
Yacht sailing holidays & skippered tours in Greece
Discover more than 9 sailing holidays in Greece. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.
9
experiences

4.8
Super!
Premium
Greece: Saronic Islands and Athens area
6 days - 7 nights
3 departures available
May - June
Starting from
€1,200
€1,080
Per person

5.0
Super!
Greece: Ionian Islands
7 days - 7 nights
5 departures available
May - June
Starting from
€460
Per person

4.9
Super!
Greece: Ionian Islands
7 days - 7 nights
5 departures available
May - June
Starting from
€650
€585
Per person

5.0
Super!
Greece: Ionian Islands
7 days - 7 nights
5 departures available
May - June
Starting from
€460
Per person

4.4
Premium
Greece: Saronic Islands and Athens area
7 days - 7 nights
5 departures available
May - June
Starting from
€1,305
€1,044
Per person - min 2 pax

4.7
Greece: Saronic Islands and Athens area
7 days - 7 nights
5 departures available
April - June
Starting from
€650
€618
Per person

4.9
Greece: Sporades
6 days - 7 nights
3 departures available
May - June
Starting from
€650
Per person

4.9
Greece: Cyclades
7 days - 7 nights
5 departures available
May - June
Starting from
€1,080
Per person

4.7
Greece: Cyclades
7 days - 7 nights
5 departures available
April - June
Starting from
€1,000
Per person
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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
2169 reviews
The fantastic Saronic Islands and the surroundings of Athens
10/13/2026
Alexander S.
-
CH
Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?
10/12/2026
Fiona B.
-
AU
Pack your suitcase and we'll take care of the rest!! Stewards on board!
10/12/2026
Lee T.
-
GB
ATHENS Paradise - Catamaran cruise with hostess FULL BOARD
10/11/2026
Lee P.
-
GB
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