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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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5.0

Super!

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

Italy: Aeolian Islands

5 days - 6 nights

One departure available

August

€1,430

€1,287

Per person

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4.9

Super!

Aeolian Islands by catamaran, professional skipper/hostess, what else?

Italy: Aeolian Islands

6 days - 7 nights

4 departures available

August - September

Starting from

€870

Per person

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4.9

Super!

An Aeolian adventure: sailing, nature and relaxation in the Aeolian Islands

Italy: Aeolian Islands

6 days - 7 nights

3 departures available

July - August

Starting from

€850

Per person

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5.0

Super!

Holiday in the Aeolian Islands: comfort, adventure and music! - Cook on board

Italy: Aeolian Islands

6 days - 7 nights

5 departures available

July - August

Starting from

€900

Per person

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4.8

Super!

Let's discover the Aeolian Islands together in Vela

Italy: Aeolian Islands

7 days - 7 nights

16 departures available

July - November

Starting from

€590

Per person

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4.8

Super!

Discovering the Aeolian Islands Between Nature, Relaxation and Fun - From Palermo to Lipari

Italy: Aeolian Islands

8 days - 8 nights

One departure available

July

€795

€695

Per person

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5.0

Super!

We have known the Aeolian Islands for 20 years. - Live them with us.

Italy: Aeolian Islands

7 days - 7 nights

5 departures available

September - November

€583

Per person

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5.0

Super!

Sailing week in the Aeolian Islands in August COMFORTABLE MAX 4 PEOPLE

Italy: Aeolian Islands

7 days - 7 nights

2 departures available

August

€1,280

Per person - min 2 pax

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4.8

Enjoy: in the blue painted blue of the Aeolian Islands

Italy: Aeolian Islands

6 days - 6 nights

8 departures available

July - October

Starting from

€530

€504

Per person

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4.0

The hidden jewels of the Aeolian Islands sailing from Palermo

Italy: Aeolian Islands

7 days - 7 nights

14 departures available

July - November

Starting from

€475

€451

Per person

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5.0

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

Italy: Aeolian Islands

7 days - 7 nights

4 departures available

July - September

Starting from

€630

Per person

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Discovering the Aeolian Islands by catamaran with hostess

Italy: Aeolian Islands

7 days - 7 nights

One departure available

August - September

€1,250

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

1767 reviews

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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/30/2025

Alessandra M.

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France

É stata un’esperienza unica, la barca é il modo migliore per visitare le bellissime Eolie. E che barca: un catamarano grande e moderno, con uno skipper esperto ed affidabile affiancato da una bravissima cuoca. L’atmosfera a bordo era perfetta, con il mix ideale di relax e divertimento. Non sono mancate escursioni a terra (trekking su Vulcano e visite ai bellissimi paesi isolani, anche solo per mangiare una granita), nuotate in luoghi segreti meravigliosi, notti in rade silenziose, serate nei locali a terra, aperitivi guardando il tramonto in mezzo al mare… davvero la vacanza perfetta per chi vuole godersi le isole.
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We have known the Aeolian Islands for 20 years, live them with us!

06/30/2025

Claudia M.

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Italy

Esperienza meravigliosa! Pasquale è molto preparato e ben organizzato. Ci siamo sentite sempre al sicuro in barca. Navigazione e paesaggi stupendi.
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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/30/2025

Damien D.

Amazing sailing trip. The itinerary was great, the Skipper super nice and the boat very comfortable. excellent stewardess and the food on board was delicious. we are looking forward for the next trip with Maurizio !
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Aeolian Islands New and Large 15 Meter Lagoon Catamaran with Stewardess

06/29/2025

Mattia S.

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Italy

Viaggio incredibile. La barca è comodissima, ha 6 cabine con un sacco di spazio. Lo skipper Maurizio è stato eccellente. È stato molto gentile ed elastico. Ho apprezzato tantissimo la partenza appena arrivati senza stare la prima notte in porto, svegliarsi la mattina già alle isole con il mare davanti è stato impagabile. Anche aver scelto di passare le maggior parte delle noti in Rada è stata apprezzabile, molto più bello come esperienza avendo direttamente il mare fruibile appena svegli e ci ha permesso di risparmiare qualcosa che abbiamo investito per cambusa e cena fuori. Una menzione anche alla Nostra hostess Milena che ci ha preparato piatti di livello facendoci spesso preferire il pasto in barca a quello al ristorante. Direi che è una esperienza perfetta con questo team che consiglierei a tutti.

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