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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.

experiences

4.8

Super!

Large Luxury Catamaran with Hostess - Discovering the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

€1,251

€1,390

Per person

4.9

Super!

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

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

35 travellers

Starting from

€477

€530

Per person

4.8

Super!

Aeolian Islands - Large and new catamaran equipped with every comfort

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

2 travellers

Starting from

€972

€1,080

Per person

4.8

Super!

Discovering the Aeolian Islands Between Nature, Relaxation and Fun

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

60 travellers

Starting from

€671

€745

Per person

5.0

Aeolian Islands: between sea and authentic flavours

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

123 travellers

Starting from

€585

€650

Per person

5.0

Super!

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

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

Give this experience a try!

€1,152

€1,280

Per person - min 2 pax

4.8

Enjoy: in the blue painted blue of the Aeolian Islands

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

133 travellers

Starting from

€504

€530

Per person

4.0

The hidden jewels of the Aeolian Islands sailing from Palermo

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

39 travellers

Starting from

€451

€475

Per person

4.8

Aeolian Islands: well-being, taste and fun

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

35 travellers

Starting from

€646

€680

Per person - min 2 pax

4.8

ENJOY: in the blue painted blue of the Aeolian Islands

Duration:

6 days - 7 nights

Italy:

Aeolian Islands

84 travellers

Starting from

€504

€530

Per person

4.9

Sailing & adventure in the Aeolian Islands

Duration:

7 days - 7 nights

Italy:

Aeolian Islands

65 travellers

Starting from

€713

€751

Per person

5.0

Discovering the Aeolian Islands

Duration:

6 days - 6 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€750

Per person

Why book a holiday with Sailsquare?

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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

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 more about the skipper and travellers who have already booked the holiday, to find out more about the

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

Sea, sailing and relaxation in the beautiful Aeolian archipelago

05/4/2025

Alexia D.

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 !

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

04/28/2025

Anne-Marie M.

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.

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

10/6/2024

Marco G.

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.

Aeolian Islands - Sea, Sun and Relax - big and new Catamaran Lagoon 42

10/3/2024

Giovanni L.

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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