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  1. Oceanis 35.1

    Oceanis 35.1

    Portorosa

    8,7

    2020 10.45 meters

    3 Cabins 6 Berths

    Bow thruster, Bimini, Teak cockpit

    from $2,186

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  2. Dufour 390 GL

    Dufour 390 GL

    Portorosa

    8,1

    2019 11.93 meters

    3 Cabins 8 Berths

    Bimini, Electric converter, Fully battened mainsail

    from $1,862

    See the boat
  3. Dufour 430 GL

    Dufour 430 GL

    Portorosa

    7,9

    2024 13.24 meters

    4 Cabins 10 Berths

    Barbecue, Outdoor speakers, Bimini

    from $3,586

    See the boat
  4. Dufour 470 GL

    Dufour 470 GL

    Portorosa

    7,7

    2022 14.85 meters

    5 Cabins 11 Berths

    Barbecue, Bimini, Fully battened mainsail

    from $3,817

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  5. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  6. Dufour 382 GL

    Dufour 382 GL

    Portorosa

    8,3

    2016 11.23 meters

    3 Cabins 8 Berths

    Bimini, Teak cockpit, Fully battened mainsail

    from $2,082

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  7. Dufour 360 GL

    Dufour 360 GL

    Portorosa

    8,1

    2018 10.3 meters

    2 Cabins 6 Berths

    Bimini, Electric converter, Fully battened mainsail

    from $1,388

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  8. Dufour 530 Electric

    8,5

    2024 16.35 meters

    7 Cabins 12 Berths

    Desalination system, Barbecue, Hi-Fi system

    from $2,782

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  9. Dufour 382 GL

    Dufour 382 GL

    Portorosa

    7,8

    2018 11.23 meters

    3 Cabins 8 Berths

    Bimini, Teak cockpit, Fully battened mainsail

    from $2,198

    See the boat
  10. Dufour 412 GL

    Dufour 412 GL

    Portorosa

    8,5

    2020 13 meters

    3 Cabins 8 Berths

    Barbecue, Bimini, Fully battened mainsail

    from $2,776

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  11. Dufour 37

    Dufour 37

    Capo d'Orlando - Portorosa

    8,4

    2024 10.77 meters

    3 Cabins 8 Berths

    Bimini, Teak cockpit, Solar panels

    from $2,186

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  12. Need some advice?
    Pierre
    Pierre your cruise expert
    Pierre is a French-American sailing expert living between San Francisco and Barcelona, he regularly meets with our European partners to guarantee you the best service and the most reliable boats.
    • Let's find the best cruise together thanks to our 30 years of experience
    • Best price guaranteed: If you find a lower price somewhere else, we commit to matching it.
  13. Dufour 460 GL

    Dufour 460 GL

    Portorosa

    8,1

    2019 14.15 meters

    4 Cabins 10 Berths

    Barbecue, Bimini, Fully battened mainsail

    from $2,660

    See the boat
  14. Sun Odyssey 410

    9,5

    2022 12.35 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Spacious deck

    from $2,660

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  15. Sun Odyssey 519

    Sun Odyssey 519

    Capo d'Orlando

    9,1

    2019 15.75 meters

    5 Cabins 11 Berths

    Bimini, Electric windlass, Bow thruster

    from $3,354

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  16. Dufour 520 GL

    7,3

    2019 15.2 meters

    5 Cabins 11 Berths

    Barbecue, Outdoor speakers, Fully battened mainsail

    from $2,545

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  17. Oceanis 30.1

    Oceanis 30.1

    Portorosa

    9,1

    2022 9.53 meters

    2 Cabins 6 Berths

    Bimini, Fully battened mainsail, Deck shower

    from $1,793

    See the boat
  18. Sun Odyssey 410

    Sun Odyssey 410

    Capo d'Orlando

    8,9

    2023 12.35 meters

    3 Cabins 6 Berths

    Bimini, Fully battened mainsail, Bow thruster

    from $2,834

    See the boat
  19. Dufour 530 GL

    Dufour 530 GL

    Portorosa

    8,1

    2023 16.35 meters

    6 Cabins 13 Berths

    Desalination system, Barbecue, Outdoor speakers

    from $5,205

    See the boat
  20. Dufour 390 GL

    Dufour 390 GL

    Capo d'Orlando - Portorosa

    8,3

    2019 11.93 meters

    3 Cabins 8 Berths

    Bimini, Teak cockpit, CD player

    from $2,198

    See the boat
  21. Dufour 430 GL

    Dufour 430 GL

    Portorosa

    8,1

    2022 13.24 meters

    4 Cabins 10 Berths

    Barbecue, Outdoor speakers, Bimini

    from $3,354

    See the boat
  22. Dufour 390 GL

    Dufour 390 GL

    Portorosa

    7,7

    2019 11.93 meters

    3 Cabins 8 Berths

    Bimini, GPS cockpit plotter, Barbecue

    from $2,429

    See the boat
Sailboat : 167 boats found

Aeolian Islands sailboat charter with or without skipper

Last updated on 8 April 2025

Why rent a sailboat in the Aeolian Islands?

The Aeolian Islands are an archipelago of seven islands of volcanic origin located in the open sea off the north-eastern coast of Sicily, in the province of Messina. The Aeolian Islands, a UNESCO World Heritage Site, are renowned for their wild beauty and their unusual, surreal atmospheres. An archipelago where myth blends with breathtaking views and wild, unspoiled nature. With a sailboat charter in the Aeolian Islands, you can take fantastic navigation routes and discover unique landscapes as well as bays shaped by thousands of years of volcanic activity.

 

What is there to see on the Aeolian Islands?

Although the seven islands are of volcanic origin, the Aeolian Islands are all different from one another and it is recommended that you follow a sailing itinerary that includes a visit to the entire archipelago. Starting from the base in Milazzo, the first island you come to is Vulcano, where the volcano is still active and, according to Greek mythology, was the forge of Hephaestus, the god of fire. We recommend the route over the inactive crater of the volcano, where you can walk among the lava and fumaroles.

Lipari is the largest island: don't miss Cala del Fico and Capo Rosso, as well as Acquacalda beach, which is located close to the pumice stone quarries. To the north of Lipari is Salina, also known for being the setting for the movie "Il Postino" and for Malvasia, a renowned fortified wine. Filicudi and Alicudi are more isolated from the other islands and nature is even wilder there and no cars are allowed. In Filicudi, you can't miss the Grotta del Bue Marino, a paradise for divers where you can observe the magical play of light.

Panarea is the most fashionable: the nightlife is concentrated on this island, but it has not ruined the authentic soul of the territory. Stromboli is the northernmost island of the archipelago and is characterized by strong volcanic activity. The more adventurous and nature lovers can climb to the top of "Iddu", or "Lui" in Italian as the locals call it, accompanied by an expert guide on a challenging but fascinating trekking route. Renting a sailboat in the Aeolian Islands is the best way to discover these magical landscapes from the sea and slowly enjoy the atmosphere of the islands.

 

Tips for navigating the Aeolian Islands

Characterized by a mild, temperate climate all year round, the Aeolian Islands are an ideal destination for a sailing vacation from April to October thanks to the constant presence of wind. The Mistral and Sirocco are the main winds that constantly blow in the archipelago, but with moderate force. Ideal for a relaxing vacation for those looking for new adventures, the Aeolian Islands are perfect for a sailing cruise with family or friends. If you have no sailing experience, you can always count on the experience of a professional sailor by opting for skippered sailboat charters in the Aeolian Islands.

Good to know

Number of boats available 1 382
Types of service Skipper, Hostess, Sailor, Chef (meals not included), Engineer
Average price per week $8,463
Minimum weekly price $763
Maximum price per week $144,588

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Pierre
Pierre your cruise expert
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