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Sailing holidays in the Aeolian Islands

Sailing cruise to the Aeolian Islands
76 reviews
Set sail for a week of sailing around the Aeolian Islands on a sailing boat or catamaran
Choose from 26 experiences
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Upcoming boat holidays in the Aeolian Islands:
Experience Start Plazas Price
Let's discover the Aeolian Islands together by sailing
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
A week on a sailing boat in the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
0 More information No availability
Week in the blue painted blue of the Aeolian Islands
From 1 Aug to 8 Aug
1 Aug
8 days
8 More information Reserve for 891€
Let's discover the Aeolian Islands together by sailing
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
A week on a sailing boat in the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
A week sailing through the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Week in the blue painted blue of the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
0 More information No availability
Discovering the Aeolian Islands
From 8 Aug to 15 Aug
8 Aug
8 days
6 More information Reserve for 855€
Let's discover the Aeolian Islands together by sailing
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Week in the blue painted blue of the Aeolian Islands
From 15 Aug to 22 Aug
15 Aug
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 22 Aug to 29 Aug
22 Aug
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 22 Aug to 29 Aug
22 Aug
8 days
6 More information Reserve for 1,090€
Sailing for a week in the Aeolian Islands
From 22 Aug to 29 Aug
22 Aug
8 days
0 More information No availability
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 22 Aug to 29 Aug
22 Aug
8 days
0 More information No availability
Week in the blue painted blue of the Aeolian Islands
From 22 Aug to 29 Aug
22 Aug
8 days
8 More information Reserve for 846€
The Egadi Islands aboard a brand new catamaran
From 22 Aug to 29 Aug
22 Aug
8 days
3 More information Reserve for 1,300€
Let's discover the Aeolian Islands together by sailing
From 29 Aug to 5 Sep
29 Aug
8 days
0 More information No availability
The Egadi Islands aboard a brand new catamaran
From 29 Aug to 5 Sep
29 Aug
8 days
8 More information Reserve for 1,100€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 29 Aug to 5 Sep
29 Aug
8 days
6 More information Reserve for 920€
Sailing for a week in the Aeolian Islands
From 29 Aug to 5 Sep
29 Aug
8 days
2 More information Reserve for 990€
Week in the blue painted blue of the Aeolian Islands
From 29 Aug to 5 Sep
29 Aug
8 days
8 More information Reserve for 621€
A week on a sailing boat in the Aeolian Islands
From 30 Aug to 6 Sep
30 Aug
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 5 Sep to 12 Sep
5 Sep
8 days
0 More information No availability
Sicily - "Aeolian Islands"
From 5 Sep to 12 Sep
5 Sep
8 days
1 More information Reserve for 790€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 5 Sep to 12 Sep
5 Sep
8 days
6 More information Reserve for 890€
Discovering real Sicily and Aeolians on a catamaran
From 5 Sep to 12 Sep
5 Sep
8 days
0 More information No availability
Sailing for a week in the Aeolian Islands
From 5 Sep to 12 Sep
5 Sep
8 days
4 More information Reserve for 990€
Week in the blue painted blue of the Aeolian Islands
From 5 Sep to 12 Sep
5 Sep
8 days
8 More information Reserve for 690€
Let's discover the Aeolian Islands together by sailing
From 12 Sep to 19 Sep
12 Sep
8 days
6 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 12 Sep to 19 Sep
12 Sep
8 days
6 More information Reserve for 775€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 12 Sep to 19 Sep
12 Sep
8 days
6 More information Reserve for 790€
Sailing for a week in the Aeolian Islands
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 12 Sep to 19 Sep
12 Sep
8 days
0 More information No availability
Let's discover the Aeolian Islands together by sailing
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 750€
The Egadi Islands aboard a brand new catamaran
From 19 Sep to 26 Sep
19 Sep
8 days
0 More information No availability
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 19 Sep to 26 Sep
19 Sep
8 days
6 More information Reserve for 690€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 19 Sep to 26 Sep
19 Sep
8 days
4 More information Reserve for 890€
Let's discover the Aeolian Islands together by sailing
From 26 Sep to 3 Oct
26 Sep
8 days
5 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 26 Sep to 3 Oct
26 Sep
8 days
6 More information Reserve for 699€
The Egadi Islands aboard a brand new catamaran
From 26 Sep to 3 Oct
26 Sep
8 days
8 More information Reserve for 950€
Let's discover the Aeolian Islands together by sailing
From 3 Oct to 10 Oct
3 Oct
8 days
8 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 3 Oct to 10 Oct
3 Oct
8 days
6 More information Reserve for 699€
Let's discover the Aeolian Islands together by sailing
From 10 Oct to 17 Oct
10 Oct
8 days
8 More information Reserve for 700€
Sicily - "Aeolian Islands"
From 10 Oct to 17 Oct
10 Oct
8 days
6 More information Reserve for 699€
Let's discover the Aeolian Islands together by sailing
From 17 Oct to 24 Oct
17 Oct
8 days
8 More information Reserve for 700€
Let's discover the Aeolian Islands together by sailing
From 24 Oct to 31 Oct
24 Oct
8 days
8 More information Reserve for 700€
The Egadi Islands aboard a brand new catamaran
From 28 Aug to 4 Sep (2027)
28 Aug
8 days
8 More information Reserve for 1,100€
Show all dates
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
9
Valuations
Peppe, a super captain with a kind heart and manner. Fantastic crew. Fantastic experience.
We'll see each other again soon.
Read more
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!
Read more
Beautiful cruise.
The wind, stronger than one would have wished for a sailing trip, and the weather, which did not spare a few drops of rain, were handled by the "commander" with realistic prudence, without ever dramatizing things beyond what was necessary, transforming contingencies into opportunities.
We will return
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A great trip! Aroa and Carlos are charming and they treated us great. The journey was very beautiful, it definitely leaves you wanting more.
A highly recommended experience!
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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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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.!!!
Read more
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!
  • Lipari

    Lipari is the largest and liveliest island in the Aeolian archipelago in the Tyrrhenian Sea, and is often a key stop on sailing and catamaran tours of the area. Its port is one of the most important in the islands and serves as a regular base for many voyages. From there, it's easy to sail to the rest of the archipelago. The island combines nature and local life: on the one hand, it offers coves accessible only from the sea, with crystal-clear waters ideal for swimming and snorkeling; on the other, its historic center boasts charming restaurants, shops, and streets. During a sailing trip through the Aeolian Islands, Lipari is often an essential stop, both as a starting point and as a base for exploring nearby islands such as Vulcano, Salina, or Panarea.
  • Volcano

    Vulcano is one of the most fascinating stops on a boat trip through the Aeolian Islands. Famous for its thermal mud baths and fumaroles, it offers a wild volcanic landscape that is especially impressive from the sea during a sailing or catamaran tour. During the boat trip, you can approach the coast and enjoy the contrast between the crystal-clear waters and the profile of the volcano. The Gran Cráter de la Fossa is one of the most popular excursions, with a hiking trail that offers spectacular views of the entire archipelago.
    Stops in Vulcano also allow you to relax on its black sand beaches and bathe in naturally warm and sulfurous waters, a unique and very characteristic experience of a cruise through the Aeolian Islands.
  • Salina

    Salina is the greenest of the Aeolian Islands and one of the most special stops on a sailing or catamaran holiday. From the sea, its profile stands out for its lush vegetation, vineyards, and caper fields, making it unique within the archipelago. During a sailing trip, Salina offers tranquil anchorages in crystal-clear waters and the opportunity to disembark and discover a more authentic and relaxed side of the island. Its twin volcanoes, Monte Fossa delle Felci and Monte dei Porri, offer hiking trails with spectacular views over the sea and neighboring islands. One of the most iconic spots is Pollara , with its bay shaped like a natural amphitheater, also famous for having been the setting of the film Il Postino. A stop in Salina perfectly combines nature, peaceful sailing, and the most authentic essence of the Aeolian Islands.
  • Stromboli

    Stromboli is the island of the most famous active volcano in the Aeolian Islands and offers one of the most breathtaking natural spectacles in the Mediterranean. Its regular eruptions, especially visible at night, create a unique atmosphere that can be enjoyed from the sea during a sailing trip on a sailboat or catamaran. During a sailing holiday in the Aeolian Islands, it's common to approach the island to admire the volcano from anchor or while sailing at sunset, always respecting safety regulations and local rules. Its black sand beaches and the small village of Stromboli complete the experience, making this stop one of the most memorable moments of a cruise in the Aeolian Islands.
  • Panarea

    Panarea is the smallest and most glamorous island in the Aeolian archipelago, and one of the most exclusive stops during a sailing or catamaran trip.
    Known as a destination frequented by the international jet set, the island combines whitewashed houses, small boutiques, and an elegant yet relaxed atmosphere, especially noticeable when arriving by sea. During a sailing holiday in the Aeolian Islands, Panarea offers hidden coves and crystal-clear waters perfect for swimming and anchoring, making it an ideal place to enjoy tranquility, privacy, and unique Mediterranean scenery.
  • Filucidi and Alicudi

    Filicudi is one of the wildest and most authentic islands in the Aeolian archipelago, perfect for a stopover during a sailing or catamaran holiday. Its rugged, sparsely populated landscape offers a sense of untouched nature that is hard to find in other Mediterranean destinations.
    During your voyage, its secluded coves and crystal-clear waters invite you to swim and anchor in complete tranquility. The small port of Pecorini Mare is one of the island's most distinctive spots, ideal for disembarking and enjoying its relaxed and authentic atmosphere.

    Alicudi is the most remote and wild island in the archipelago, a unique stop on any sailing trip through the Aeolian Islands. Its isolation and slow pace of life make it a true natural haven. With no cars or paved roads, the island retains its absolute authenticity. From the sea, its volcanic profile conveys a sense of remoteness and total peace, ideal for those seeking a different sailing experience, far from the tourist routes. During a sailing holiday, Alicudi is the perfect stop to completely disconnect and enjoy the Mediterranean in its purest form.
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