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Sailboat yacht sailing holidays & tours in Aeolian Islands

Discover more than 44 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

5 departures available

August - 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

4 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

Per person

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4.5

Unforgettable adventure in the Aeolian Islands

Italy: Aeolian Islands

7 days - 7 nights

12 departures available

August - November

Starting from

€540

€513

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

Super!

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

Italy: Aeolian Islands

7 days - 7 nights

3 departures available

July - August

Starting from

€900

€750

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

3 departures available

August - September

Starting from

€750

€675

Per person

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4.9

Aeolian Islands: between sea and authentic flavours

Italy: Aeolian Islands

7 days - 7 nights

9 departures available

July - October

Starting from

€750

€675

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

Aeolian Islands in the name of sailing, fishing and relaxation

Italy: Aeolian Islands

3 days - 2 nights

6 departures available

July - August

Starting from

€390

€351

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

3 departures available

August - September

Starting from

€950

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

2 departures available

July - September

Starting from

€850

€650

Per person

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Reviews - Sailboat yacht sailing holidays & tours in Aeolian Islands

1842 reviews

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Aeolian Islands under the Stars: 5 Nights of Volcanoes, Sea and Magic

07/6/2026

Vitaliano T.

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IT

Wonderful experience! Antonio is a prepared and welcoming skipper, the boat adequate for the objective and the geography of the place simply fantastic. One of the most successful holidays ever 😉 Don't go, I'll be back! 🤓✌️💥

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

07/5/2026

Monica Sofia S.

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IT

It was a beautiful week, Francesco is a very prepared skipper and transmits his passion for both the sea and cooking. In my opinion it should just be clearer with the rules on board.
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Aeolian Islands under the Stars: 5 Nights of Volcanoes, Sea and Magic

06/30/2026

Iole D.

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BE

Magnificent experience, the Aeolian Islands are magical and exploring them on a sailboat was beautiful, between sunrises, sunsets and nights under the stars to leave you breathless. Not to mention Stromboli and its roars and trekking on the smoking crater of Vulcano. Antonio is an experienced skipper, attentive, kind and very nice (and then also a surfer 🤙🏼) and with the rest of the group we had a great time. You never got bored between swimming, diving, SUP and snorkeling in places with beautiful cobalt blue water and lots of laughter. Ah! And the dolphins! Everything really 🔝🐬🩵🌊⛵️
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Aeolian Islands under the Stars: 5 Nights of Volcanoes, Sea and Magic

06/30/2026

Simona O.

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IT

We couldn't ask for anything better! Beautiful holiday and exceptional skipper! Thank you Antonio!

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