Home > Travel Styles > 18 to 30's Trips > Sailing Trips > October

18 to 30's Sailing Trips Starting In October 2026 and 2027

Are you looking to embark on an 18 to 30's sailing trip in October 2026 or 2027? Choose from 8 unique sailing trip itineraries and 221 departures from the world's leading touring operators.
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26 Days
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8 Sailing Trips (221 Sailing Trip Departures)
8 Day Turkey: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Fethiye to Fethiye
Operated By: Topdeck
Departures: May 2026 to Oct 2026
Visit: Turkey
Exclusive Savings
From
US$1,069
Save 200
Per Person
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18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$1,396
Save 599
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Oct 2027
Visit: Indonesia
Exclusive Savings
From
US$2,410
Save 1,140
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
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9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$875
Save 375
Per Person
View Trip
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Feb 2026 to Jan 2028
Visit: Maldives
Great Adventure Sale
Exclusive Savings
From
US$1,499
Save 626
Per Person
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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: May 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visit: Sri Lanka, Maldives
Great Adventure Sale
Exclusive Savings
From
US$2,364
Save 1,022
Per Person
View Trip
6 Day Komodo & Flores Sail with Contiki
New ReleaseTour + Cruise

6 Days Sanur to Labuan Bajo
Operated By: Contiki
Departures: Apr 2026 to Oct 2026
Visit: Indonesia
Worldwide Sale
Exclusive Savings
From
US$1,262
Save 125
Per Person
View Trip
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18 to 30's Trip Styles

18 to 30's Coach Tours 18 to 30's Festivals 18 to 30's Island Hopping Trips 18 to 30's Rail Journeys 18 to 30's Sailing Trips 18 to 30's Ski Trips 18 to 30's Trips 18 to 30's Walking & Hiking Tours 18 to 30's Winter Tours

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Northen Lights Cruises Sailing Trips Short Cruises Last Minute Cruise Deals

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