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 realize 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.

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’.
Explore features

Reviews

4.9 out of 5 based on 375 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

Leah · Traveled October 2024
Review submitted 20 Oct 2024

Greece Sailing Adventure: Cyclades Islands

Lisa · Traveled October 2024
Review submitted 20 Oct 2024

Greece Sailing Adventure: Cyclades Islands

Jeff · Traveled October 2024
Review submitted 21 Oct 2024

Sail Greece: Mykonos to Santorini

Hannah · Traveled October 2024
Review submitted 16 Oct 2024

Sail Greece: Mykonos to Santorini

Paul · Traveled October 2024
Review submitted 18 Oct 2024

Frequently asked questions

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