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Yacht sailing holidays & skippered tours in Greece

The Greek Archipelago has over 16,000 km of coastline, with many beaches that run for kilometres, a host of secluded bays and coves, and a rich variety of wildlife. Some say the best sailing waters in the world can be found in Greece!

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Reviews - Yacht sailing holidays & skippered tours in Greece

2165 reviews

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From Mykonos to Athens by sail, with skipper and on-board kitchen

10/7/2026

manuela c.

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IT

Annalisa and Emanuel were professional and nice, we unfortunately had the worst week of wind in sailor's memory and we were forced to always stay still without sailing except for 3 hours on the first day so I can't talk about the cruise destinations except for syros that they propose and that, unlike other islands, it is not crowded and therefore maintains something of the Greek spirit with beautiful villages and has beautiful trekking and beaches (the beaches unfortunately due to wind were not frequentable but I saw them in the treks). Beautiful and spotless boat absolutely comfortable. What can I say? Hope to see you again next year! Maybe with better luck for the climate! Thank you

Sailing paradise in Greece on a big 50 ft boat: the best local experience

10/6/2026

Iris D.

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BE

Such a wonderful experience! As a solo traveller I had a great time during this trip, Aga and Arnon were very welcoming and took good care of us. The places we visited were stunning, the food Aga prepared for us was excellent, and the overall vibes were 10/10.
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Dreamy Saronics: turquoise waters and relaxation just a stone's throw from Athens

10/6/2026

Marcos B.

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US

Alessio was a great host/skipper and I had an amazing week with him and my other "boatmate" passenger, Victoria. The boat is stunning and I booked a cabin to myself which had its own private bathroom. If you're traveling alone, that's the way to go. Weather didn't cooperate much but I was there for the experience on the boat which was exactly what I got. Alessio is very skilled in handling the boat.... and a great cook! All in all, can't recommend Alessio and his boat, [hidden] enough. Grazie mile, Alessio :)

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

10/6/2026

Thomas S.

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DE

Andrea & Caroline let us experience a very nice holiday week. Andrea as skipper, who not only has excellent local knowledge of the islands, beaches and local conditions, but also always made sure that it was safe and comfortable on board for us as inexperienced sailors. Caroline's role as a fairy godmother on the boat ensured that the physical well-being was never neglected, culinarily the dishes, breakfast and lunch were simply first-class beyond any expectation. She not only made sure that you felt very comfortable, but also showed very quickly with many little things that she pays a lot of attention to her guests, their preferences and wishes. This was a very pleasant, relaxed week, which I can only recommend, so also my fellow travelers have expressed. After a very short time, you have the feeling that you are not just a guest, but rather a good friend who is visiting. I can only highly recommend it, with Andrea & Caroline we were in competent, courteous & hospitable hands. Thank you very much for that and best regards to Crete.

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Guides & tips


Greece

Ionian Islands, Cyclades Islands and Dodecanese are just some of the most beautiful destinations for a sailing or catamaran vacation in Greece
Guide to Greece by sailboat

Ionian Islands

Paxos, Zakynthos, Kefalonia and Lefkada are just some of the best destinations for a sailing or catamaran vacation in the Ionian Islands.
Guide to Ionian Islands by sailboat

Cyclades islands

Sandy beaches, small bays and blue and white villages have made the Cyclades a world-famous landscape, perfect for exploring by sailboat or catamaran.
Guide to Cyclades islands by sailboat

Greece: the most beautiful places to sail

Greece: departures by month

Other travel ideas

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