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Private yacht sailing holidays with skipper in the Aeolian Islands

Discover the magic of sailing holidays in the Aeolian Islands! Hire a whole boat: a new way of traveling with your loved one, your friends or your family. Find your dream adventure among thousands of holidays from the Mediterranean to the Caribbeans.

47

experiences

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5.0

Discovering the Aeolian Islands

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€750

Per person

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4.4

Enjoy the Aeolian Islands with skipper and hostess

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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58 travellers

Starting from

€940

Per person

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4.7

The wonder of the Aeolian Islands: Panarea, Vulcano, Stromboli, Salina

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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2 travellers

€690

Per person

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4.0

15 days wandering in the southern Tyrrhenian Sea

Duration:

15 days - 15 nights

Italy:

Aeolian Islands

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2 travellers

€1,950

Per person

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7 islands in comfort and convenience

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€600

Per person

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Sun, sea and relaxation... Discovering the Aeolian Islands - with Hostess

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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6 travellers

Starting from

€1,100

Per person

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5.0

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

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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17 travellers

Starting from

€740

Per person

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4.0

Conquering the Aeolian Islands - Cook on board

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

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33 travellers

Starting from

€625

Per person

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5.0

Between seas and volcanoes, fall in love with the Aeolian Islands

Duration:

5 days - 4 nights

Italy:

Aeolian Islands

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26 travellers

€590

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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11 travellers

€1,430

Per person

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4.9

Holidays in the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

€720

Per person

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4.8

Aeolian Islands: wellness, taste, fun with fabulous cook on board

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

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26 travellers

Starting from

€860

Per person - min 2 pax

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 - Private yacht sailing holidays with skipper in the Aeolian Islands

246 reviews

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Sea, sailing and relaxation in the beautiful Aeolian archipelago

05/4/2025

Alexia D.

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France

Super séjour avec Antonino ! Il est très sympa, à notre écoute et très arrangeant ! On a visité les îles de Vulcano, Salina et Panarea. Le rythme était adapté à nous : on a bien pu profiter du voilier et des îles sur lesquelles on a randonné et/ou on s'est promené. Le voilier est très fonctionnel,nous avons cuisiné à bord certains jours. On s'est senti comme à la maison et avons partagé de bons moments avec Antonino. Une superbe façon de voyager : on recommande vivement !
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We have known the Aeolian Islands for 20 years. - Live them with us.

04/28/2025

Anne-Marie M.

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United Kingdom

We had an action packed week with plenty of interesting activities for adults and children alike. The skipper is a very skilled sailor and attentive to his passengers. The boat is clean and comfortable.
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Aeolian Islands by catamaran, professional skipper/hostess, what else?

10/6/2024

Marco G.

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Italy

Esperienza splendida! Prima volta per noi in barca - ma sicuramente non l’ultima! Super consigliata per chi vuole godersi il mare da una prospettiva diversa e con un ritmo più naturale. Andrea skipper super disponibile e di compagnia; Arianna super attenta e premurosa.
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Aeolian Islands - Sea, Sun and Relax - big and new Catamaran Lagoon 42

10/3/2024

Giovanni L.

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Switzerland

Lo skipper Maurizio ha veramente fatto del suo meglio tenendo conto del tempo atmosferico a volte inclemente che non ci ha permesso di raggiungere tutte le mete. Un saluto particolare a Tina che è una santa donna e ha tenuto insieme con allegria e simpatia un gruppo di persone di estrazione molto diversa che si sono incontrate la prima volta sul catamarano.

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