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.
Greek Water Yachts, an eco-friendly sailboat & catamaran rental company, arrange crewed (skippered – captain) private charters for your sail vacations in Greece, based on Paros island in the very center of the Archipel of the Cyclades.
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 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 mythology – Poseidon, 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:
That’s why Cyclades Isles are the synonym of Greek Summer Vacation and one of the best places for a private voyage with a sailboat in the world.
That’s why Cyclades is an area that you must experience with skippered yacht hire greece.
That’s why renting a sailboat with skipper from the Isle of Paros is the ideal starting point for your private yacht cruise through the Greek islands. That’s why a skippered sailing tour is the top way to visit the Greek islands
Pick your group
A private sailing around Greek islands with a captain is for everyone. Find your profile below and learn more about your vacation options or even propose a new one.
Pick your skippered sailboat
Either you are searching for a private sailboat to charter in Greece or a Greek island catamaran cruise, Greek Water Yachts(GWY) can cover both of your wishes. In our fleet, you can find the following vessels always with a captain as your guide:
- 2 Beneteau’s Oceanis 40 sailboats with a captain that can accommodate 2 – 4 persons,
- 1 Lagoon 39 catamaran with a captain that can accommodate up to 8 persons