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  1. Hanse 508

    Hanse 508

    Lavrion (26 km from Cyclades Islands)

    7,1

    2023 15.55 meters

    6 Cabins 12 Berths

    Barbecue, Bimini, Fully battened mainsail

    from $3,058

    See the boat
  2. Hanse 508

    Hanse 508

    Lavrion (26 km from Cyclades Islands)

    8,7

    2022 15.55 meters

    5 Cabins 12 Berths

    Desalination system, Barbecue, Teak deck

    Departures possible every day

    from $4,140

    See the boat
  3. Sun Odyssey 490

    Sun Odyssey 490

    Paros - Nea Peramos in the Saronic Gulf

    8,4

    2021 14.45 meters

    4 Cabins 10 Berths

    Bimini, Electric windlass, Solar panels

    from $3,446

    See the boat
  4. First Yacht 53

    First Yacht 53

    Lavrion (26 km from Cyclades Islands)

    8,5

    2023 17 meters

    4 Cabins 9 Berths

    Desalination system, Teak deck, Bimini

    from $6,116

    See the boat
  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. Sun Odyssey 410

    Sun Odyssey 410

    Lavrion (26 km from Cyclades Islands)

    9,2

    2024 12.35 meters

    3 Cabins 6 Berths

    Electric windlass, Solar panels, GPS cockpit plotter

    from $3,035

    See the boat
  7. Dufour 430 GL

    Dufour 430 GL

    Lavrion (26 km from Cyclades Islands)

    7,2

    2020 13.24 meters

    4 Cabins 10 Berths

    Barbecue, Bimini, Fully battened mainsail

    from $2,470

    See the boat
  8. Sun Odyssey 449

    Sun Odyssey 449

    Lavrion (26 km from Cyclades Islands)

    8,4

    2016 13.9 meters

    4 Cabins 10 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $2,352

    See the boat
  9. Oceanis 46.1

    Oceanis 46.1

    Lavrion (26 km from Cyclades Islands)

    7,2

    2019 14.6 meters

    5 Cabins 10 Berths

    Fully battened mainsail, Electric windlass, GPS cockpit plotter

    from $1,647

    See the boat
  10. Dufour 530 GL

    Dufour 530 GL

    Athens - Mykonos

    8,0

    2021 16.35 meters

    6 Cabins 12 Berths

    Generator, Desalination system, Bimini

    from $3,940

    See the boat
  11. Sun Odyssey 440

    Sun Odyssey 440

    Paros - Nea Peramos in the Saronic Gulf

    7,5

    2021 13.39 meters

    4 Cabins 10 Berths

    Bimini, Electric windlass, Solar panels

    from $3,058

    See the boat
  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. Hanse 458

    Hanse 458

    Lavrion (26 km from Cyclades Islands)

    7,3

    2019 14.04 meters

    4 Cabins 10 Berths

    Bimini, Fully battened mainsail, Electric windlass

    Departures possible every day

    from $2,517

    See the boat
  14. Oceanis 38.1

    Oceanis 38.1

    Lavrion (26 km from Cyclades Islands)

    10,0

    2017 11.75 meters

    3 Cabins 6 Berths

    Bow thruster, Bimini, Electric winch

    from $2,176

    See the boat
  15. Oceanis 50 Family

    Oceanis 50 Family

    Lavrion (26 km from Cyclades Islands)

    8,9

    2011 15.42 meters

    5 Cabins 10 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $2,588

    See the boat
  16. Oceanis 51.1

    Oceanis 51.1

    Lavrion (26 km from Cyclades Islands)

    8,6

    2020 15.54 meters

    6 Cabins 12 Berths

    Electric windlass, Solar panels, GPS cockpit plotter

    from $2,941

    See the boat
  17. Sun Odyssey 410

    Sun Odyssey 410

    Lavrion (26 km from Cyclades Islands)

    8,5

    2019 12.35 meters

    3 Cabins 8 Berths

    Bimini, Fully battened mainsail, Electric windlass

    from $2,117

    See the boat
  18. Oceanis 51.1

    Oceanis 51.1

    Lavrion (26 km from Cyclades Islands)

    8,4

    2022 15.54 meters

    6 Cabins 12 Berths

    Outdoor speakers, Bimini, Electric windlass

    from $3,176

    See the boat
  19. Jeanneau 54

    Jeanneau 54

    Paros - Nea Peramos in the Saronic Gulf

    8,4

    2018 16.16 meters

    6 Cabins 12 Berths

    Desalination system, Hi-Fi system, Bimini

    from $5,234

    See the boat
  20. Sun Odyssey 490

    Sun Odyssey 490

    Lavrion (26 km from Cyclades Islands)

    8,2

    2020 14.45 meters

    4 Cabins 10 Berths

    Bimini, Electric windlass, Solar panels

    from $3,446

    See the boat
  21. Bavaria C42

    8,0

    2024 12.38 meters

    3 Cabins 8 Berths

    Outdoor speakers, Bimini, Electric windlass

    Departures possible every day

    from $1,941

    See the boat
  22. Sun Odyssey 490

    5,0

    2023 14.45 meters

    5 Cabins 11 Berths

    Bimini, Fully battened mainsail, Solar panels

    from $3,493

    See the boat
Sailboat : 198 boats found

Cyclades sailboat charter with or without skipper

Last updated on 8 April 2025

Why rent a sailboat in the Cyclades?

The Cyclades archipelago is a true paradise with picture-postcard landscapes, which you will enjoy discovering as you approach by sea. A sailboat charter in the Cyclades will allow you to freely visit the best of this archipelago, which extends into the Aegean Sea. On its 24 inhabited islands, you will recognize this enchanting panorama, typical of the Greek islands: villages on the side of the cliff, full of white houses shining in the sun, topped with azure blue domes. A feeling of freedom will certainly come over you as you sail through this archipelago of long beaches and rocky coasts.

 

The best places to sail in the Cyclades

The 250 islets that make up the Cyclades archipelago are home to rich nature and authentic landscapes. A sailboat charter in the Cyclades will allow you to coast from island to island and discover the magnificent panoramas that some of them offer. Mykonos is probably the best known and most popular with tourists of all: famous for its white houses, Mykonos is above all the destination for party animals and nightclubs. Then coast over to the island of Santorini, which will probably offer you the best panoramas of the archipelago from the top of its mountains, and also has beautiful white sandy beaches for lounging. Naxos, the largest island in the Cyclades, is a perfect anchorage for shelter from the wind and for fans of old buildings. Discover picturesque villages on the island of Paros, before stopping off in the wildernessof Amaros, the island famous for the filming of the movie The Big Blue.

 

Useful advice for sailing

The best time for a sailboat charter in the Cyclades is from May to October. The temperatures will be warm and the sailing pleasant. This will enable you to avoid the terrible Meltemi, an summer wind that makes sailing much more challenging, particularly in the Cyclades area. It can blow in gusts of between 35 and 50 knots during the months of July and August. A good solution may be to rent your boat with a skipper, so as to benefit from the experience and advice of a professional navigator in the area.

Good to know

Number of boats available 2 887
Types of service Skipper, Hostess, Chef (meals not included), Sailor, Engineer
Average price per week $5,942
Minimum weekly price $706
Maximum price per week $217,597

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Pierre your cruise expert
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