Home > Travel Styles > Adventure Tours > Sailing Trips > September

Sailing Trips Starting In September 2026 and 2027

Are you looking to embark on a sailing trip in September 2026 or 2027? Choose from 38 unique trip itineraries and 803 departures from the world's leading touring operators.
Filter Results
38 Trips (803 Departures)
38 Trips (803 Departures)
Departures
Duration
7 Days
26 Days
Regions
Trip Styles
Budget
Start & End Cities
Operators
Show More...
Price
$1,300pp
$22,449pp
Countries
Show More...
10 Day Croatia Sail Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operator: Intro Travel
Departures: Aug 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Sailing
Visits: Croatia
Exclusive Savings
From (Per Person)
A$3,588
Save 120
Per Person
View Trip
10 Day Sailing Croatia to Italy with G Adventures
Cruise

10 Days (9 Nights) Zadar to Venice
Operator: G Adventures
Departures: Jul 2026 to Sep 2026
Visits: Slovenia, Italy, Croatia
Exclusive Savings
From (Per Person)
A$3,037
Save 65
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: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,496
Save 853
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
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, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$4,390
Save 1,049
Per Person
View Trip
8 Day Greek Island Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Explore
Departures: Sep 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,930
Save 64
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: Aug 2026 to Sep 2026
Visits: Montenegro, Croatia
Exclusive Savings
From (Per Person)
A$4,997
Save 107
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: Aug 2026 to Oct 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,279
Save 767
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
10 Day Egypt: Pyramids, Temples & the Nile with G Adventures
New ReleaseTour + River Cruise

10 Days Cairo to Cairo
Operator: G Adventures
Departures: Sep 2026 to Dec 2027
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$5,830
Save 1,169
Per Person
View Trip
10 Day Signature: Egypt's Cairo, Luxor & the Nile Valley with G Adventures
New ReleaseTour + River Cruise

10 Days Cairo to Cairo
Operator: G Adventures
Departures: Jan 2027 to Mar 2028
Rivers: Nile
Visits: Egypt
Exclusive Savings
From (Per Person)
A$11,759
Save 270
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: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,763
Save 636
Per Person
View Trip
7 Day Egypt: Ancient Wonders & Temples of the Nile with G Adventures
New ReleaseTour

7 Days Cairo to Luxor
Operator: G Adventures
Departures: Sep 2026 to Jan 2028
Trip Styles: Adventure, Small Group, Sailing
Visits: Egypt
Exclusive Savings
From (Per Person)
A$3,606
Save 1,093
Per Person
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Split
Operator: G Adventures
Departures: Aug 2026 to Oct 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,022
Save 587
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: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,107
Save 894
Per Person
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Oct 2026 to Jan 2028
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,057
Save 795
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 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$3,254
Save 809
Per Person
View Trip
7 Day Maldives Dhoni Explorer with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operator: G Adventures
Departures: Aug 2026 to Dec 2027
Visits: Maldives
Exclusive Savings
From (Per Person)
A$2,351
Save 1,149
Per Person
View Trip
8 Day Montenegro Sailing Adventure from Dubrovnik with Intrepid Travel
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operator: Intrepid
Departures: Oct 2026 to Oct 2027
Visits: Croatia, Montenegro
Exclusive Savings
From (Per Person)
A$2,279
Save 767
Per Person
View Trip
8 Day Turkey: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operator: Topdeck
Departures: Sep 2026 to Oct 2026
Visits: Turkey
Exclusive Savings
From (Per Person)
A$1,768
Save 152
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok 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$1,419
Save 586
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: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,771
Save 945
Per Person
View Trip
8 Day Sailing Greece - Athens to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Athens to Mykonos
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,175
Save 55
Per Person
View Trip
7 Day Amalfi Coast Sailing Adventure with Intrepid Travel
Cruise

7 Days (6 Nights) Naples to Procida
Operator: Intrepid
Departures: Aug 2026 to Oct 2027
Visits: Italy
Exclusive Savings
From (Per Person)
A$2,972
Save 1,135
Per Person
View Trip
10 Day Sailing Greece - Santorini to Santorini with G Adventures
Cruise

10 Days (9 Nights) Santorini to Santorini
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,165
Save 1,234
Per Person
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operator: G Adventures
Departures: Aug 2026 to Sep 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,527
Save 55
Per Person
View Trip
18 Day Sri Lanka with Maldives Cruise: Spice Gardens & Seasides with G Adventures
Tour + Cruise

18 Days Negombo to Male
Operator: G Adventures
Departures: Oct 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$3,527
Save 1,362
Per Person
View Trip
17 Day Signature: Egypt & Jordan's Ancient Wonders with G Adventures
New ReleaseTour + River Cruise

17 Days Cairo to Dead Sea
Operator: G Adventures
Departures: Jan 2027 to Mar 2028
Rivers: Nile
Visits: Egypt, Jordan
Exclusive Savings
From (Per Person)
A$19,893
Save 449
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: Aug 2026 to Oct 2027
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,169
Save 922
Per Person
View Trip
Results: 1-30 of 38

No trips found. Try adjusting the search filters.




Trips found! Scroll up to view.

Adventure Travel

Walking and Hiking Everest Base Camp Treks Sailing Trips Ski Trips Cycling Tours Kayaking Tours Camping Tours Rafting Tours Wildlife Tours & Cruises Gorilla Treks

Trip Lengths

7 Day 10 Day 2 Week

Departure Months

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

© 2010-2026. Global Journeys. You're viewing our site in Australian dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Pty Ltd. Accredited Member of The Australian Travel Industry Association (ATIA). No. A11351.

Travel Industry Associations