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Yacht sailing holidays & skippered tours in the Aeolian Islands

A holiday in the Aeolian Islands: Vulcano, Lipari, Salina, Panarea, Stromboli, Alicudi, and Filicudi - seven volcanic islands to be discovered by sailboat. A unique experience in which you will navigate between craters, geysers, volcanic rock rivers.

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4.6

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

Italy: Aeolian Islands

6 days - 7 nights

One departure available

August - September

€690

€621

Per person

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4.7

Amazing Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

One departure available

August

Starting from

€918

Per person

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New

7 Dream Days in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

2 departures available

August

€1,200

Per person

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4.5

Sailing holiday with maximum comfort

Italy: Aeolian Islands

6 days - 7 nights

4 departures available

August - September

Starting from

€700

Per person

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5.0

EOLIE IN RELAX - Boat with 3 cabins and 3 bathrooms

Italy: Aeolian Islands

6 days - 7 nights

11 departures available

July - October

Starting from

€607

Per person

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4.9

Rebel Islands: Ustica and Alicudi

Italy: Aeolian Islands

7 days - 7 nights

One departure available

September - October

€740

Per person

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5.0

3 days in the wild Aeolian Islands - All inclusive & flexible dates

Italy: Aeolian Islands

2 days - 2 nights

7 departures available

July - September

Starting from

€723

€650

Per person

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4.7

Amazing sailing from Agropoli to Furnari

Italy: Aeolian Islands

7 days - 7 nights

One departure available

August

Starting from

€764

Per person

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5.0

Aeolian Islands on a sailing boat: a tailor-made holiday with an exclusive boat

Italy: Aeolian Islands

7 days - 7 nights

5 departures available

August - September

Starting from

€800

Per person

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4.6

Aeolian Islands: well-being, taste and fun

Italy: Aeolian Islands

7 days - 7 nights

5 departures available

August - September

Starting from

€690

Per person - min 2 pax

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Aeolian Islands by sailboat: 6 days between volcanoes and clear waters

Italy: Aeolian Islands

6 days - 6 nights

One departure available

August

€6,950

Per person

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4.3

Magical Aeolian Islands on a sailboat from Capo d'Orlando

Italy: Aeolian Islands

7 days - 7 nights

One departure available

August

€950

Per person

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Reviews - Yacht sailing holidays & skippered tours in the Aeolian Islands

2060 reviews

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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.

Aeolian Islands in a big and new catamaran: sea, sun, relaxation

07/21/2026

massimo f.

-

IT

A wonderful experience in every sense, Maurizio is a skipper who knows how to perfectly combine professionalism, courtesy and sympathy. In complete safety and thanks to favorable weather, we enjoyed a wonderful week between bays, coves and descents on land. Super top catamaran with all possible comforts imaginable. Highly recommended experience
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Comfortably Aeolian Islands: Catamaran Cruise with Steward

07/19/2026

An-Sofie T.

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BE

If we could give more than five stars, we absolutely would! We had a truly unforgettable week from start to finish. We were incredibly fortunate to have Giorgio as our captain and Diego as our chef. They are two of the kindest, warmest people we’ve ever met, and they made our journey truly exceptional. They were always attentive, listened carefully to our needs, and went above and beyond to ensure we had the best possible experience. We couldn’t have wished for a better crew. A special mention also goes to Diego’s cooking—it was absolutely fantastic. Every meal was delicious and beautifully prepared. The boat was superb, and the destination was breathtaking, making the entire trip perfect. Thank you both so much for everything. We wish you all the very best and hope our paths cross again someday!

Comfortably Aeolian Islands: Catamaran Cruise with Steward

07/19/2026

tommaso o.

-

IT

Fantastic experience, Giorgio and Diego were perfect from every point of view. Wonderful coves, crazy cuisine and super atmosphere. Thank you it was all beautiful!

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Guides & tips


Aeolian Islands

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Guide to Italy on a sailing boat

Flotilla holiday

A perfect vacation for singles (and others) to experience sailing, meet new friends and multiply the fun.
Guide to the flotilla holidays

Singles and solo travellers

Set out alone and return enriched by an unparalleled baggage of freedom, new friendships and lasting bonds. It is on a sailboat that an adventure as a solo traveler turns into a unique sharing experience.
Guide to solo travellers sailing holidays

Sailing vacations for families

To leave with one's family and return home enriched by an unparalleled baggage of adventure, bonds and indelible memories.
What to know before you go sailing with your family?

Sailing with children

Have you ever wondered if there is a vacation that is both the best for children and parents? The answer is yes, and it is indeed on a sailboat!
uide to sailing vacations with children

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