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 17 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 412 departures starting between April 2026 and October 2027.
Filter Results
Departures
Show More...
Duration
8 Days
15 Days
Trip Styles
Start & End Cities
Operators
Price
$1,400pp
$3,549pp
Countries
Filter Results
17 Tours & Cruises (412 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: Jun 2026 to Sep 2027
Visit: Greece
Exclusive Savings
From
US$2,464
Save 537
Per Person
View Trip
8 Day Greece: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operated By: Topdeck
Departures: May 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$2,220
Save 320
Per Person
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 2026 to Oct 2027
Visit: Greece
G's February Sale
Exclusive Savings
From
US$1,402
Save 270
Per Person
View Trip
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 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$2,305
Save 515
Per Person
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: Apr 2026 to Sep 2027
Visit: Greece
G's February Sale
Exclusive Savings
From
US$1,937
Save 456
Per Person
View Trip
8 Day Sailing Greece - Mykonos to Santorini with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: G Adventures
Departures: Apr 2026 to Sep 2027
Visit: Greece
G's February Sale
Exclusive Savings
From
US$1,444
Save 277
Per Person
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 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$1,626
Save 504
Per Person
View Trip
8 Day Family Greek Coast Caique Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore Worldwide
Departures: Aug 2026 to Aug 2026
Visit: Greece
Exclusive Savings
From
US$1,833
Save 57
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
Operated By: Intrepid Travel
Departures: Jun 2026 to Aug 2027
Visit: Turkey
Exclusive Savings
From
US$2,499
Save 765
Per Person
View Trip
8 Day Greek Island Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Athens to Athens
Operated By: Explore Worldwide
Departures: Jun 2026 to Sep 2026
Visit: Greece
Exclusive Savings
From
US$1,833
Save 61
Per Person
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 2026 to Aug 2027
Visit: Turkey
Exclusive Savings
From
US$2,499
Save 750
Per Person
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: Aug 2026 to Aug 2026
Visit: Greece
Exclusive Savings
From
US$3,443
Save 106
Per Person
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 2026 to Sep 2027
Visit: Greece
Exclusive Savings
From
US$1,648
Save 54
Per Person
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 2026 to Sep 2027
Visit: Greece
Exclusive Savings
From
US$2,243
Save 515
Per Person
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: Apr 2026 to Sep 2027
Visit: Greece
G's February Sale
Exclusive Savings
From
US$1,896
Save 447
Per Person
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: May 2026 to Oct 2027
Visit: Greece
G's February Sale
Exclusive Savings
From
US$1,427
Save 252
Per Person
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 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$1,851
Save 395
Per Person
View Trip
Results: 17 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. You're viewing our site in US dollars.

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations