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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

2153 reviews

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Cast off for a week at sea, a thousand ways to experience it!

09/30/2026

Lauren W.

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AU

We had a wonderful time sailing with Alex on his boat Lady Sue. Alex is a very experienced Skipper and very attentive host who wanted to make sure we got the most from our trip. We were able to share stories and have a laugh with Alex. He is a fantastic cook if you are lucky enough for him to cook you a meal or two. On our first day, we had a coffee together and Alex made sure he understood what we wanted to experience so we could plan our week together. We then went food shopping together for the week and took off to our first spot to watch a beautiful sunset. We explored coves, visited islands, went paddle boarding, shared meals at little tavernas and connected with locals that our skipper knew. We had such beautiful days with perfect weather and some not so great weather days where we stayed docked at shore but we were able to adapt. Be flexible with expectations and keep ourselves entertained with exploring the port we were in, eating, resting and reading. We had some great sailing days with an opportunity to sail and skipper the boat and had other days where we just relaxed whilst Alex motored us to our next location. All up we had a great experience and would definitely do it again. It's a unique and special experience to be on a yacht travelling by water.
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Luxury catamaran cruise in the Cyclades

09/30/2026

Sofi B.

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GB

10/10 holiday, this is the best way to travel
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Sailing and Hiking in the Cyclades

09/30/2026

François-Gérald R.

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FR

Fantastic waters for wind sailing, Island knowledge well shared. Some inshore activities may last longer.

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

09/29/2026

Mark M.

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GB

We had a brilliant week sailing with Alessandro and Carlo! Alessandro is a very knowledgeable skipper, with brilliant recommendations and excellent choices of destination. Even though our schedule was disrupted by the weather we had a great time sailing round the islands and he provided us with excellent food recommendations each evening. The hospitality on the boat was great, as was Carlo's cooking and I can't recommend the experience enough. Thank you again

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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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