I would certainly include his culinary skills: his prawns and pasta are difficult to forget! Dario's big heart can also be seen in the way he takes children to heart and gives them unforgettable experiences. We will never forget this holiday. Thank you again for everything you have allowed us to experience!
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Sail to the Aeolian Islands with an experienced crew on a catamaran!

07/22/2026

Stella Z.

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IT

A heartfelt thank you to Emanuele and Daniele for making this holiday in the Aeolian Islands truly unforgettable. The islands are wonderful, but they made the difference: always available, smiling and attentive to every detail. Emanuele, a trained and professional skipper, guided us in total safety through spectacular bays and coves, while Daniele, with his friendliness and availability, created a relaxed and welcoming atmosphere from the first day. The catamaran is spacious, extremely comfortable and impeccable in every respect: cleanliness and order have been a pleasant constant throughout the week. A positive note goes to the cuisine: aperitifs, lunches and dinners are always excellent, with a lot of care and attention. In addition to the breathtaking views of the Aeolian Islands, we will take with us the memory of a week lived between sea, relaxation, laughter and new friendships. An experience that we cannot fail to recommend!
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Aeolian Islands in a big and new catamaran: sea, sun, relaxation

07/21/2026

Viviana S.

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IT

We spent an unforgettable week in the Aeolian Islands. The catamaran turned out to be the best choice ever: very comfortable, spacious and very stable, ideal for enjoying the sea in total relaxation. Waking up every morning in a different bay, discovering new coves, visiting the islands is an experience you absolutely must try. A special thanks to skipper Maurizio, always professional and attentive to our every need.

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