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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

Luxury Gulet in Northern Ionian Greece with Crew

Greece: Ionian Islands

6 days - 7 nights

7 departures available

July - September

Starting from

€2,650

€1,988

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

11 departures available

July - October

Starting from

€1,305

Per person - min 2 pax

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New

Ios, Santorini, Anafi: the breath of the Cyclades

Greece: Cyclades

7 days - 7 nights

One departure available

August

€1,150

Per person

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4.9

Sailing week between Sporades, Euboea and Volos - 2 boats in company

Greece: Sporades

6 days - 7 nights

One departure available

August

€990

Per person

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New

Week of sea and colors: crossing from Milos to Ios

Greece: Cyclades

7 days - 7 nights

One departure available

August

€1,090

Per person

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Where the blue feels like home: the Ionian islands - hostess on board (half board)

Greece: Ionian Islands

7 days - 7 nights

4 departures available

August - October

Starting from

€779

Per person

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Ionian Escape – Sailing Week from Corfu – Paxos & Antipaxos

Greece: Ionian Islands

7 days - 7 nights

8 departures available

July - September

Starting from

€800

Per person

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New

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

Greece: Saronic Islands and Athens area

7 days - 7 nights

5 departures available

September - October

Starting from

€890

€757

Per person

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5.0

Exclusive sailing week among the wonders of Ionian Greece

Greece: Ionian Islands

6 days - 7 nights

12 departures available

July - October

Starting from

€1,200

Per person

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New

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

Greece: Cyclades

7 days - 7 nights

One departure available

July

€990

Per person

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4.0

Sailing and Hiking in the Cyclades

Greece: Cyclades

7 days - 7 nights

One departure available

September

€1,290

€1,161

Per person

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4.4

Sailing from the magnificent Peloponnese to beautiful Zakynthos and Kefalonia

Greece: Ionian Islands

6 days - 7 nights

One departure available

July - August

€660

Per person

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Reviews - Yacht sailing holidays & skippered tours in Greece

1943 reviews

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Corfu between bays, taverns and myths.

07/8/2026

Farida B.

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IT

Fantastic experience! Traveling on a sailing boat is always a wonderful experience, if you do it with two captains like Léonore and Hansel, always professional, kind, helpful, attentive to safety and excellent cooks... becomes super awesome! They took us to discover wonderful bays and hidden corners, making us feel safe at all times. A journey dedicated to the sea, relaxation and good company that I will carry in my heart. Highly recommended!

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

07/7/2026

Giorgio R.

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FR

Beautiful week in the company of Alessandro. The Greek islands of the Ionian Sea are beautiful with breathtaking small bays. Alessandro in addition to being an excellent skipper, is also a very good cook. He established a relaxed and fun atmosphere that made the holiday special. With him you will be sure to try the local delicacies in suggestive taverns and have fun aperitifs on the boat at sunset, He has such a big heart that he even saved a baby bat that had crashed on the awning boat. Thank you Alessandro !
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Corfu between bays, taverns and myths.

07/6/2026

Stefano C.

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IT

The skipper, Hansel is really very prepared. He knows the places very well; both for safe, better moorings and in moving on land. He always has stories for every place he reaches. When needed, it knows how to move with excellent results even in the kitchen. Highly recommended.

Zakynthos and the Strofades Islands: a unique route in Ionian Greece

07/5/2026

John B.

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US

This was such a great experience! Giovanni and Stefania (and Remo) are terrific hosts who balance being great guides and "friends" while also creating space for us all to have some space apart - not easy on a sailboat. Our family of four will remember this trip for a long time to come.

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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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