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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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4.8

Super!

Premium

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

Greece: Saronic Islands and Athens area

6 days - 7 nights

5 departures available

September - October

Starting from

€2,150

Per person

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4.8

Super!

Premium

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

Greece: Saronic Islands and Athens area

6 days - 7 nights

3 departures available

October

€1,300

Per person

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4.8

Super!

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

Greece: Saronic Islands and Athens area

7 days - 7 nights

2 departures available

October - November

Starting from

€585

€527

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

October

€570

Per person

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5.0

Super!

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

Greece: Ionian Islands

7 days - 7 nights

4 departures available

October

€570

Per person

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4.9

Super!

The fantastic Saronic Islands and the surroundings of Athens

Greece: Saronic Islands and Athens area

7 days - 7 nights

2 departures available

October

€750

Per person

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5.0

Super!

The Saronic Islands sailing, skippered and on-board kitchen

Greece: Saronic Islands and Athens area

6 days - 6 nights

2 departures available

October

Starting from

€950

€570

Per person

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5.0

Super!

From Mykonos to Athens by sail, with skipper and on-board kitchen

Greece: Cyclades

6 days - 6 nights

One departure available

September - October

€950

€570

Per person

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4.9

Super!

Sailing holiday among the wonders of the Cyclades from Athens

Greece: Cyclades

6 days - 7 nights

One departure available

September - October

€690

Per person

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4.5

New

Dreamy Saronics: turquoise waters and relaxation just a stone's throw from Athens

Greece: Saronic Islands and Athens area

7 days - 7 nights

2 departures available

September - October

€890

Per person

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4.4

Premium

ATHENS Paradise - Catamaran cruise with hostess FULL BOARD

Greece: Saronic Islands and Athens area

7 days - 7 nights

26 departures available

May - October

Starting from

€1,305

€1,044

Per person - min 2 pax

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4.7

Catamaran with chef in the magical sea of the Ionian Islands

Greece: Ionian Islands

6 days - 7 nights

One departure available

September - October

€900

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

2132 reviews

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Sporades Experience: Freedom, Turquoise Sea and Greek Magic

09/23/2026

Miguel M.

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ES

[hidden] is a beautiful, safe, comfortable, and extremely well-maintained sailboat. Gianfranco loves sailing and a big smile appears on his face every time the sails are up and the engine is turned off.  No need to say that he is a skillful sailor, but apart from that, he is a fun and kind person, well-organized, and he made easy all the logistics about the trip. The crew was invited to participate in all maneuvers, and I enjoyed that a lot. I highly recommend the experience.

Sporades Experience: Freedom, Turquoise Sea and Greek Magic

09/22/2026

Aida K.

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BA

I did the Sporades Experience tour and it was fantastic. What I liked the most was the mix of marina nights and sleeping at anchor. Every other night we stayed in a different marina, which gave us time to walk around and discover another island. The other nights we slept at anchor under the stars. Honestly, that was one of my favorite parts of the whole trip. Our captain, Gianfranco, was a great captain and an amazing cook. He enjoyed preparing delicious food for us, and we definitely ate very well. He may not always be the nicest person, but he is the best captain. He has a big heart, although he does get mad when I spill a drink or do not turn off the light. Maybe because he is a perfectionist! The boat was spotless, clean, well organized and very well maintained. You can tell Gianfranco takes a lot of pride in his boat and knows exactly what he is doing. He is well recognized in the sailing community, and after spending a week on his boat, I can understand why. Most importantly, I always felt safe with Gianfranco, and that means a lot to me. I joined this trip by myself, shared a cabin/bed with another female traveler, and ended up making great friends. Seven days later, I left with a lot of great memories, great food, beautiful islands and people I hope to meet again somewhere in the world. Getting on Gianfranco’s boat is a privilege — but don’t expect babysitting! He expects you to be part of the crew, not a passenger waiting to be served. And honestly, that made the experience even better.

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

09/22/2026

MARGHERITA D.

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IT

Unforgettable sailing week! Impeccable organization from the first contact, everything perfect down to the smallest detail. Spotless and super comfortable boat. Special praise to our skipper Alexander: in addition to being a serious professional, highly trained and always attentive to safety, he turned out to be an exceptional cook! Alexander is attentive to the needs of his passengers, showing a lot of availability. Its simplicity allows you to be at ease for those who want a human but at the same time professional relationship. Sharing small naval activities makes the experience really interesting for those approaching the boat stay for the first time. Experience to be redone 100%, highly recommended

Corfu between bays, taverns and myths.

09/21/2026

Mónica L.

-

ES

Beautiful islands, crystal-clear water, amazing sunsets and fantastic people on board. A huge thank you to Leonore, our skipper, for being so professional, kind, always making us feel safe and relaxed. And to Hansel, our super chef, for the delicious food and for making every meal something to look forward to! They were both incredibly nice and attentive and made the whole experience feel truly special! A perfect week of sailing, swimming, exploring, great food and lots of laughs. I would do it all over again tomorrow!

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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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