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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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4.9

Super!

Small Cyclades

Greece: Cyclades

6 days - 7 nights

3 departures available

August

Starting from

€1,040

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

25 departures available

May - October

Starting from

€1,495

€1,346

Per person - min 2 pax

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4.9

Skiathos, Skopelos, Alonissos: The Sporades as you've never seen them before.

Greece: Sporades

6 days - 6 nights

19 departures available

May - September

Starting from

€700

Per person

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Odysseus trip to Zakynthos - Kefalonia-Ithaka

Greece: Ionian Islands

7 days - 7 nights

3 departures available

March - May

Starting from

€640

Per person

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4.6

The Saronic jewels with Hydra and Spetses exclusively for four

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

May

€1,250

€1,125

Per person

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4.7

Luxury catamaran cruises in the Greek islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

One departure available

November

€1,000

Per person

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4.7

Sailing cruise in the Greek islands - The Saronic Islands

Greece: Saronic Islands and Athens area

7 days - 7 nights

30 departures available

April - November

Starting from

€650

€618

Per person

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4.9

Full sail in the blue of Ionian Greece with hostess on board

Greece: Ionian Islands

7 days - 7 nights

3 departures available

August - September

Starting from

€870

Per person

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4.6

Cruise in the Dodecanese and off Turkey on a 17m boat with chef

Greece: Dodecanese

7 days - 7 nights

4 departures available

July - August

Starting from

€1,400

€1,260

Per person

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4.9

Sailing in the Cyclades

Greece: Cyclades

7 days - 7 nights

27 departures available

April - October

Starting from

€1,080

Per person

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4.7

Luxury catamaran cruise in the Cyclades

Greece: Cyclades

7 days - 7 nights

36 departures available

March - December

Starting from

€1,000

Per person

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4.6

Unknown Peloponnese with Nauplio and Spetses. Only 4 guests with chef

Greece: Peloponnese

6 days - 7 nights

One departure available

May - June

€1,250

€1,125

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

2178 reviews

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

11/3/2026

Alvise V.

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IT

Great!
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The fantastic Saronic Islands and the surroundings of Athens

10/20/2026

Francesca A.

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IT

We spent a beautiful week together with Alessandro.Even if the weather was not the most clement, we were able to visit beautiful and characteristic places that we could never have discovered in any other way. In addition to the fantastic experience itself, it was Alessandro who made the difference: an experienced captain, a true master of life, with a wealth of stories to write a book about. We spent days between the sea, the wind and its stories, eating and drinking together as old friends. Thank you Ale, we will always carry you in our hearts with the hope of meeting again soon. Francesca and Davide
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The fantastic Saronic Islands and the surroundings of Athens

10/20/2026

manuela c.

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IT

I had a great time on the boat with Ale, a professional, kind, helpful person who tried to please everyone (and it's not easy!) and super nice. I saw very beautiful places despite the islands being quite man-made, took nice baths in magnificent roadsteads and visited beautiful villages with even some trekking. Beautiful, solid and comfortable, the boat, suitable for any navigation, I have always felt safe. Ale also always available to cook for everyone! Experience to be done again next year in other islands. Thank you

The fantastic Saronic Islands and the surroundings of Athens

10/19/2026

ASLIHAN A.

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TR

Alessandro was the best captain one could ask for. I had to leave after two nights because of a health emergency back home. He offered me a free sailing trip im April.

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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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