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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

2171 reviews

Luxury catamaran cruise in the Cyclades

10/14/2026

Ryan A.

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IT

We spent a fantastic week with a group of eight aboard a beautiful catamaran, sailing around the stunning Saronic Islands during the last week of September. We had originally booked an itinerary in the Cyclades, but due to the Meltemi winds, our skipper Bertrand recommended changing our route. Looking back, it was definitely the best decision! Thanks to his experience and invaluable advice, we avoided the risk of rough seas and were able to sail every day, making the most of our holiday and enjoying the beauty of Greece. The catamaran is beautiful, spacious, and equipped with every comfort, both in the cabins and in the communal areas, including the kitchen. It really had everything we needed for a relaxing and enjoyable week together. A special thank you goes to our skipper, Bertrand, who was always helpful and professional, even in the weeks leading up to our departure. He patiently answered all our questions and helped us organise the trip in the best possible way. Throughout the journey, he was always attentive to our needs, happy to accommodate our requests, and invaluable in recommending places to visit and planning a tailor-made itinerary based on our interests. It was a wonderful experience that we would wholeheartedly recommend and would happily repeat without a second thought! Our only regret is that one week flew by far too quickly. Next time, we will definitely opt for two weeks to discover even more hidden gems in these beautiful waters. A heartfelt thank you, Bertrand, for helping make this holiday so special. We wish you all the very best and hope to see you again soon for another adventure at sea! Ryan and friends
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The Saronic Islands sailing, skippered and on-board kitchen

10/14/2026

Kaija H.

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FI

Annalisa and Emanuel hosted a very nice and safe sailing trip in their boat involving everyone. Despite the changed route plans due to bad weather the previous week, they were able to replan us a nice trip in the Cyclades Islands. We visited beautiful natural bays, enjoyed sailing, swimming, snorkling, sun bathing, fishing, ancient historical places and delicious fresh home-cooked food. Annalisa and Emanuel are the best and most patient hosts I have ever had!
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The fantastic Saronic Islands and the surroundings of Athens

10/13/2026

Alexander S.

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CH

We had an exciting and memorable week on board with Alessandro. We were lucky to enjoy boat trips every day and especially loved sharing his delicious pasta meals. We quickly embraced his Italian spontaneity, with new destinations and ideas along the way, making the experience all the more adventurous and unique. A wonderful week for those who enjoy a relaxed, authentic Italian sailing experience!

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

10/12/2026

Fiona B.

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AU

Andrea was a fantastic skipper and Carol was a great hostess. The week was filled with beautiful beaches, delicious lunches and great conversations and was a perfect way to relax for a week. It was fun sailing along with the second yacht, and we had a great time playing volleyball together. The boat was comfortable and plenty of spots to relax above deck in the sunshine. I highly recommend this trip. Andrea and Alessandro are expert sailors who take the very best care of their customers and always put safety first - but maximize fun and stunning scenery throughout. The hosts on board (Carol and Carlo) were exceptional - making delicious and varied food each day. And little Mattias - the best boat poodle there ever was! What are you waiting for - book this adventure. Thank you Andrea, Carol and Marta for an unforgettable week.

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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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