Greece sailing cruises

Blue coves, white beaches, islands both big and small – to explore this slice of paradise, you’re gonna need a boat

You know those moments in life when you wonder, is this even real? On a sailing trip to Greece’s Cyclades Islands, that happens a lot. It strikes when you wake up in the Mediterranean and dive in for a swim. When you sail into Mykonos and realise that big rock over there is actually the petrified body of a giant once defeated by Hercules (or so the legend goes). You’ll feel it when you dock off the coast of a deserted island, when you get lost in the white-washed streets of Apollonia, or when you share a shot of ouzo with a local fisherman. But trust us, it’s real. And it’s waiting for you.

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Greece sailing highlights

Our boats

Ocean Star 56 Boat
Ocean Star 56
PASSENGERS: 11
The Ocean Star 56  is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Ocean Star 56 has an impressive saloon and offers spacious [for a sailing boat] cabins. Equipped with 2 double cabins, 2 twin cabins and 1 triple cabin,  the Ocean Star 56 is the perfect yacht for novices to learn the ‘ropes’.
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Reviews

4.9 out of 5 based on 329 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

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Greece Sailing Adventure: Cyclades Islands

Bianca · Traveled September 2024
This trip was truly amazing. If you are looking for a once in a lifetime trip, this is it. Amazing weather, incredible views, spectacular destinations and truly stunning swimming stops. I have already recommended this trip to several friends and family. Our skipper went above and beyond every day. Very attentive to the groups needs and wishes. I couldn’t have asked for a better holiday.
Review submitted 20 Sep 2024

Greece Sailing Adventure: Kefalonia to Corfu

Katie · Traveled September 2024
I had the most amazing time sailing! As a solo traveler I felt immediately comfortable. I loved the amazing dinners out together. Experiencing the best food I’ve had in Greece, not to mention all of the beautiful beaches and towns we visited. Loukas was a fabulous and knowledgeable guide. Highly recommend it was an awesome experience!
Review submitted 15 Sep 2024

Greece Sailing Adventure: Kefalonia to Corfu

Kath · Traveled September 2024
Incredible tour! Lots of laughs, water, blue for days and amazing food. Fabulous skipper, and island hopping lived up to expectations.
Review submitted 19 Sep 2024

Greece Sailing Adventure: Cyclades Islands

Jill · Traveled September 2024
An excellent tour of the Greek islands - an amazing way to travel to islands that otherwise are tricky to get to , good company and an excellent guide
Review submitted 16 Sep 2024

Greece Sailing Adventure: Cyclades Islands

Laurence · Traveled September 2024
A fantastic experience of the Greek Islands. Our local skipper/leader George absolutely made the trip exceptional
Review submitted 14 Sep 2024

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