Home > Tours > Europe Tours > Eastern Med Tours > Greece Tours & Cruises > Sailing Trips

Greece Sailing Tours & Cruises

Explore the best sailing trips around Greece and it's islands. Choose from 13 unique trip itineraries from 3 leading cruise lines & tour operators. September and August are the most popular months to join a sailing trip around Greece and it's islands with 189 departures starting between September 2026 and October 2027.
Filter Results
13 Tours & Cruises (189 Departures)
13 Tours & Cruises (189 Departures)
Departures
Show More...
Duration
8 Days
10 Days
Trip Styles
Start & End Cities
Operators
Price
$2,100pp
$4,152pp
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operator: Intrepid
Departures: Sep 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,485
Save 667
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: Sep 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,106
Save 55
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: Sep 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,361
Save 645
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: Sep 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,524
Save 477
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: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,213
Save 77
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: May 2027 to Aug 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,849
Save 211
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: Apr 2027 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,498
Save 56
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: Sep 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,599
Save 492
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 Greece Sailing Adventure: Kefalonia to Corfu with Intrepid Travel
Cruise

8 Days (7 Nights) Kefalonia to Corfu
Operator: Intrepid
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,274
Save 627
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: Sep 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,135
Save 56
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
10 Day Sailing Greece - Mykonos to Mykonos with G Adventures
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operator: G Adventures
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,135
Save 75
Per Person
View Trip
Results: 13 results

No trips found. Try adjusting the search filters.




Tours & Cruises found! Scroll up to view.

Eastern Med Tours & Cruises

All Eastern Med Tours Aegean Cruises Greece Tours & Cruises Turkey Tours

Sailing Trips By Region

Balkans Croatia Eastern Europe

Travel Styles

18-30's Tours Active Adventures Coach Tours Cycling Tours Family Holidays Festivals & Events Food & Wine Tours Luxury Tours Religious Tours Sailing Trips Short Breaks Small Group Tours Walking & Hiking Tours Winter Tours & Trips
© 2010-2026. Global Journeys.
    

Global Journeys | Terms & Conditions

Global Journeys Pty Ltd. Accredited Member of The Australian Travel Industry Association (ATIA). No. A11351.

Travel Industry Associations