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Greece Sailing Tours & Cruises

Explore the best sailing trips around Greece and it's islands. Choose from 15 unique trip itineraries from 4 leading cruise lines & tour operators. August is the most popular month to join a sailing trip around Greece and it's islands with 216 departures starting between August 2026 and October 2027.
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15 Tours & Cruises (216 Departures)
15 Tours & Cruises (216 Departures)
Departures
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Duration
8 Days
10 Days
Trip Styles
Start & End Cities
Operators
Price
$1,300pp
$4,855pp
Countries
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operator: Intrepid
Departures: Aug 2026 to Sep 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,096
Save 1,056
Per Person
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operator: Intrepid
Departures: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,107
Save 894
Per Person
View Trip
10 Day Sailing Greece - Mykonos to Mykonos with G Adventures
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,351
Save 848
Per Person
View Trip
8 Day Greek Island Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Explore
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,930
Save 64
Per Person
View Trip
8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operator: G Adventures
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,175
Save 55
Per Person
View Trip
8 Day Greece Sailing Adventure: Kefalonia to Corfu with Intrepid Travel
Cruise

8 Days (7 Nights) Kefalonia to Corfu
Operator: Intrepid
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,771
Save 945
Per Person
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operator: G Adventures
Departures: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,881
Save 518
Per Person
View Trip
8 Day Family Greek Coast Caique Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Explore
Departures: Aug 2026 to Aug 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,849
Save 224
Per Person
View Trip
10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,999
Save 1,400
Per Person
View Trip
8 Day Greece Sailing Adventure: Corfu to Kefalonia with Intrepid Travel
Cruise

8 Days (7 Nights) Corfu to Kefalonia
Operator: Intrepid
Departures: Aug 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,571
Save 1,105
Per Person
View Trip
8 Day Greece: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operator: Topdeck
Departures: Aug 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,630
Save 269
Per Person
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operator: Intrepid
Departures: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,456
Save 635
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operator: G Adventures
Departures: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,381
Save 968
Per Person
View Trip
8 Day Sail Turkey: Bodrum to Fethiye (Turkish Gulet) with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Bodrum to Fethiye
Operator: Intrepid
Departure: 23 August 2026
Visits: Turkey
Exclusive Savings
From (Per Person)
A$3,568
Save 1,287
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Santorini with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,800
Save 649
Per Person
View Trip
Results: 15 results

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