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Sailing Trips Starting In August 2026 and 2027

Are you looking to embark on a sailing trip in August 2026 or 2027? Choose from 40 unique trip itineraries and 704 departures from the world's leading touring operators.
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40 Trips (704 Departures)
40 Trips (704 Departures)
Departures
Duration
6 Days
26 Days
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$1,200pp
$22,449pp
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10 Day Croatia Sail Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operator: Intro Travel
Departures: Jul 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Sailing
Visits: Croatia
Exclusive Savings
From (Per Person)
A$3,879
Save 120
Per Person
View Trip
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Split
Operator: Intrepid
Departures: Jul 2026 to Oct 2026
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,279
Save 767
Per Person
View Trip
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operator: Intrepid
Departures: Jul 2026 to Sep 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,621
Save 1,180
Per Person
View Trip
6 Day Komodo & Flores Sail with Contiki
New ReleaseTour + Cruise

6 Days Sanur to Labuan Bajo
Operator: Contiki
Departures: Aug 2026 to Oct 2026
Trip Styles: Small Group, 18-30's, Island Hopping, Sailing, Short Break, Scenic
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$2,033
Save 233
Per Person
View Trip
15 Day Sailing Greece - Athens to Santorini with G Adventures
Cruise

15 Days (14 Nights) Athens to Santorini
Operator: G Adventures
Departures: Jul 2026 to Aug 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$4,556
Save 93
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
Operator: Intrepid
Departures: Jul 2026 to Aug 2026
Visits: Turkey
Exclusive Savings
From (Per Person)
A$3,138
Save 1,191
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: Jul 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,169
Save 922
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operator: TruTravels
Departures: Oct 2026 to Oct 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$4,710
Save 736
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operator: Explore
Departures: Aug 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,911
Save 329
Per Person
View Trip
8 Day Croatia: Sail & Swim with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operator: Topdeck
Departures: Jul 2026 to Aug 2026
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,665
Save 534
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: Aug 2026 to Aug 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,715
Save 275
Per Person
View Trip
8 Day Croatia Sailing Adventure: Split to Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operator: Intrepid
Departures: Jul 2026 to Oct 2026
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,007
Save 787
Per Person
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operator: G Adventures
Departures: Jul 2026 to Oct 2027
Visits: Montenegro, Croatia
Exclusive Savings
From (Per Person)
A$2,527
Save 55
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
Operator: Explore
Departures: Aug 2026 to Nov 2027
Trip Styles: Adventure, Small Group, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$7,536
Save 794
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: Jul 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,800
Save 649
Per Person
View Trip
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operator: TruTravels
Departures: Aug 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$2,252
Save 952
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
Operator: Intrepid
Departures: Jul 2026 to Aug 2026
Visits: Turkey
Exclusive Savings
From (Per Person)
A$3,106
Save 1,191
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: Jul 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,631
Save 1,698
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: Jul 2026 to Sep 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,669
Save 945
Per Person
View Trip
10 Day Sailing Italy to Croatia with G Adventures
Tour + Cruise

10 Days Venice to Zadar
Operator: G Adventures
Departures: Aug 2026 to Sep 2026
Trip Styles: Island Hopping, Sailing, Scenic
Visits: Italy, Slovenia, Croatia
Exclusive Savings
From (Per Person)
A$3,037
Save 65
Per Person
View Trip
15 Day Dalmatian Coast & Montenegro Sailing with G Adventures
Cruise

15 Days (14 Nights) Split to Dubrovnik
Operator: G Adventures
Departures: Jul 2026 to Sep 2026
Visits: Montenegro, Croatia
Exclusive Savings
From (Per Person)
A$4,997
Save 107
Per Person
View Trip
8 Day Croatia Island Sail (Plus) with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operator: Contiki
Departures: Jul 2026 to Aug 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,127
Save 61
Per Person
View Trip
7 Day Amalfi Coast Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Naples to Procida
Operator: Intrepid
Departures: Jul 2026 to Oct 2026
Visits: Italy
Exclusive Savings
From (Per Person)
A$2,972
Save 1,180
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: Jul 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,946
Save 894
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: Jul 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,685
Save 622
Per Person
View Trip
8 Day Sail Maldives with Intrepid Travel
Cruise

8 Days (7 Nights) Male to Male
Operator: Intrepid
Departures: Aug 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$3,745
Save 750
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operator: TruTravels
Departures: Jul 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Sailing
Visits: Indonesia
Exclusive Savings
From (Per Person)
A$1,419
Save 586
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: Jul 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,646
Save 753
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Jul 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,195
Save 1,004
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: Jul 2026 to Oct 2026
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,571
Save 1,209
Per Person
View Trip
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July August September October November December January February March April May June

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