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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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4.7

Marmaglia Discovery Flotilla to the Cyclades Islands in Greece

Greece: Cyclades

6 days - 7 nights

2 departures available

August

€1,290

€1,190

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

11 departures available

July - October

Starting from

€1,200

€1,080

Per person

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4.6

Different flotilla in Ionian Greece: nature, new friends and fun

Greece: Ionian Islands

7 days - 7 nights

One departure available

August

€1,110

€999

Per person

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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

8 departures available

August - October

Starting from

€2,500

€2,250

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

8 departures available

August - October

Starting from

€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

11 departures available

August - October

Starting from

€570

Per person

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4.8

Super!

Sailing among the Islands of Ulysses. Stewardess on board

Greece: Ionian Islands

6 days - 7 nights

One departure available

August

€800

Per person

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4.8

Super!

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

Greece: Ionian Islands

7 days - 7 nights

One departure available

September

€650

€585

Per person

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4.8

Super!

Sailing cruise in the Greek islands - The Saronic Islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

12 departures available

August - November

Starting from

€700

€665

Per person

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5.0

Super!

The Sporades Islands: A Hidden Paradise of Greece

Greece: Sporades

7 days - 7 nights

One departure available

July - August

€890

€680

Per person

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4.8

Super!

Catamaran in the Saronic Islands: Hydra, Poros, Aegina and wild bays

Greece: Saronic Islands and Athens area

7 days - 7 nights

5 departures available

July - August

Starting from

€1,550

€1,085

Per person

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5.0

Super!

Ionian Greece aboard a Catamaran with Skipper/Chef

Greece: Ionian Islands

6 days - 7 nights

One departure available

July - August

€1,900

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

1952 reviews

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

07/15/2026

Michael J.

-

DE

Our one-week sailing trip through the Saronic Gulf deserved a definitive 5-star rating for its perfect blend of adventure and incredible food. We explored the car-free streets of Hydra and swam in the crystal-clear, secluded bays of Dokos. Captain Alexandre amazed us, especially with a rich, authentic Bolognese that tasted like it simmered for hours. Our stops in Spetses and Poros offered beautiful views, but the true highlight was dining right on deck. Captain Alexandre's perfectly creamy risotto easily rivaled any high-end restaurant we found onshore. Each night ended with stargazing and the gentle rocking of the yacht under the Greek sky. This five-star combination of spectacular island views and gourmet sailing cuisine made for an unforgettable journey.

Corfu between bays, taverns and myths.

07/15/2026

Chrystel O.

-

FR

Wonderful experience ! Nice and friendly people on board. Beautiful landscapes. Would definitely book again with this crew anywhere :)
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The Sporades Islands: A Hidden Paradise of Greece

07/15/2026

Valerio R.

-

IT

Fantastic experience

The most spectacular islands of the Cyclades: from Athens to Milos

07/13/2026

Marcella F.

-

IT

It was a beautiful holiday! The places visited and the sea were simply stunning. The boat was beautiful, comfortable and equipped with everything you need to spend a week relaxing. A special thanks to Alessio, our skipper: an attentive, kind person and always available to meet our requests, helping to make the experience even more enjoyable. An experience I highly recommend!

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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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