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Sailing Trips Starting In August 2025

Are you looking to embark on a sailing trip in August 2025? Choose from 50 unique trip itineraries and 1,362 departures from the world's leading touring operators.
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Departures (August 2025)
< July 2025 September 2025 >
Duration
7 Days
26 Days
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50 Trips (1,362 Trip Departures)
8 Day Sail & Swim: Croatia (Moja Maja) with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: Jun 2025 to Aug 2025
Countries Visited: Croatia
Exclusive Savings
Save (per person) 56
From (per person) 2,518
View Trip
8 Day Croatia Island Sail Plus with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2025 to Aug 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 823
From (per person) 2,138
View Trip
8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 73
From (per person) 3,095
View Trip
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 Sep 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 78
From (per person) 3,371
View Trip
8 Day Croatia Sailing Adventure with TruTravels
New ReleaseCruise
 (1)

8 Days (7 Nights) Split to Split
Operated By: TruTravels
Departures: Jun 2025 to Sep 2025
Countries Visited: Croatia
Europe EarlyBird
Save (per person) 847
From (per person) 1,948
View Trip
10 Day Croatia Sailing Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2025 to Sep 2025
Trip Styles: Group, 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save (per person) 70
From (per person) 2,939
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Oct 2025
Countries Visited: Montenegro, Croatia
Exclusive Savings
Save (per person) 56
From (per person) 2,527
View Trip
8 Day Maldive Dhoni Cruise with Explore!
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore!
Departures: Oct 2024 to Dec 2025
Countries Visited: Maldives
Exclusive Saving
Save (per person) 567
From (per person) 2,989
View Trip
14 Day Highlights of Sri Lanka with Maldive Dhoni Cruise (East Coast) with Explore!
Tour + Cruise

14 Days Negombo to Male
Operated By: Explore!
Departures: Oct 2024 to Oct 2025
Trip Styles: Adventure, Small Group, Sailing
Countries Visited: Sri Lanka, Maldives
Exclusive Saving
Save (per person) 461
From (per person) 5,802
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: Jun 2025 to Sep 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 78
From (per person) 3,379
View Trip
8 Day Sail & Swim: Croatia Plus (Leonardo) with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: Jun 2025 to Aug 2025
Countries Visited: Croatia
Exclusive Savings
Save (per person) 66
From (per person) 2,812
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 2025 to Sep 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 78
From (per person) 3,379
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Kuta to Labuan Bajo
Operated By: TruTravels
Departures: Oct 2024 to Nov 2025
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Limited Time Sale
Save (per person) 721
From (per person) 1,574
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 2025
Countries Visited: Greece
Exclusive Savings
Save (per person) 49
From (per person) 2,155
View Trip
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 71
From (per person) 3,051
View Trip
15 Day Dalmatian Coast & Montenegro Sailing with G Adventures
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Apr 2025 to Sep 2025
Countries Visited: Montenegro, Croatia
Exclusive Savings
Save (per person) 109
From (per person) 4,997
View Trip
8 Day Sail & Swim: Turkey with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Topdeck
Departures: May 2025 to Oct 2025
Countries Visited: Turkey
Exclusive Savings
Save (per person) 45
From (per person) 1,655
View Trip
18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operated By: G Adventures
Departures: Oct 2024 to Dec 2026
Trip Styles: Small Group, 18-30's, Sailing
Countries Visited: Sri Lanka, Maldives
Last Minute Offer
Save (per person) 1,153
From (per person) 3,326
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Oct 2024 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 70
From (per person) 2,939
View Trip
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 2025
Countries Visited: Greece
Exclusive Savings
Save (per person) 47
From (per person) 2,303
View Trip
8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2025 to Sep 2025
Countries Visited: Croatia
Exclusive Savings
Save (per person) 733
From (per person) 1,771
View Trip
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 Savings
Save (per person) 71
From (per person) 3,145
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 2026
Countries Visited: Greece
Exclusive Savings
Save (per person) 57
From (per person) 2,468
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2025 to Oct 2025
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Scenic
Countries Visited: Indonesia
Exclusive Savings
Save (per person) 120
From (per person) 5,875
View Trip
8 Day Turkish Sailing with Contiki
Cruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Contiki
Departures: Apr 2025 to Oct 2026
Countries Visited: Turkey
Exclusive Savings
Save (per person) 560
From (per person) 1,463
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 2025
Countries Visited: Greece
Exclusive Savings
Save (per person) 99
From (per person) 4,311
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operated By: G Adventures
Departures: Apr 2025 to Oct 2025
Countries Visited: Croatia
Exclusive Savings
Save (per person) 56
From (per person) 2,527
View Trip
7 Day Maldives Dhoni Cruise with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Oct 2024 to Jan 2027
Countries Visited: Maldives
Exclusive Savings
Save (per person) 61
From (per person) 2,547
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: May 2025 to Sep 2025
Countries Visited: Greece
Exclusive Savings
Save (per person) 49
From (per person) 2,204
View Trip
15 Day Croatia and Montenegro Sailing Adventure with Intrepid Travel
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operated By: Intrepid Travel
Departures: May 2025 to Sep 2026
Countries Visited: Croatia, Montenegro
Exclusive Savings
Save (per person) 141
From (per person) 6,063
View Trip
8 Day Sail & Swim: Croatia (Toma) with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: May 2025 to Aug 2025
Countries Visited: Croatia
Exclusive Savings
Save (per person) 54
From (per person) 2,665
View Trip
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