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!
103
experiences
103
experiences
4.7
Greece: Cyclades
6 days - 7 nights
One departure available
July
€690
Per person
4.6
Greece: North Egean Islands
6 days - 7 nights
One departure available
August
€980
Per person
Greece: Ionian Islands
7 days - 7 nights
One departure available
August
€700
Per person
Greece: Saronic Islands and Athens area
7 days - 7 nights
One departure available
July
€1,200
Per person
4.9
Greece: Dodecanese
7 days - 7 nights
One departure available
August
€1,100
Per person - min 2 pax
4.7
Premium
Greece: Cyclades
6 days - 7 nights
One departure available
August
€1,050
Per person
5.0
Greece: Ionian Islands
7 days - 7 nights
One departure available
August
€800
€720
Per person - min 2 pax
4.3
Greece: Ionian Islands
6 days - 7 nights
6 departures available
July - August
Starting from
€860
€774
Per person
5.0
Greece: Peloponnese
7 days - 7 nights
14 departures available
July - October
Starting from
€795
Per person
4.3
Premium
Greece: Saronic Islands and Athens area
7 days - 7 nights
10 departures available
July - October
Starting from
€1,260
Per person - min 2 pax
Greece: Cyclades
7 days - 7 nights
One departure available
October
€580
Per person
Greece: Cyclades
7 days - 7 nights
2 departures available
September - October
Starting from
€997
€798
Per person
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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
Get onboard solo, with your family or your friends
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Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Yacht sailing holidays & skippered tours in Greece
1768 reviews
Big and luxurious 60ft catamaran in Saronic - best local experience
07/5/2025
Gill B.
-
United Kingdom
From Rhodes to Kos: the fantastic South Dodecanese
07/1/2025
Patrizia F.
-
Italy
Pack your suitcase and we'll take care of the rest!! Stewards on board!
06/30/2025
Gilberto B.
-
Italy
From Rhodes to Kos: the fantastic South Dodecanese
06/30/2025
Silvia A.
-
Italy
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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
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
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
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