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Yacht sailing holidays & skippered tours in Greece

Discover more than 17 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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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

One departure available

May - June

Starting from

€1,550

Per person

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4.8

Super!

Lefkas, Kefalonia & Ithaca: 7 days of relaxation and fantastic bays

Greece: Ionian Islands

7 days - 7 nights

One departure available

May - June

€750

€675

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

One departure available

May - June

Starting from

€570

Per person

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4.9

Super!

Sailing in the Cyclades

Greece: Cyclades

7 days - 7 nights

One departure available

May - June

Starting from

€1,080

Per person

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4.8

Super!

Croisières en catamaran de luxe dans les îles grecques

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

May - June

Starting from

€1,000

Per person

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4.9

Super!

Kavala Thassos Samothraki Limnos on a magnificent 15-meter boat

Greece: North Egean Islands

7 days - 7 nights

One departure available

May - June

€800

Per person - min 2 pax

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5.0

Sporades Experience: Freedom, Turquoise Sea and Greek Magic

Greece: Sporades

6 days - 7 nights

One departure available

May - June

Starting from

€750

Per person

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4.9

100% female sailing cruises

Greece: Cyclades

7 days - 7 nights

One departure available

May - June

€990

Per person

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5.0

Four secret islands, only 4 guests, one week in VIP formula

Greece: Dodecanese

6 days - 6 nights

One departure available

May - June

Starting from

€890

Per person

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5.0

Ionian Islands by Sailing: Trekking, Snorkeling and Sea Adventure

Greece: Ionian Islands

6 days - 6 nights

One departure available

May - June

Starting from

€450

Per person

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Sailing the Small Cyclades with Hostess

Greece: Cyclades

7 days - 7 nights

One departure available

May - June

€1,320

Per person

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Corfu, Paxos & Antipaxos: 6 Days of Sailing in the Ionian Sea

Greece: Ionian Islands

6 days - 6 nights

One departure available

May - June

€1,158

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

1911 reviews

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Sailing in the Aegean, the sea of the Gods!

05/25/2026

Massimo O.

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IT

Andrea is exquisite and knows how to put you at ease. He is prepared and able to solve the various unforeseen events typical of life at sea. The variable weather prevented us from making the most of the experience at sea but the alternative proposals for shore excursions proposed by Andrea were equally exhaustive.

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

05/24/2026

Antoine A.

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FR

Superb experience with Alex! We spent an incredible week cruising the beautiful waters of the Saronic Islands until the beginning of the Peloponnese Alex is a great guide and a very pedagogical sailing instructor (and a good cook which doesn't spoil anything, taste his pasta absolutely!!) Alex paid attention to everything and adapted to the pace and desires of each one Ideal for feeling away from it all, feeling the sensations of sailing and enjoying. We were happy to discover the bays and coves (the opportunity to swim) and in the evening stroll through the streets of the ports of stevedoring The boat is comfortable and the presence of a small shower head is a big plus compared to other boats. Above all, Alex shared with us a little bit of his life as a sailor, his stories, his personality, his readings... A big thank you and maybe see you soon! Christelle and Antoine

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

05/11/2026

Lucia K.

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CH

Our sailing holidays around Corfu were simply exceptional. The combination of crystal-clear waters, stunning islands, and peaceful hidden bays made every single day unforgettable. The crew Andrea, Marta & Mattias was incredibly friendly, professional, and always made us feel welcome and relaxed on board. The itinerary was perfectly balanced between discovering beautiful Greek islands, enjoying time at sea, and experiencing authentic local culture. The food was another highlight — fresh, delicious, and healthy, with plenty of local specialties prepared with care. It was truly a unique and unforgettable experience that we would highly recommend to anyone looking for the perfect mix of adventure, relaxation, and comfort.

Sailing cruise in the Greek islands - The Saronic Islands

04/29/2026

Marc G.

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CA

A week on a roller coaster too windy, no more wind. Mother Nature is in charge! However our skipper was really up to the situation, Alexandre is a good captain and a good GO (nice organizer) his knowledge of the islands and the people who live there adds a lot to the fun and experience. Regarding the boat, although old, it is a very good boat but unfortunately there were several small problems that did not affect our trip, we believe that preventive maintenance could be in order. Thank you again Alexandre for your Carbonaras and the typical Greek evening. Good winds from Quebec Hélène and Marc

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