Home > Travel Styles > 18 to 30's Trips > Island Hopping Cruises & Sailing Trips > May

18 to 30's Island Hopping Trips Starting In May 2027 and 2028

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43 Trips (1,951 Trip Departures)
11 Day Greek Island Hopping (Gap Year - Ages 18 to 22) with Contiki
Tour

11 Days Athens to Athens
Operated By: Contiki
Departures: May 2026 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
From
US$1,835
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
15 Day Philippines Island Experience with TruTravels
New ReleaseTour

15 Days Cebu to Siargao
Operated By: TruTravels
Departures: Jul 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$1,796
Save 599
Per Person
View Trip
27 Day London to Athens with Greek Island Hopping with Contiki
New ReleaseTour

27 Days London to Athens
Operated By: Contiki
Departures: May 2026 to Sep 2027
Visit: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,277
Save 556
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
45 Day Ultimate European plus Greek Islands with Contiki
Tour

45 Days Paris to London
Operated By: Contiki
Departures: May 2026 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: France, Switzerland, Spain, Monaco (+11 more), Italy, Greece, Turkey, Bulgaria, Romania, Hungary, Austria, Germany, Czech Republic, Holland, England
From
US$6,385
Per Person
View Trip
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
8 Day Athens to Santorini Island Hopping (Plus) with Contiki
Tour

8 Days Athens to Santorini
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,489
Save 225
Per Person
View Trip
10 Day Essential Turkey with Intrepid Travel
Tour

10 Days Istanbul to Antalya
Operated By: Intrepid Travel
Departures: May 2026 to Nov 2027
Visit: Turkey
Exclusive Savings
From
US$878
Save 377
Per Person
View Trip
24 Day Paris to Santorini (Plus) with Contiki
New ReleaseTour

24 Days Paris to Santorini
Operated By: Contiki
Departures: May 2026 to Aug 2027
Visit: France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,553
Save 620
Per Person
View Trip
24 Day Total Philippines with TruTravels
New ReleaseTour

24 Days Manila to Siargao
Operated By: TruTravels
Departures: Jul 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$2,962
Save 988
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
24 Day London to Santorini (Plus) with Contiki
New ReleaseTour

24 Days London to Santorini
Operated By: Contiki
Departures: May 2026 to Aug 2027
Visit: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,553
Save 620
Per Person
View Trip
Results: 31-43 of 43

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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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