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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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4.6

Flottiglia Different: Party e nuovi amici alle isole Eolie

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+152 travellers

have booked

Starting from

€799

€1,175

Per person

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5.0

Aeolian Islands - Volcanoes, Sail & Trekking - Mountain Guide on board

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+5 travellers

have booked

€980

€1,200

Per person

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4.7

The Relax Flotilla in the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+24 travellers

have booked

€990

€1,190

Per person

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4.8

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

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+62 travellers

have booked

Starting from

€800

€890

Per person

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4.9

Super!

A week in the Aeolian Islands - 6 islands in 7 days

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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+53 travellers

have booked

Starting from

€450

€500

Per person

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Dream Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€891

€990

Per person

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4.9

Super!

Discovering the Aeolian Islands Between Nature, Relaxation and Fun

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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+9 travellers

have booked

Starting from

€581

€645

Per person

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5.0

Super!

Aeolian Islands - Unforgettable cruise among the 7 pearls of the Mediterranean

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

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+78 travellers

have booked

Starting from

€675

€750

Per person

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4.8

Super!

Aeolian Islands in Blue between sea and sky: Sun, sport, music, good food ... The rest is magic!

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

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+120 travellers

have booked

Starting from

€681

€730

Per person

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4.7

Sail to new horizons aboard a Bavaria Cruiser 46

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

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+8 travellers

have booked

Starting from

€570

€600

Per person

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Sail to new horizons aboard a Beneteau Oceanis 411

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€570

€600

Per person

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Sailing to new horizons

Duration:

7 days - 6 nights

Italy:

Aeolian Islands

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+5 travellers

have booked

Starting from

€570

€600

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

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.

-

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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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

Stromboli, Vulcano and Lipari are just some of the best destinations for a sailing or catamaran vacation in Sardinia.
Guide to the Aeolian Islands on a sailing boat

Italy

Tuscany, Sardinia, the Aeolian Islands and Liguria are just some of the most beautiful destinations for a sailing or catamaran holiday, let's discover them all!
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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