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Greek Islands Sailing Trips with skipper

Private sailing trips in Greece

Special offers on certain dates. Contact us for more info

Full refund due to Covid-19 restrictions

sailing vacations for couples

for couples

well maintained cruising yachts

for families

secluded coves

for friends

simplicity and authenticity

experienced skippers

from windmills to lighthouses

turquoise waters

for a group of friends

culture and history

paros sailing trips

picturesque villages

beach stones in the Cyclades

Greek Water Yachts

authentic - unique - intimate - memorable - safe

Greece sailing tour / Sailing in Greek Islands

Sailing yacht rental Greece - Cyclades - Paros


Greek Island Sailing Cruises

Set sail on a once-in-a-lifetime adventure in the Greek Islands with your private sailboat or catamaran, complete with a knowledgeable skipper.

Depart from the stunning Cyclades in the Aegean Sea.

Enjoy the sun, crystal-clear waters, beautiful villages, and an unforgettable sailing experience.

Treat yourself to tasty cuisine and create memories that will last a lifetime.

special last minutes offer for yacht charter in Greece

Greek Water Yachts, an eco-friendly sailboat & catamaran rental company, arrange crewed (skippered – captain) private charters for your sail vacations in Greecebased on Paros island in the very center of the Archipel of the Cyclades.

greek water yachts skippers We offer 7 days sailing trips in the Greek islands, but also short sail holidays (5 days, 4 days, 1 day Paros cruise) according to the availability and the dates you are interested.

If you are searching for a sailing vacation for couples or you are a small group 3 or 4 persons, our small fleet of modern yachts can be a great choice. The boats are maintained to the highest standards of safety and comfort, and staffed by an exceptional crew (captain – sailor) with many years of local knowledge and experience. If you are a group of 5, 6 or more persons looking for a skippered Catamaran charter in Greece, or a sailboat cruise that offers a skipper along with the boat, we can also arrange this jaunt for you from our associates. A private Greek sailing experience from Greek Water Yachts, is designed to avoid long, exhausting sailing legs and exposure to inclement weather – ideal for the experienced sailor and beginner alike.

prices 2023 for a Greek Isles sail vacation- Cyclades

5 days starting from 2490€ (boat+skipper)

7 days starting from 3230€ (boat + skipper)

Check out our last minute offers

Let Greek Water Yachts take you on an unforgettable sailing trip in Greece.

We expand to a new area:

Sailing the Ionian Islands 

Sail from Athens to explore the Saronic Islands

More flexibility in our cancellation deadlines and fees due to corona-virus



Cyclades island group in a map of Greece. Your sailing tour area. Sailing the Cyclades

Cyclades island group in a map of Greece. Your sail trip area. Click for details(opens in new window)

The Greek islands are grouped into the following clusters: the Argo-Saronic Islands; the Dodecanese; the North Aegean islands; the Sporades and the famous Cyclades-Kikládhes isles, a large but dense collection of islands and islets occupying the central part of the Aegean Sea. The beautiful Cyclades islands form a circle around the sacred island of Delos where – according to Greek mythologyPoseidon, God of the sea, furious at the Cyclades nymphs turned them into islands! The Cyclades island group is a perfect choice for your island hopping with a skippered sailboat charter in Greece because it is an astounding combination of lifestyle, culture, history, cuisine, and natural beauty to compete any of the world’s dreamy island escapes.      

What to expect during a Greek island charter cruise: