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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.

56

experiences

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3.3

Sailing to the Aeolian Islands with departure and arrival in Tropea

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

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+22 travellers

have booked

Starting from

€690

Per person

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4.5

The Aeolian Islands as you've never seen them before

Duration:

5 days - 4 nights

Italy:

Aeolian Islands

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+6 travellers

have booked

€650

Per person

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4.9

Aeolian Islands on beautiful Catamaran Lagoon 421 fullopt

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+36 travellers

have booked

Starting from

€980

Per person

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4.0

Aeolian Islands, between fire and sea

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+25 travellers

have booked

Starting from

€700

Per person

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4.3

Return to Roccella via the Aeolian Islands

Duration:

9 days - 10 nights

Italy:

Aeolian Islands

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+2 travellers

have booked

€850

Per person

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5.0

Weekend in the Aeolian Islands

Duration:

3 days - 3 nights

Italy:

Aeolian Islands

Give this experience a try!

€750

Per person

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5.0

The Aeolian Islands in an exclusive boat

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

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+9 travellers

have booked

Starting from

€850

Per person

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5.0

AEOLIAN ISLANDS with hostess/cook BOAT 16.5 mt exclusive x6 people

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

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+95 travellers

have booked

Starting from

€998

Per person

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4.8

Magical Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+40 travellers

have booked

Starting from

€630

Per person

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5.0

EOLIE IN RELAX - Boat with 3 cabins and 3 bathrooms

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+6 travellers

have booked

Starting from

€433

Per person

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4.9

Enjoy: nel blu dipinto di blu delle Eolie

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

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+85 travellers

have booked

Starting from

€590

Per person

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4.5

Sailing holiday with maximum comfort

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+6 travellers

have booked

Starting from

€360

Per person

Why book a holiday with Sailsquare?

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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 - Yacht sailing holidays & skippered tours in the Aeolian Islands

1589 reviews

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Enjoy sail: a Journey in the Aeolian Sea with Skipper and Sailor

07/26/2024

Katia P.

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Italy

È stato il mio battesimo in barca, ne sono uscita assolutamente innamorata di questa esperienza…panorami fantastici, un grande senso di libertà, divertimento e attività a mare e a terra fantastiche… e poi che dire, il comandante è stato capace di far funzionare tutto alla meraviglia… oltre al fatto che sogno ancora la sua cucina…. Farei un’altro mese in barca solo per quello😅
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6 days sailing between volcanoes and sea

07/26/2024

Gabriel M.

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France

Amazing sailing trip with Alberto, Francesca and Pascoale throughout the Eolian Islands! It was our very first - and unforgettable - experience! We were able to visit all islands we planned, with great food prepared by Francesca and great sailing from Alberto and Pascoale. We had also the opportunity to practise a little bit of sailing which was amazing for us! We will definitely repeat that!
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The Aeolian Islands as you've never seen them before

07/25/2024

Mackenzie S.

-

United States

This was a great trip. Paolo designed a good route and the amount of days was great. Like many of the sailsquare trips, you make your own food and help the captain in small easy ways. We were lucky that the others on the boat with us (who we did not know prior to the trip) were very nice, easygoing and helpful.
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Discover the Aeolian Islands and their wonders

07/23/2024

Massimo B.

-

Italy

Rosario è stato uno skipper eccezionale. Simpatico, disponibile, irriverente, un vero siciliano DOC. Ha accontentato ogni nostra richiesta nei limiti del possibile e ha reso la nostra esperienza in barca a vela autentica e indimenticabile. Super consigliato! 🤩

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Guides & tips


Aeolian Islands

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Guide to the Aeolian Islands on a sailing boat

Italy

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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

Aeolian Islands: the best travel ideas

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