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Sailboat yacht sailing holidays & tours in Greece

Discover more than 111 opportunities to get on board a Sailboat adventure in Greece. A unique experience with a local skipper, starting at €350 a week.

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4.7

Marmaglia Discovery Flotilla to the Cyclades Islands in Greece

Greece: Cyclades

6 days - 7 nights

One departure 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

13 departures available

June - October

Starting from

€1,050

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

13 departures available

June - October

Starting from

€570

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

2 departures available

August

Starting from

€874

€699

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

6 departures available

June - September

Starting from

€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

19 departures available

June - November

Starting from

€700

€665

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

17 departures available

June - October

Starting from

€570

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

June

€750

€675

Per person

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5.0

Super!

The Sporades Islands: A Hidden Paradise of Greece

Greece: Sporades

7 days - 7 nights

4 departures available

July - September

Starting from

€650

Per person

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4.7

Whale watching cruise with WWF guide in the Corfu archipelago

Greece: Ionian Islands

6 days - 7 nights

One departure available

July - August

€1,052

€999

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

Super!

Corfù Paxos Antipaxos

Greece: Ionian Islands

6 days - 6 nights

2 departures available

September

€900

Per person

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Reviews - Sailboat yacht sailing holidays & tours in Greece

1776 reviews

Sailing in the Aegean, the sea of the Gods!

06/1/2026

Viviana C.

A tour full of adventure! Andrea is very professional and with his experience he made us discover these wonderful islands, in all their beauty.

Sailing in the Aegean, the sea of the Gods!

05/31/2026

James W.

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IT

Everything about this experience was 5 star! Andrea is an incredible professional who knows how to curate the perfect tour. If given the chance, we would absolutely sail with him again!
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Sailing in the Aegean, the sea of the Gods!

05/25/2026

Massimo O.

-

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

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