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.

77 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
Up to-4%
Starting from€17,858

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-4%
Starting from€2,873

Price of the whole boat

  • Sailing boat
  • 2016
  • 52 ft

Jeanneau Sun Odyssey 519

From Santorini, Cyclades Islands

To Paros, Cyclades Islands

  • 10 berths
  • 4+2 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Generator
Up to-4%
Starting from€4,706

Price of the whole boat

  • Sailing boat
  • 2019
  • 47 ft

Jeanneau Sun Odyssey 490

Paros, Cyclades Islands

  • 10 berths
  • 4+1 cabins
  • 4 WC
  • Included Outboard Engine
  • Bow thruster
  • GPS Plotter in cockpit
Up to-19%
Starting from€2,478

Price of the whole boat

  • Sailing boat
  • 2014
  • 56 ft

Dufour 560 Grand Large

From Paros, Cyclades Islands

To Kalamaki, Athens

  • Skipper on board
  • 8 berths
  • 3+1 cabins
  • 3 WC
  • No security deposit
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
Starting from€9,286

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€8,802

Boat price + skipper cost

  • Sailing boat
  • 2018
  • 52 ft

Jeanneau Sun Odyssey 519

Paros, Cyclades Islands

  • 12 berths
  • 4+2 cabins
  • 3 WC
  • Included Outboard Engine
  • Bow thruster
  • Air conditioning
  • Generator
Up to-21%
Starting from€4,053

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-10%
Starting from€2,665

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-16%
Starting from€2,760

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-6%
Starting from€2,008

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
Up to-1%
Starting from€2,680

Price of the whole boat

  • Sailing boat
  • 2008
  • 66 ft

Gianetti Star 64

From Mykonos, Cyclades Islands

To Peloponnese, Aegean Sea

  • 6 berths
  • 3+2 cabins
  • 4 WC
  • No security deposit
  • Included Outboard Engine
  • Air conditioning
  • Watermaker
Up to-23%
Starting from€11,884

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-16%
Starting from€4,723

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-5%
Starting from€2,307

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-5%
Starting from€3,901

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-19%
Starting from€2,478

Price of the whole boat

  • Sailing boat
  • 2020
  • 46 ft

Bavaria C45

From Paros, Cyclades Islands

To Kalamaki, Athens

  • 12 berths
  • 4+1 cabins
  • 2 WC
  • Optional Gennaker
  • Bow thruster
  • Self taking jib
Up to-5%
Starting from€3,503

Price of the whole boat

  • Sailing boat
  • 2019
  • 42 ft

Jeanneau Sun Odyssey 419

Paros, Cyclades Islands

  • 8 berths
  • 3 cabins
  • 2 WC
  • Bow thruster
Up to-10%
Starting from€2,071

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€1,865

Price of the whole boat

  • Sailing boat
  • 2014
  • 56 ft

Bavaria Cruiser 56

From Mykonos, Cyclades Islands

To Kalamaki, Athens

  • 10 berths
  • 4+2 cabins
  • 3 WC
  • Optional Gennaker
  • Bow thruster
  • Air conditioning
  • GPS Plotter in cockpit
Up to-19%
Starting from€3,633

Price of the whole boat

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