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!
21
experiences
4.8
Super!
Premium
Greece: Saronic Islands and Athens area
6 days - 7 nights
22 departures available
June - October
Starting from
€2,200
Per person
4.8
Super!
Premium
Greece: Saronic Islands and Athens area
6 days - 7 nights
23 departures available
May - October
Starting from
€1,200
€1,080
Per person
4.8
Super!
Greece: Saronic Islands and Athens area
7 days - 7 nights
One departure available
October - November
€585
Per person
5.0
Super!
Greece: Ionian Islands
7 days - 7 nights
33 departures available
March - October
Starting from
€490
Per person
4.9
Super!
Greece: Ionian Islands
7 days - 7 nights
10 departures available
May - July
Starting from
€650
€585
Per person
4.9
Super!
Greece: Saronic Islands and Athens area
7 days - 7 nights
9 departures available
July - September
Starting from
€1,550
€1,395
Per person
4.8
Super!
Greece: Ionian Islands
7 days - 7 nights
16 departures available
June - September
Starting from
€600
€540
Per person
5.0
Super!
Greece: Sporades
7 days - 7 nights
9 departures available
July - September
Starting from
€700
Per person
5.0
Super!
Greece: Ionian Islands
7 days - 7 nights
34 departures available
March - October
Starting from
€490
Per person
4.9
Super!
Greece: Cyclades
6 days - 7 nights
3 departures available
August
Starting from
€1,040
Per person
4.4
Premium
Greece: Saronic Islands and Athens area
7 days - 7 nights
26 departures available
May - October
Starting from
€1,305
€1,044
Per person - min 2 pax
4.9
Greece: Sporades
6 days - 6 nights
7 departures available
May - July
Starting from
€700
Per person
Why book a holiday with Sailsquare?
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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
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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
2177 reviews
The fantastic Saronic Islands and the surroundings of Athens
10/20/2026
Francesca A.
-
IT
The fantastic Saronic Islands and the surroundings of Athens
10/20/2026
manuela c.
-
IT
The fantastic Saronic Islands and the surroundings of Athens
10/19/2026
ASLIHAN A.
-
TR
Sailing in the Cyclades
10/18/2026
Tanya S.
-
GR
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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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