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Yacht sailing holidays & skippered tours in Greece

Discover more than 16 sailing holidays in Greece. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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Reviews - Yacht sailing holidays & skippered tours in Greece

2173 reviews

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

10/16/2026

Francesca D.

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CH

Aga and Jerry are excellent hosts and sailors. Aga goes above and beyond to make guests feel welcome, organising restaurant bookings, taxi boats, recommendations and gorgeous breakfasts. Jerry is an experienced sailor, always calm, with plenty of stories to share, and happy to offer hands-on sailing opportunities to those interested. The boat is comfortable, clean and well maintained. Unfortunately, I cannot give the highest rating due to the high overall cost, lack of transparency around the common fund and poor communication. Having experienced similar holidays, we found the price significantly higher than comparable offers. It was also the first time we encountered a flat per-person common fund with no breakdown of actual expenses. Given the additional €250 per person (including children), totalling €1,750, I would have appreciated a summary of costs, particularly as this covered bed linen, four nights in harbour, breakfasts and lunches, as well as a few restaurant dinners joined by Aga or Jerry. Finally, just days before departure, we were informed of an alleged bedbug outbreak in Athens, which we could not verify through any online sources. This meant sealing all our belongings before boarding, adding considerable packing time and taking up valuable luggage space. Had we been informed earlier, I might have chosen a different holiday.

Pack your suitcase and we'll take care of the rest!! Stewards on board!

10/15/2026

Lara R.

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CH

We had a wonderful time and the crew took good care of everything we could have wished for. Thank you very much for the great experience!

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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