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Greece Sailing Tours & Cruises

Explore the best sailing trips around Greece and it's islands. Choose from 18 unique trip itineraries with 3 past traveller reviews from 5 leading cruise lines & tour operators. July and August are the most popular months to join a sailing trip around Greece and it's islands with 342 departures starting between April 2025 and October 2026.
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18 Tours & Cruises (342 Tours & Cruise Departures)
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 577
From (per person) 2,921
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8 Day Sailing Greece - Mykonos to Santorini with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: G Adventures
Departures: Apr 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 351
From (per person) 1,519
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8 Day Family Greek Coast Caique Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jul 2025 to Aug 2026
Countries Visited: Greece
Big Blue Sale
Save (per person) 541
From (per person) 1,911
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8 Day Sail & Swim: Greece with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operated By: Topdeck
Departures: Jun 2025 to Sep 2025
Countries Visited: Greece
Exclusive Deal
Save (per person) 564
From (per person) 2,701
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8 Day Greece Sailing Adventure: Corfu to Kefalonia with Intrepid Travel
Cruise

8 Days (7 Nights) Corfu to Kefalonia
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 582
From (per person) 2,926
View Trip
8 Day Sail Turkey: Fethiye to Bodrum (Turkish Gulet) with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Fethiye to Bodrum
Operated By: Intrepid Travel
Departures: Jun 2025 to Aug 2025
Countries Visited: Turkey
Big Sale
Save (per person) 657
From (per person) 3,235
View Trip
10 Day Sailing Greece - Mykonos to Mykonos with G Adventures
Cruise

10 Days (9 Nights) Mykonos to Mykonos
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 510
From (per person) 2,136
View Trip
8 Day Sail Greece: Santorini to Mykonos with Intrepid Travel
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 283
From (per person) 2,260
View Trip
15 Day Sailing Greece - Athens to Santorini with G Adventures
Cruise

15 Days (14 Nights) Athens to Santorini
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 660
From (per person) 3,039
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: Jun 2025 to Oct 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 374
From (per person) 1,647
View Trip
8 Day Greek Island Cruise with Explore!
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore!
Departures: Jun 2025 to Sep 2026
Countries Visited: Greece
Big Blue SaleSolo Traveller Offer
Save (per person) 401
From (per person) 1,940
View Trip
8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operated By: G Adventures
Departures: May 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 238
From (per person) 1,745
View Trip
8 Day Sail Turkey: Bodrum to Fethiye (Turkish Gulet) with Intrepid Travel
New ReleaseCruise

8 Days (7 Nights) Bodrum to Fethiye
Operated By: Intrepid Travel
Departures: Jun 2025 to Aug 2025
Countries Visited: Turkey
Big Sale
Save (per person) 616
From (per person) 3,235
View Trip
8 Day Turkish Sailing with Contiki
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Countries Visited: Turkey
Exclusive Savings
Save (per person) 543
From (per person) 1,463
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: Intrepid Travel
Departures: May 2025 to Oct 2025
Countries Visited: Greece
Big Sale
Save (per person) 293
From (per person) 2,296
View Trip
10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operated By: G Adventures
Departures: Jun 2025 to Sep 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 327
From (per person) 2,432
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operated By: G Adventures
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece
Great Adventure Sale
Save (per person) 371
From (per person) 1,478
View Trip
8 Day Greece Sailing Adventure: Kefalonia to Corfu with Intrepid Travel
Cruise

8 Days (7 Nights) Kefalonia to Corfu
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2025
Countries Visited: Greece
Big Sale
Save (per person) 564
From (per person) 2,926
View Trip
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