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18 to 30's Sailing Trips Starting In May 2027

Are you looking to embark on an 18 to 30's sailing trip in May 2027? Choose from 9 unique sailing trip itineraries and 269 departures from the world's leading touring operators.
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9 Sailing Trips (269 Sailing Trip Departures)
18 Day Bali & Beyond with TruTravels
New ReleaseTour + Cruise

18 Days Canggu to Labuan Bajo
Operated By: TruTravels
Departures: Jun 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$1,496
Save 563
Per Person
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: Sep 2026 to Dec 2027
Trip Styles: Small Group, 18-30's, Sailing
Visit: Sri Lanka, Maldives
Exclusive Savings
From
US$3,149
Save 350
Per Person
View Trip
8 Day Croatia Island Sail (Plus) with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2026 to Aug 2027
Visit: Croatia
Exclusive Savings
From
US$1,441
Save 182
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
Exclusive Savings
From
US$1,165
Save 126
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
7 Day Maldives Cruise: Indian Ocean Dhoni Life with G Adventures
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jun 2026 to Jan 2028
Visit: Maldives
Exclusive Savings
From
US$1,399
Save 600
Per Person
View Trip
8 Day Greece: Sail & Swim with Topdeck
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operated By: Topdeck
Departures: Jun 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$2,412
Save 130
Per Person
View Trip
26 Day Total Indonesia with TruTravels
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Jul 2026 to Oct 2027
Visit: Indonesia
Exclusive Savings
From
US$2,846
Save 949
Per Person
View Trip
9 Day Komodo Island Hopper with TruTravels
New ReleaseTour + Cruise

9 Days Lombok to Labuan Bajo
Operated By: TruTravels
Departures: Jun 2026 to Nov 2027
Visit: Indonesia
Exclusive Savings
From
US$937
Save 344
Per Person
View Trip
Results: 9 results

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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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