Rent a Sailboat in Cyclades

Sailboat Hire in Cyclades

There are over 200 islands in the Cyclades, spread across the Aegean Sea. The weather is generally temperate, warm and sunny winters give way to mild and moderately rainy winters. While the summer is obviously the best time to experience these islands, the temperature in winter hovers around 11°C, making it still possible to explore the various islands.

Each island in the Cyclades is effectively the top of a mountain, the bulk of which is submerged. That means you’ve got a whole lot of exploring to do above and below the waterline. There’s no better way to do it than renting a sailboat in the Cyclades.

Of course, you can choose to go with a motor, but there is something infinitely delightful and charming about being at the helm of a sailboat as the wind catches the mainsail.

Don’t worry if you haven’t got the experience of license for the larger sailboats, just choose a skipper that will show you all the hidden gems in the Cyclades, and there are a lot.

The real beauty of renting a sailboat in Cyclades is that you’ll get to see some stunning coastline and find beaches that are inaccessible from land. All you have to do is drop anchor and enjoy!

The main islands are Paros, Mykonos, and Santorini, each has their own unique character with friendly locals and a distinctive Greek feel. Mykonos is the most cosmopolitan with some truly special bars and nightclubs. You’ll need to find the time to visit the impressive windmills of Kato Mili and perhaps check out some of the fine Greek architecture.

Santorini is perhaps the most famous of all the islands in Greece. The picturesque landscape is certain to give you memories that will last a lifetime. Check out the sunset from the island and from the boat, both options offer a great perspective.

It’s worth noting that Santorini is one of just two volcanic islands in the Cyclades. In fact, parts of the island have sunk in the past!

A visit to Paros will have you thinking you’ve stepped back in time, there are idyllic coastal villages and some of the best coves in the whole of the Cyclades. Most are accessible by land but to really appreciate them you need to travel by boat. It is worth visiting the shops on this island and checking out traditional Greek food in the restaurants lining the beach.

No trip to the Cyclades is complete without visiting Delos. It’s the center of the Cyclades archipelago and is considered one of the most important places in the world. Originally revered as holy sanctuary, Greek mythology made it the birthplace of Apollo and Artemis. The ruins that remain on this island are impressive, including the theater and the sacred lake.

Sailogy offers an array of sailboats for you to choose from, whether you want to keep it small and simple with a 35ft yacht or rule the high seas with something a little larger. Take a look at what we have to offer and decide whether you need to rent a sailboat in Cyclades with a skipper or without. 

Booking is easy with our friendly team there to help you every step of the way and ensure you’re ready to enjoy sailing in the Cyclades. It will be the experience of a lifetime.

74 boats
  • Sailing boat
  • 2011
  • 68 ft

Opus 68

From Mykonos, Cyclades Islands

To Kalamaki, Athens

  • Skipper on board
  • 7 berths
  • 3+1 cabins
  • 3 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Starting from€16,475

Boat price + skipper cost

  • Sailing boat
  • 2007
  • 56 ft

Ocean Star 56.1

From Mykonos, Cyclades Islands

To Kalamaki, Athens

  • Skipper on board
  • 8 berths
  • 4+1 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Generator
Starting from€8,292

Boat price + skipper cost

  • Sailing boat
  • 2016
  • 52 ft

Jeanneau Sun Odyssey 519

Paros, Cyclades Islands

  • 10 berths
  • 4+2 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Generator
Up to-20%
Starting from€2,211

Price of the whole boat

  • Sailing boat
  • 2006
  • 51 ft

Bavaria 50 Cruiser

Paros, Cyclades Islands

  • 10 berths
  • 3+2 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-20%
Starting from€1,809

Price of the whole boat

  • Sailing boat
  • 2021
  • 41 ft

Jeanneau Sun Odyssey 410

Paros, Cyclades Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • New boat
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-29%
Starting from€1,689

Price of the whole boat

  • Sailing boat
  • 2020
  • 47 ft

Jeanneau Sun Odyssey 490

From Paros, Cyclades Islands

To Lavrion, Athens

  • 11 berths
  • 4+1 cabins
  • 4 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-20%
Starting from€5,036

Price of the whole boat

  • Sailing boat
  • 2020
  • 44 ft

Jeanneau Sun Odyssey 440

Paros, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 2 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-29%
Starting from€1,948

Price of the whole boat

  • Sailing boat
  • 2020
  • 53 ft

Jeanneau 54

Paros, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Generator
Up to-20%
Starting from€3,698

Price of the whole boat

  • Sailing boat
  • 2019
  • 47 ft

Jeanneau Sun Odyssey 490

Paros, Cyclades Islands

  • 11 berths
  • 4+1 cabins
  • 4 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-20%
Starting from€2,773

Price of the whole boat

  • Sailing boat
  • 2017
  • 45 ft

Jeanneau Sun Odyssey 449

Paros, Cyclades Islands

  • 10 berths
  • 3+1 cabins
  • 2 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-20%
Starting from€1,986

Price of the whole boat

  • Sailing boat
  • 2018
  • 41 ft

Beneteau Oceanis 41.1

Mykonos, Cyclades Islands

  • 6 berths
  • 3 cabins
  • 2 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Starting from€1,777

Price of the whole boat

  • Sailing boat
  • 2018
  • 50 ft

Dufour 520 Grand Large

From Mykonos, Cyclades Islands

To Kalamaki, Athens

  • 8 berths
  • 4+1 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Watermaker
Starting from€2,699

Price of the whole boat

  • Sailing boat
  • 2021
  • 39 ft

Dufour 390 Grand Large

Paros, Cyclades Islands

  • 6 berths
  • 3 cabins
  • 3 WC
  • New boat
  • Included Outboard Engine
  • Bow thruster
Starting from€1,684

Price of the whole boat

  • Sailing boat
  • 2020
  • 51 ft

Hanse 508

Mykonos, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 3 WC
  • Optional Gennaker
  • Bow thruster
  • Self taking jib
Starting from€4,146

Price of the whole boat

  • Sailing boat
  • 2020
  • 46 ft

Dufour 460 Grand Large

Mykonos, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 4 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-20%
Starting from€1,849

Price of the whole boat

  • Sailing boat
  • 2019
  • 46 ft

Bavaria Cruiser 45

Paros, Cyclades Islands

  • 10 berths
  • 4+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
Up to-21%
Starting from€1,655

Price of the whole boat

  • Sailing boat
  • 2019
  • 46 ft

Bavaria Cruiser 45

From Mykonos, Cyclades Islands

To Paros, Cyclades Islands

  • 10 berths
  • 4+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
Up to-21%
Starting from€3,708

Price of the whole boat

  • Sailing boat
  • 2018
  • 46 ft

Dufour 460 Grand Large

Paros, Cyclades Islands

  • 8 berths
  • 4 cabins
  • 4 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Watermaker
Starting from€2,530

Price of the whole boat

  • Sailing boat
  • 2010
  • 43 ft

Beneteau Oceanis 43

From Mykonos, Cyclades Islands

To Kalamaki, Athens

  • 8 berths
  • 3+1 cabins
  • 2 WC
  • Bow thruster
  • GPS Plotter in cockpit
  • Teak Deck
Up to-35%
Starting from€2,178

Price of the whole boat

  • Sailing boat
  • 2021
  • 47 ft

Bavaria Cruiser 46

Mykonos, Cyclades Islands

  • 10 berths
  • 4 cabins
  • 3 WC
  • New boat
  • Optional Gennaker
  • Bow thruster
Starting from€1,711

Price of the whole boat

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