Boat rental > Sailing boats > Cyclades Islands

Sailing boat rentals in Cyclades Islands

143 sailing boats for charter

36299 reviews

- 10%
Sailing boat rent Bavaria Cruiser CRUISER 42 in Platis Gialos, Sifnos

Instant book

Enjoy the coast of Sifnos in your sailboat CRUISER 42

Flexible cancellation or change
Safe & Clean
Sailing boat Bavaria Cruiser CRUISER 42 (2001, refit 2018) 42.65 feet

Skipper included in the price

4 cabins 2 baths 10 places 8 berths Platis Gialos (Sifnos)
from $385 $347 /day
View boat
Sailing boat rent Dromor Triton 48 in Port of Paros, Paros

Enjoy the coast of Paros on board a Dromor sailing boat

Flexible cancellation or change
Safe & Clean

Sailing boat Dromor Triton 48 (1999, refit 2020) 46 feet

Skipper is mandatory

5 cabins 2 baths 12 places 11 berths Port of Paros (Paros)
from $532 /day
View boat
Sailing boat rent Benetau OCEANIS 45 in Vlichada Marina, Santorini

Sailing boat rent Beneteau Oceanis 45 in LEFKAS

Safe & Clean
Sailing boat Benetau OCEANIS 45 (2015, refit 2020) 45.60 feet

With or without skipper

4 cabins 2 baths 10 places 10 berths Vlichada Marina (Santorini)
from $2,118 /day
View boat
Price depends on dates and duration of a charter Add dates for prices
Sailing boat rent Hanse 540e in Port of Paros, Paros

Sailing boat Hanse 540e for charter in Port of Paros, Cyclades or Kos, Dodecanese

Safe & Clean
Sailing boat Hanse 540e (2008, refit 2016) 52.76 feet

With or without skipper

5 cabins 5 baths 10 places 9 berths Port of Paros (Paros)
from $642 /day
View boat
Sailing boat rent Jeanneau - Sun Odyssey Sun Odyssey 45,1 in Tourlos Marina, Mykonos

Instant book

Rent this 13.80 meter sailboat to reach the best coves

Flexible cancellation or change
Sailing boat Jeanneau - Sun Odyssey Sun Odyssey 45,1 (1997, refit 2017) 45.28 feet

Skipper included in the price

4 cabins 2 baths 8 places 8 berths Tourlos Marina (Mykonos)
from $1,155 /day
View boat
- 10%
Sailing boat rent Dufour Yachts  520 Grand Large in Tourlos Marina, Mykonos

Instant book

Beautiful 520 GL 2019 sailing boat

Flexible cancellation or change
Sailing boat Dufour Yachts 520 Grand Large (2019) 49.87 feet

With or without skipper

5 cabins 3 baths 10 places 10 berths Tourlos Marina (Mykonos)
from $440 $396 /day
View boat
- 10%
Sailing boat rent Dufour Yachts  460 Grand Large in Tourlos Marina, Mykonos

Instant book

A beautiful Dufour sailboat in Tourlos Marina

Flexible cancellation or change
Sailing boat Dufour Yachts 460 Grand Large (2020) 46.42 feet

With or without skipper

4 cabins 4 baths 10 places 10 berths Tourlos Marina (Mykonos)
from $422 $380 /day
View boat
Price depends on dates and duration of a charter Add dates for prices
- 10%
Sailing boat rent Dufour Yachts  520 Grand Large in Port of Paros, Paros

Instant book

Enjoy the coast of Athens on board a Dufour Yachts sailing boat

Flexible cancellation or change
Sailing boat Dufour Yachts 520 Grand Large (2019) 49.87 feet

With or without skipper

5 cabins 3 baths 10 places 10 berths Port of Paros (Paros)
from $440 $396 /day
View boat
- 10%
Sailing boat rent Dufour Yachts  430 Grand Large in Port of Paros, Paros

Instant book

A beautiful Dufour Yachts sailboat in Port of Paros

Flexible cancellation or change
Sailing boat Dufour Yachts 430 Grand Large (2020) 43.44 feet

With or without skipper

4 cabins 2 baths 8 places 8 berths Port of Paros (Paros)
from $330 $297 /day
View boat
- 10%
Sailing boat rent Dufour Yachts  530 in Tourlos Marina, Mykonos

Instant book

Enjoy the coast of Mykonos on board a Dufour Yachts sailing boat

Flexible cancellation or change
Sailing boat Dufour Yachts 530 (2021) 53.64 feet

With or without skipper

6 cabins 5 baths 12 places 12 berths Tourlos Marina (Mykonos)
from $532 $479 /day
View boat
- 26%
Sailing boat rent Beneteau Oceanis 46.1 - 5 cabin version in Port of Paros, Paros

Instant book

A beautiful Beneteau sailboat in Port of Paros

Flexible cancellation or change
Sailing boat Beneteau Oceanis 46.1 - 5 cabin version (2020) 47.90 feet

With or without skipper

5 cabins 3 baths 12 places 12 berths Port of Paros (Paros)
from $385 $285 /day
View boat
Price depends on dates and duration of a charter Add dates for prices
- 10%
Sailing boat rent Dufour Yachts  530 - owner's version- skippered in Port of Paros, Paros

Instant book

Enjoy the coast of Paros on board a Dufour Yachts sailing boat

Flexible cancellation or change
Sailing boat Dufour Yachts 530 - owner's version- skippered (2021) 53.64 feet

Skipper is mandatory

4 cabins 4 baths 9 places 9 berths Port of Paros (Paros)
from $605 $545 /day
View boat
Sailing boat rent Beneteau Oceanis 51.1 in Tourlos Marina, Mykonos

Instant book

Beautiful Oceanis 51.1 2020 sailing boat

Flexible cancellation or change
Sailing boat Beneteau Oceanis 51.1 (2020) 52.30 feet

With or without skipper

5 cabins 3 baths 10 places 10 berths Tourlos Marina (Mykonos)
from $363 /day
View boat
Sailing boat rent Jeanneau Sun Odyssey 440 in Tourlos Marina, Mykonos

Instant book

Enjoy your trip in a 13.39 metre sailboat

Flexible cancellation or change
Sailing boat Jeanneau Sun Odyssey 440 (2020) 43.93 feet

With or without skipper

4 cabins 2 baths 10 places 10 berths Tourlos Marina (Mykonos)
from $272 /day
View boat
Sailing boat rent Ocean Star 56.1 in Tourlos Marina, Mykonos

Enjoy the coast of Mykonos on board a Ocean Star sailing boat

Flexible cancellation or change
Sailing boat Ocean Star 56.1 (2009, refit 2017) 52.49 feet

Skipper included in the price

5 cabins 5 baths 12 places 12 berths Tourlos Marina (Mykonos)
from $1,284 /day
View boat
- 15%
Sailing boat rent Jeanneau Sun Odyssey 439 in Port of Paros, Paros

Instant book

Enjoy the sea on board this Jeanneau Sun Odyssey 439 sailing boat

Flexible cancellation or change

Sailing boat Jeanneau Sun Odyssey 439 (2015) 43.77 feet

With or without skipper

4 cabins 2 baths 10 places 10 berths Port of Paros (Paros)
from $407 $346 /day
View boat
Price depends on dates and duration of a charter Add dates for prices

All about Sailboat Rentals in the Cyclades

The ultimate summer sailing project for you: a sailboat rental in the Cyclades Islands. Consisting of over 200 islands, the Cyclades are a beautiful collection of Greek islands to the south-east of Athens in the Mediterranean Sea. During the summer season, the meltemi wind can pick up blowing at force 5-8, the perfect scene for experienced sailors and chartered skippers. You can develop your sailing skills and knowledge or learn the ropes from a professional skipper on your next sailing charter in the Cyclades islands. 

Sailing Areas in the Cyclades

Our sailboat rental bases are on the islands Paros, Mykonos and Santorini. 

Paros - Port of Paros
Mykonos - Tourlos Mykonos Marina
Santorini - Vlichada Marina 

Want to hear something great? Mooring in Greece is often free! Many small towns and villages don’t charge and on the occasion that they do, it’s often no more than €20 for large vessels.

Climate and Sailing Conditions in the Cyclades

Similar to France’s mistral wind, the Greek meltemi wind prevails in a north-easterly to north-westerly direction across the islands during the peak months. It starts to blow in June time and is strongest during the peak summer months, simmering down by September and October. The wind force can range from 5-8 so it’s really crucial to stay tuned into the weather forecasts and changes while sailing. If you are not experienced as a sailor, we advise sailing with a skipper. 
The temperatures are pleasant from late spring to early autumn ranging in the mid-twenties. Summer can be piping hot at over 30°C, but luckily you have the refreshing cerulean sea and the meltemi wind to cool you off.

Itinerary Ideas for the Cyclades

Mykonos, Paros, Santorini or all three? Have a read for some inspiration.

Mykonos, the party island with five rustic windmills overlooking its capital’s coast, is full of adventure for you and your crew. This island has its own lake, Marathi Lake, ideal for nature lovers and those who wish to explore more on land. As well as beautiful scenery and nature, this island is a party hub in the summertime. Bars, nightclubs and restaurants will give you no trouble in finding yummy food, cocktails and a good time.

Paros is a stunning island with many coves and gold sandy bays awaiting you and your sailboat. Golden Beach is a famous bathing spot and villages such as Naousa have lots of little shops and cafes where you can spend the afternoon. 

Santorini is far from pretty, it’s picturesque and consequently the chosen image for many greek postcards of the Cyclades Islands. Curiously, this island used to be a circle and is known as “the round one”. The volcanic history here means that Santorini has changed shape and also sunk in many parts, no longer forming a full circle. The fertile earth of Santorini is ideal for vineyards and wineries are in full swing with speciality wines and wine tours offered by many wineries. 

Travel Tips for the Cyclades

Luckily there are airports on all three islands. However, you can only fly to Paros airport from Greece (Athens and Thessaloniki). Mykonos and Santorini both operate international flights. 

Nautal is using cookies to guarantee you the best user experience.
If you keep using our website, you agree to the use of cookies. More information.