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  1. Dufour 530 GL

    Dufour 530 GL

    Portorosa

    8,7

    2023 16.35 meters

    6 Cabins 13 Berths

    Desalination system, Barbecue, Outdoor speakers

    from $5,121

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  2. Hanse 360

    Hanse 360

    Capo d'Orlando - Portorosa

    8,3

    2026 11.32 meters

    3 Cabins 8 Berths

    Bimini, GPS cockpit plotter, Fully battened mainsail

    from $2,504

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  3. Dufour 37

    Dufour 37

    Portorosa

    8,1

    2025 10.77 meters

    2 Cabins 4 Berths

    Outdoor speakers, Bimini, GPS cockpit plotter

    from $2,219

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  4. 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 $2,162

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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 430 GL

    Dufour 430 GL

    Portorosa

    8,2

    2022 13.24 meters

    4 Cabins 10 Berths

    Barbecue, Outdoor speakers, Bimini

    from $3,300

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  7. Dufour 390 GL

    Dufour 390 GL

    Portorosa

    7,7

    2019 11.93 meters

    3 Cabins 8 Berths

    Bimini, GPS cockpit plotter, Barbecue

    from $2,390

    See the boat
  8. Dufour 460 GL

    Dufour 460 GL

    Portorosa

    8,6

    2016 14.15 meters

    4 Cabins 10 Berths

    Barbecue, Outdoor speakers, Bimini

    from $3,016

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  9. Dufour 382 GL

    Dufour 382 GL

    Portorosa

    8,1

    2017 11.23 meters

    3 Cabins 6 Berths

    Bimini, Electric converter, Deck shower

    from $1,309

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  10. Dufour 520 GL

    Dufour 520 GL

    Portorosa

    8,5

    2019 15.2 meters

    5 Cabins 12 Berths

    Barbecue, Outdoor speakers, Bimini

    from $3,869

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  11. Sun Odyssey 490

    Sun Odyssey 490

    Capo d'Orlando

    7,9

    2019 14.45 meters

    6 Cabins 12 Berths

    Bimini, Electric winch, Bow thruster

    from $4,085

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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 41

    Dufour 41

    Portorosa

    9,0

    2024 12.75 meters

    3 Cabins 8 Berths

    Heating, Barbecue, Bimini

    from $1,826

    See the boat
  14. Dufour 512 GL

    Dufour 512 GL

    Portorosa

    8,2

    2017 15.5 meters

    4 Cabins 10 Berths

    Desalination system, Bimini, Fully battened mainsail

    from $1,724

    See the boat
  15. Oceanis 46.1

    Oceanis 46.1

    Capo d'Orlando

    9,2

    2020 14.6 meters

    5 Cabins 10 Berths

    Bimini, Electric converter, Electric winch

    from $3,744

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  16. Oceanis 41.1

    Oceanis 41.1

    Capo d'Orlando

    8,7

    2020 12.43 meters

    3 Cabins 8 Berths

    Bimini, Bow thruster, Nespresso coffee machine

    from $2,834

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  17. Oceanis 45

    Oceanis 45

    Portorosa

    7,7

    2019 13.85 meters

    4 Cabins 10 Berths

    Bimini, Electric windlass, Electric winch

    from $3,357

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  18. Dufour 470 GL

    Dufour 470 GL

    Portorosa

    8,3

    2024 14.85 meters

    5 Cabins 11 Berths

    Desalination system, Bimini, Electric windlass

    from $2,031

    See the boat
  19. Dufour 470 GL

    Dufour 470 GL

    Capo d'Orlando - Portorosa

    8,3

    2023 14.85 meters

    5 Cabins 11 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $3,755

    See the boat
  20. Oceanis 46.1

    Oceanis 46.1

    Portorosa

    7,4

    2023 14.6 meters

    4 Cabins 10 Berths

    Bimini, Electric converter, Electric winch

    from $3,926

    See the boat
  21. Dufour 360 GL

    Dufour 360 GL

    Portorosa

    7,6

    2022 10.3 meters

    2 Cabins 6 Berths

    Bimini, Electric converter, Fully battened mainsail

    from $1,707

    See the boat
  22. Sun Odyssey 440

    Sun Odyssey 440

    Capo d'Orlando

    8,3

    2020 13.39 meters

    4 Cabins 10 Berths

    Bimini, Fully battened mainsail, Electric converter

    from $2,845

    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 167
Types of service Skipper, Hostess, Sailor, Chef (meals not included), Engineer
Average price per week $8,540
Minimum weekly price $751
Maximum price per week $142,250

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Pierre
Pierre your cruise expert
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