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Sailing Trips Starting In August 2026 and 2027

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44 Trips (1,171 Trip Departures)
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 2027
Visit: Greece
Exclusive Savings
From
US$1,760
Save 270
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: May 2026 to Sep 2026
Visit: Greece
From
US$3,249
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Jun 2026 to Oct 2027
Visit: Indonesia
Exclusive Savings
From
US$2,485
Save 1,065
Per Person
View Trip
10 Day Sailing Italy to Croatia with G Adventures
Tour + Cruise

10 Days Venice to Zadar
Operated By: G Adventures
Departures: May 2026 to Sep 2026
Trip Styles: Island Hopping, Sailing, Scenic
Visit: Italy, Slovenia, Croatia
Exclusive Savings
From
US$1,481
Save 798
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
Exclusive Savings
From
US$1,154
Save 495
Per Person
View Trip
8 Day Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: Intrepid Travel
Departures: Jun 2026 to Oct 2027
Visit: Croatia, Montenegro
Exclusive Savings
From
US$2,083
Save 230
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$2,245
Save 588
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Jun 2026 to Dec 2027
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$2,887
Save 962
Per Person
View Trip
22 Day Sri Lanka in Depth with Maldive Dhoni Cruise (Horton Plains) with Explore Worldwide
Tour + Cruise

22 Days Negombo to Male
Operated By: Explore Worldwide
Departures: Jul 2026 to Nov 2027
Trip Styles: Adventure, Small Group, Sailing
Visit: Sri Lanka, Maldives
From
US$3,260
Per Person
View Trip
8 Day Turkey: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Topdeck
Departures: Jun 2026 to Oct 2026
Visit: Turkey
Exclusive Savings
From
US$1,269
Save 80
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$1,439
Save 360
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$2,722
Save 335
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operated By: TruTravels
Departures: May 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$962
Save 413
Per Person
View Trip
8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2026 to Sep 2027
Visit: Croatia
From
US$1,165
Per Person
View Trip
Results: 31-44 of 44

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7 Day 10 Day 2 Week

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April May June July August September October November December January February March

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