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Sailing holidays in the Aeolian Islands

Sailing cruise to the Aeolian Islands
54 reviews
Set sail for a week of sailing around the Aeolian Islands on a sailing boat or catamaran
Choose from 22 experiences
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Upcoming boat holidays in the Aeolian Islands:
Experience Start Plazas Price
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 13 Sep to 20 Sep
13 Sep
8 days
0 More information No availability
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The Egadi Islands aboard a brand new catamaran
From 13 Sep to 20 Sep
13 Sep
8 days
2 More information Reserve for 1,100€
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Sicily - "Aeolian Islands" on a catamaran
From 13 Sep to 20 Sep
13 Sep
8 days
0 More information No availability
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Catamaran Holiday in the Egadi with Hostess/Cook – Luxury and Relaxation at Sea
From 13 Sep to 20 Sep
13 Sep
8 days
0 More information No availability
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
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Week in the blue painted blue of the Aeolian Islands
From 20 Sep to 26 Sep
20 Sep
7 days
8 More information Reserve for 513€
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Sicily - "Aeolian Islands" on a catamaran
From 20 Sep to 27 Sep
20 Sep
8 days
0 More information No availability
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Large luxury catamaran with Hostess - Discovering the Aeolian Islands
From 20 Sep to 27 Sep
20 Sep
8 days
8 More information Reserve for 1,340€
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The Egadi Islands aboard a brand new catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
3 More information Reserve for 1,000€
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Sicily - "Aeolian Islands"
From 27 Sep to 4 Oct
27 Sep
8 days
1 More information Reserve for 599€
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Sicily - "Aeolian Islands" on a catamaran
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
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Large luxury catamaran with Hostess - Discovering the Aeolian Islands
From 27 Sep to 4 Oct
27 Sep
8 days
0 More information No availability
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 27 Sep to 4 Oct
27 Sep
8 days
6 More information Reserve for 680€
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Sicily - "Aeolian Islands"
From 4 Oct to 11 Oct
4 Oct
8 days
6 More information Reserve for 599€
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Sicily - "Aeolian Islands" on a catamaran
From 4 Oct to 11 Oct
4 Oct
8 days
0 More information No availability
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 4 Oct to 11 Oct
4 Oct
8 days
6 More information Reserve for 680€
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Sicily - "Aeolian Islands"
From 11 Oct to 18 Oct
11 Oct
8 days
4 More information Reserve for 599€
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Sicily - "Aeolian Islands" on a catamaran
From 11 Oct to 18 Oct
11 Oct
8 days
0 More information No availability
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 11 Oct to 18 Oct
11 Oct
8 days
6 More information Reserve for 680€
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 18 Oct to 25 Oct
18 Oct
8 days
6 More information Reserve for 680€
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Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 25 Oct to 1 Nov
25 Oct
8 days
6 More information Reserve for 680€
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Frequent questions
  • ☀️ What is the best time for a boat holiday in the Aeolian Islands?
    The ideal time for a boat holiday in the Aeolian Islands is from May to September. During these months, the weather is warm and sunny, with pleasant temperatures and light sea breezes. July and August are the busiest months, so if you prefer a quieter holiday, consider traveling in May, June or September.
  • How much does a boat holiday in the Aeolian Islands cost?
    The cost of a boat holiday in the Aeolian Islands varies depending on the time of year, the type of boat, the length of the holiday and the services included. In general, you can expect to spend between 600 and 900 euros per week for a place on a sailing boat or catamaran. To this price you must add the costs for food, drinks, fuel and moorings.
  • ️ Where are the Aeolian Islands and how can I reach them?
    The Aeolian Islands are located north of Sicily and can be reached mainly by sea, with ferries and hydrofoils departing mainly from the port of Milazzo . The closest airports are Catania and Palermo , from which you then need to reach Milazzo by bus or car. Another port of departure for sailing holidays is Portorosa which is a 30-minute drive from Milazzo . In high season, connections are also available from Naples, Reggio Calabria and Messina.
  • How many Aeolian Islands can you visit in a week on a sailing boat?
    In a week, it is common to visit 5-6 of the 7 Aeolian Islands, allowing time to explore each location. Factors such as weather, itinerary, and personal interests influence the number of islands. Some choose to focus on 4 islands for a more in-depth experience.
  • Is it possible to go on shore excursions during a boat cruise in the Aeolian Isl
    Yes, you can take shore excursions during a boat cruise in the Aeolian Islands. In fact, it is one of the best ways to fully discover the beauty and variety of these islands. There are many opportunities for exploration including picturesque villages, hiking and walking trails, historical and cultural sites, local astronomy and relaxing on the beaches.
  • What should I pack for a sailing holiday in the Aeolian Islands?
    For a sailing holiday in the Aeolian Islands, the essential is a light and practical luggage: comfortable and breathable clothing, bathing suits, beach towels, and a sweatshirt for the evenings. Don't forget sunscreen: cream, hat and sunglasses are essential. Bring comfortable shoes for excursions on land. If you love snorkeling, ask the skipper of the boat if it is included or bring your own.
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User reviews about Sailing holidays in the Aeolian Islands
5.00/5
Average grade
8
Valuations
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Bet August of 2023
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
They have been wonderful days despite the bad weather, we have felt safe with Giacomo at all times. Giacomo and Laura are charming hosts, Laura's cuisine is spectacular, the surroundings are unbeatable and the navigation, despite being short due to the weather, is very pleasant. We recommend it for sure!
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zaira August of 2025
A week on a sailing boat in the Aeolian Islands
A fantastic experience with Giampiero and Raffaella!!! It wasn't my first sailing holiday, but I felt truly pampered every step of the way with them. Giampiero is a professional, kind, and attentive skipper! The boat was impeccable, and Raffaella provided top-notch service. Complete relaxation, an experience I'll repeat!
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simona July of 2025
The Egadi Islands aboard a brand new catamaran
Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.
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Eleni June of 2025
Aeolian Islands by sailboat: the charm of the blue sea
A wonderful experience.
Thank you Leonardo for showing us the beautiful and amazing spots of the Eolian Islands' volcanic scenery.
We loved the sailing part, even in the rough weather.
We always felt safe and comfortable.
And thank you Luigi for the gastronomie!
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Rosa K. September of 2024
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
As Good as It Gets - It doesn't get any better than this! A wonderful trip with Giacomo, who is not only a very pleasant, humorous, fun-loving and experienced skipper, but also accompanied us on great island trips....
His well-organized tour is highly recommended all around.!!!
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Angela August of 2025
A week on a sailing boat in the Aeolian Islands
My first sailing holiday, and Giampiero and Raffaella were fantastic. They made me feel safe and comfortable, always choosing the best spots to make me feel at ease. Kind, attentive, and welcoming. A special experience!
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See more opinions

  • Aeolian Islands by Sailboat: Explore a Volcanic Paradise in Italy

    Discover the magic of the Aeolian Islands by sailing on a sailboat. Turquoise waters, breathtaking volcanic landscapes and charming villages await you in this Italian archipelago. Explore hidden coves, immerse yourself in the local culture and indulge in Sicilian cuisine. Find the perfect sailboat for your adventure and enjoy the freedom of sailing at your own pace. The Aeolian Islands invite you to live an unforgettable experience!

  • Liparic Islands

    The largest and most populous, it offers a combination of history, culture and natural beauty. Its historic center is full of monuments, including the Lipari Castle and the Aeolian Archaeological Museum. The white sandy beaches and crystal clear waters make it an ideal destination for relaxation and fun.

  • Volcano

    Famous for its thermal mud baths and fumaroles, Vulcano is an island with a wild and fascinating appearance. The Gran Cratere della Fossa offers a unique trekking experience, with spectacular views of the archipelago. The black sand beaches and the hot sulphurous waters complete the offer of this volcanic island.

  • Salt pan

    The greenest island in the archipelago, Salina is renowned for its vineyards, capers and lush landscape. The twin volcanoes, Monte Fossa delle Felci and Monte dei Porri, offer hiking trails immersed in nature. The village of Pollara, with its picturesque bay, became famous thanks to the film "Il Postino".

  • Stromboli

    The island of the active volcano, Stromboli offers a natural spectacle unique in the world. The regular eruptions of the volcano, visible especially at night, create a magical atmosphere. The black sand beaches and the small village of Stromboli complete the offer of this fascinating island.

  • Panarea

    The smallest and most glamorous island of the archipelago, Panarea is frequented by the international jet set. Its white houses, luxury boutiques and trendy clubs create an exclusive atmosphere. The hidden coves and crystal clear waters make it an ideal destination for those seeking relaxation and tranquility.

  • Filucidi and Alicudi

    Filicudi: A wild and unspoiled island, Filicudi is ideal for those seeking tranquility and contact with nature. Its rugged landscapes, isolated coves and hiking trails offer an authentic travel experience. The village of Pecorini Mare, with its small port, is an enchanting place.

    Alicudi: The most remote and wild island of the archipelago, Alicudi is an oasis of peace and tranquility. Its steep slopes, paved paths and the absence of cars create a unique atmosphere. The island is ideal for those seeking a travel experience off the beaten track, immersed in unspoiled nature.
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