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Yacht sailing holidays & skippered tours in Greece

Discover more than 62 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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Sailing paradise in Greece on a big 50 ft boat: the best local experience

Greece: Saronic Islands and Athens area

6 days - 7 nights

4 departures available

August - September

Starting from

€1,150

Per person

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4.8

Super!

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Big and luxurious 60ft catamaran in Saronic Islands - best local experiences

Greece: Saronic Islands and Athens area

6 days - 7 nights

3 departures available

August - October

Starting from

€1,996

Per person

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5.0

Super!

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

Greece: Ionian Islands

7 days - 7 nights

3 departures available

August - October

Starting from

€570

Per person

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4.8

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South of Lefkas between unspoiled nature, the bays of Meganisi and the myths of Ithaca

Greece: Ionian Islands

7 days - 7 nights

2 departures available

September

Starting from

€650

€585

Per person

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4.8

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Sailing cruise in the Greek islands - The Saronic Islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

4 departures available

September - October

Starting from

€700

€665

Per person

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5.0

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The Sporades Islands: A Hidden Paradise of Greece

Greece: Sporades

7 days - 7 nights

One departure available

September

Starting from

€750

Per person

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5.0

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

Greece: Ionian Islands

7 days - 7 nights

4 departures available

August - October

Starting from

€570

Per person

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4.8

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Sailing among the Islands of Ulysses. Stewardess on board

Greece: Ionian Islands

6 days - 7 nights

One departure available

August - September

Starting from

€650

€585

Per person

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4.8

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Corfu between bays, taverns and myths.

Greece: Ionian Islands

6 days - 7 nights

3 departures available

September - October

Starting from

€600

€540

Per person

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4.8

Super!

Athens to Paros: the best of the Western Cyclades

Greece: Cyclades

7 days - 7 nights

One departure available

August - September

€950

Per person

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5.0

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Corfù Paxos Antipaxos

Greece: Ionian Islands

6 days - 6 nights

2 departures available

September

€900

Per person

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4.8

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Catamaran with chef in the magical sea of the Ionian Islands

Greece: Ionian Islands

6 days - 7 nights

2 departures available

August - September

Starting from

€1,050

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

1917 reviews

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

06/7/2026

Suzanne K.

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IE

Overall we really enjoyed the trip. We were very well looked after by Aga & Arnie. Breakfast & lunch was great (vegetarian). The rest of the guests were lovely as well. The schedule was very chilled with plenty of time to relax on and off the boat. The trip to the vineyard was definitely a highlight! Worth remembering that destinations will depend on weather, so you may not get to visit all the places mentioned on the itinerary. A great experience & would recommend 👌

SHARE & SAIL - 5 days Exploring & Relaxing at the heart of Cyclades

06/6/2026

Annina P.

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CH

We had an unforgettable time in the Cyclades! Our skipper Dimitris introduced us to sailing, which was totally new for us but totally exciting and a very nice experience on the sea. It was a great mix of sailing and time on land to explore new places. We enjoyed it very much & highly recommend it:)
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Sailing cruise in the Greek islands - The Saronic Islands

06/4/2026

Sandrine B.

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FR

All the ingredients were there to have a great time. A week that I am not ready to forget, Alexandre adapted this cruise to my desires, he was also very careful to make these few days very pleasant. We agreed together on the destinations in the Saronics, I was able to discover very beautiful islands and participate in the sailings. I learned a lot, he answered my questions about the operation of a boat, even the most absurd ones... We also had a good laugh. We had interesting and enriching discussions, thank you also for that. I had a very comfortable cabin that I enjoyed returning to in the evening. A big thank you to Alexandre for his professionalism and to Bertrand the owner of the boat who allowed me to live this week à la carte. See you soon on the water and/or on dry land.

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

06/2/2026

Fabienne H.

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BE

An unforgettable week on a sailboat! It was my very first sailing experience and I couldn't have asked for anything better. From the beginning, Alex, our skipper, has listened to our desires, expectations and needs, while adapting to our pace. Her enthusiasm, sense of adventure and good humour made this week particularly enjoyable. He knows how to share his passion with simplicity: we even had the opportunity to learn some navigation techniques and participate in the maneuvers, which made the experience even more fun. Sailing with the wind provides an incredible feeling of freedom, far from everyday life. Between the beautiful landscapes, the moments of relaxation and the small adventures at sea, each day was unique. I leave with a head full of memories and the desire to do it again. I recommend this experience 100% to anyone who dreams of discovering sailing, whether for the first time or for sailing enthusiasts. Roxane

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