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, this can also be arranged 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 2024 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
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 from our associates
- 1 GibSea 43 sailboat with a captain that can accommodate up to 4 persons from our associates.
- 1 Lagoon 46 a/c catamaran with a captain that can accommodate up to 8 persons from our associates
All the boats are operated many years only with a permanent captain and the careful maintenance at our base after each tour, provides to guests a guarantee of a safe trip, a highlight of the quality of our work.
Pick your sailing trip/tour
Greece yacht vacations are your gateway to exploring the Cyclades, We’ll take you to the world’s outstanding cruising grounds of the Cyclades, south of Greece, which are considered some of the most beautiful islands in the world. Mountains, white cubistic villages and black and golden sand beaches combine to make the islands picture postcard-perfect. There are 220 Cyclades islands, small or big ones. That’s why the Cyclades islands are the main sailing destination area when we are talking about sailing vacations in Greece. Chartering a small yacht in Greece for private sailing around the Greek islands, you can customize your itinerary according to your tastes. Your skipper will be happy to guide you around the finest secluded coves, charming tiny harbors, or more crowded islands. Visit pilgrimage sites, experience secluded pearls, crystal clear waters, and warm evenings. Some of our boats are available only for 7 days private Greek island sailing trips and some others also for short sailing holidays(5 days, 4 days or 1-day private sailing cruise from Paros – the Cyclades – Greece) Starting from Paros we suggest the following cruises in the Greek Islands On Your Private Yacht
Sailing the Greek islands reviews
Our sail through the Cyclades with Greek Water Yachts was perfection from beginning to end and I cannot recommend them highly enough. A few reasons why:
– throughout the planning process, Apostolos promptly answered all of my emails and my many questions so I felt at ease navigating a new adventure. – our captain, Antonios, put us at ease from the first moment we stepped on the boat and became a good friend and expert guide for our week-long sail. – the boat was in wonderful condition and exactly as expected. – we charted our itinerary with the captain, ensuring we felt in control at all times. He expertly explained the pros and cons of suggested routes and then left the decision to us. – Antonios knows all the special, local places to go and instinctively knew what we’d like, how much privacy we needed, and how to ensure our trip fit our needs. I can’t say enough good things about the Greek Water Yachts experience.
Click for more for Greek Water Yachts at Sailing Greek Islands Tripadvisor
Best Greek Island Sailing tours
TripAdvisor Sailing Greece Charter
If you decompose Greece, in the end, you will find yourself with an
olive tree,
a vineyard
and a boat,
which means: with those you can compose it again.
Contact and booking
If you have previously embarked on a sailing adventure exploring the Greek Islands or if you are seeking suggestions for your initial private sailing experience in the Greek Isles, don’t hesitate to send an inquiry to Greek Water Yachts.
By doing so, you can obtain tailor-made options, discover the expenses associated with sailing the Greek islands, and receive assistance in planning and guiding your own extraordinary odyssey.
Rest assured, the information you receive will enhance your knowledge and decision-making process.