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Sailboat yacht sailing holidays & tours in Aeolian Islands

Discover more than 50 opportunities to get on board a Sailboat adventure in Aeolian Islands. A unique experience with a local skipper, starting at €350 a week.

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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

7 departures available

July - October

Starting from

€690

Per person

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4.9

Super!

Sailing & adventure in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

5 departures available

July - October

Starting from

€700

Per person

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4.8

Super!

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

Italy: Aeolian Islands

6 days - 7 nights

4 departures available

August - September

Starting from

€583

€525

Per person

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5.0

Super!

Aeolian Islands in the name of sailing, fishing and relaxation

Italy: Aeolian Islands

3 days - 2 nights

7 departures available

July - August

Starting from

€390

€351

Per person

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4.5

Unforgettable adventure in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

13 departures available

July - November

Starting from

€540

€513

Per person

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4.9

Aeolian Islands: between sea and authentic flavours

Italy: Aeolian Islands

7 days - 7 nights

12 departures available

July - November

Starting from

€600

€540

Per person

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4.8

Super!

A week of sea, volcanoes and fun in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

6 departures available

July - September

Starting from

€690

€621

Per person

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4.8

Super!

From the Pontine to the Aeolian Islands - Adventure, Navigation, and Relaxation - One Way

Italy: Aeolian Islands

5 days - 6 nights

One departure available

July

€590

Per person

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5.0

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

Italy: Aeolian Islands

6 days - 7 nights

One departure available

August

€1,050

Per person

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5.0

Super!

Aeolian Islands: let yourself be pampered among volcanoes, sea and gourmet cuisine!

Italy: Aeolian Islands

6 days - 7 nights

12 departures available

July - October

Starting from

€800

€720

Per person

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4.9

Super!

Holidays in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

One departure available

July

€716

Per person

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4.8

Super!

Summer is made for the Aeolian Islands! Weekly cruise

Italy: Aeolian Islands

6 days - 7 nights

One departure available

September

€700

€665

Per person

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Reviews - Sailboat yacht sailing holidays & tours in Aeolian Islands

1838 reviews

We have known the Aeolian Islands for 20 years, live them with us!

06/29/2026

Gianluca G.

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IT

An unforgettable experience that allows you to fully appreciate the beauty of the Aeolian Islands from a privileged position. The tour, perfectly calibrated, reserves new emotions every day, the result of the great experience of skipper Pasquale, who was able to create a special microcosm on his boat. Pasquale, attentive, professional and passionate about the marine and sailing context, manages to convey the fundamental principles on how to spend a holiday at sea always in a calm and friendly way, creating an exceptional team spirit from the first briefing. The boat, which is his real "creature", has all the comforts necessary to make the most of this type of experience and, thanks to his wise guidance, also allows you to acquire the rudiments of sailing. The days pass without stress or monotony among breathtaking coves, shore excursions, aperitifs, lunches, dinners, laughter and the stories of the polyglot Pasquale, able to intersperse with irony from Milanese to Reggio, from Catania to Sangiovannese. A special mention deserves Pasquale's sighting of a small pod of dolphins and a beautiful specimen of turtle (which we, as true laymen, had mistaken for floating waste). A real sea dog! In conclusion, an extraordinary experience and absolutely to be recommended to anyone who wants to experience the sea in an authentic way, between unspoiled nature, unexpected adventures and excellent company. Thank you for everything, Pasquale!

A romantic and luxurious vacation in the Aeolian Islands

06/27/2026

Anna D.

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IT

Unforgettable days on board Zadar. The owners Ram and Ronit, in addition to being experienced sailors, are attentive and pleasant hosts. They welcomed us with great sympathy and made us feel at home immediately. The boat is very beautiful, comfortable and impeccably maintained. We built the itinerary together and they met all our desires. Top also the freedom to cook fresh fish bought directly from local fishermen: an authentic experience! We will gladly come back!

Four days in the Aeolian Islands from Capo D'Orlando

06/25/2026

Edoardo A.

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IT

Let's start by saying that Vittorio has an extreme knowledge of the boat he steers (being his property) which immediately puts you at ease and makes you feel calm. If we combine this with the deep knowledge of the sea and the islands that it proposes as a destination... We get a fabulous holiday! He was able to bring us and recommend (never impose) beautiful places, both at sea and on land. It was an experience of absolute relaxation, without missing the educational and sailing part. (optional) In short, what can I say, super recommended!! Thank you Vittorio! Ours is a goodbye Fair winds

We have known the Aeolian Islands for 20 years, live them with us!

06/24/2026

Alessandro O.

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IT

The Aeolian Islands were a destination that I had wanted to visit for a long time and thanks to this experience, it fulfilled all my expectations by going further with the experience of experiencing the sea from a boat. A crew of nice people with whom I shared laughter, relationships and wonders of the places was fundamental. The skipper Pasquale was fundamental, a great person, who showed professionalism, availability and humanity to those like me who were experiencing this type of adventure for the first time, who made everything simple, pleasant and unforgettable. I recommend everyone to experience the emotions that leave such a holiday made of enchanting views, smells, Mediterranean colors that regenerate the body and mind.

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