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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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4.9

Sailing to new horizons aboard a Cyclades 393

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

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Davide R.

has booked

Starting from

€570

€600

Per person

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4.0

The hidden jewels of the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+35 travellers

have booked

€390

€410

Per person

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Eolie a vela con skipper ed hostess, all inclusive con cucina vegana

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+29 travellers

have booked

€1,750

Per person

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4.8

Aeolian Islands: wellness, taste and fun

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+18 travellers

have booked

Starting from

€580

Per person

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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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4.0

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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Aeolian Week

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

Give this experience a try!

€1,000

Per person

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Delicious food and breathtaking sea on a sailboat in the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

€750

Per person

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4.5

The Aeolian Islands as you've never seen them before

Duration:

4 days - 3 nights

Italy:

Aeolian Islands

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+20 travellers

have booked

Starting from

€400

Per person

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5.0

Isole Eolie: Famiglie a bordo!

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+5 travellers

have booked

Starting from

€900

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

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

1591 reviews

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Discover the Aeolian Islands and their wonders

07/27/2024

edoardo c.

-

Italy

Indimenticabile, bellissime le isole Eolie! Grazie soprattutto a Rosario che ci ha fatto vivere a pieno i luoghi e la barca! Consiglierò questo tipo di esperienza a tutti, con l'augurio di trovare sempre uno skipper come Rosario.
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Enjoy sail: a Journey in the Aeolian Sea with Skipper and Sailor

07/27/2024

Micaela Z.

-

Italy

...altro che vacanza in barca a vela...una VERA ESPERIENZA di vita! Grazie al nostro comandante Andrea, abbiamo avuto una settimana per farci rapire dalle bellezze del mare, ci siamo fatti incantare dal mondo della barca e cadere innamorati delle fantastiche Eolie, una settimana per conoscere i membri dell'equipaggio e apprezzarci nelle nostre diversità saldando un legame unico, che solo una settimana prima sarebbe stato impensabile. una settimana per gustare del cibo delizioso e cucinato ad opera d'arte da Andrea che e' stato un cuoco ottimo, ma che ottimo...strepitoso, e sempre attento alle esigenze di ognuno. Esperienza indimenticabile, grazie comandante!! grazie ragazzi!!
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Enjoy sail: a Journey in the Aeolian Sea with Skipper and Sailor

07/26/2024

Katia P.

-

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.

-

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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Guides & tips


Aeolian Islands

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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!
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Aeolian Islands: the best travel ideas

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