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

Are you looking to embark on an 18 to 30's island hopping trip in May 2027 or 2028? Choose from 35 unique trip itineraries and 1,277 departures from the world's leading touring operators.
Filter Results
35 Trips (1,277 Departures)
35 Trips (1,277 Departures)
Departures
Duration
7 Days
45 Days
Regions
Trip Styles
Start & End Cities
Operators
Price
$1,000pp
$13,195pp
Countries
Show More...
11 Day Greek Island Hopping with Contiki
Tour
 (2)

11 Days Athens to Athens
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,445
Save 110
Per Person
View Trip
8 Day Athens to Santorini Island Hopping with Contiki
Tour
 (1)

8 Days Athens to Santorini
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,837
Save 100
Per Person
View Trip
9 Day Galápagos Adventure: Snorkelling & Sea Lions with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operator: G Adventures
Departures: Sep 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Camping, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$2,351
Save 848
Per Person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operator: TruTravels
Departures: Aug 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Thailand
Exclusive Savings
From (Per Person)
A$1,277
Save 918
Per Person
View Trip
45 Day Ultimate European plus Greek Islands with Contiki
Tour
 (1)

45 Days London to London
Operator: Contiki
Departures: Aug 2026 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: England, France, Switzerland, Spain +11 more, Monaco, Italy, Greece, Turkey, Bulgaria, Romania, Hungary, Austria, Germany, Czech Republic, Holland
Includes Oktoberfest
Exclusive Savings
From (Per Person)
A$9,873
Save 293
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 531
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 685
Per Person
View Trip
10 Day Philippines West with TruTravels
New ReleaseTour

10 Days Manila to Coron
Operator: TruTravels
Departures: Sep 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$1,670
Save 744
Per Person
View Trip
15 Day Philippines Island Experience with TruTravels
New ReleaseTour

15 Days Cebu to Siargao
Operator: TruTravels
Departures: Oct 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$2,615
Save 980
Per Person
View Trip
8 Day Philippines East with TruTravels
New ReleaseTour

8 Days Cebu to Boracay
Operator: TruTravels
Departures: Aug 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$1,077
Save 773
Per Person
View Trip
24 Day Paris to Santorini with Contiki
New ReleaseTour

24 Days Paris to Santorini
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$6,169
Save 198
Per Person
View Trip
24 Day London to Santorini (Plus) with Contiki
New ReleaseTour

24 Days London to Santorini
Operator: Contiki
Departures: May 2027 to Aug 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$6,611
Save 229
Per Person
View Trip
11 Day Greek Island Hopping (Plus) with Contiki
Tour

11 Days Athens to Athens
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,925
Save 125
Per Person
View Trip
27 Day London to Athens with Greek Island Hopping with Contiki
New ReleaseTour

27 Days London to Athens
Operator: Contiki
Departures: May 2027 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$6,669
Save 207
Per Person
View Trip
24 Day Total Philippines with TruTravels
New ReleaseTour

24 Days Manila to Siargao
Operator: TruTravels
Departures: Oct 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$4,289
Save 1,606
Per Person
View Trip
8 Day Croatia Island Sail with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$1,677
Save 95
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 880
Per Person
View Trip
17 Day Philippines Island Hopper with TruTravels
New ReleaseTour

17 Days Manila to Boracay
Operator: TruTravels
Departures: Sep 2026 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$3,034
Save 1,136
Per Person
View Trip
11 Day Greek Island Hopping (Gap Year - Ages 18 to 22) with Contiki
Tour

11 Days Athens to Athens
Operator: Contiki
Departures: May 2027 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,455
Save 110
Per Person
View Trip
27 Day Paris to Athens with Greek Island Hopping with Contiki
Tour

27 Days Paris to Athens
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$6,669
Save 207
Per Person
View Trip
8 Day One Week in the Greek Islands with Intrepid Travel
Tour

8 Days Athens to Santorini
Operator: Intrepid
Departures: Aug 2026 to Oct 2028
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,907
Save 714
Per Person
View Trip
14 Day Highlights of Greece with Island Hopping with Contiki
Tour

14 Days Athens to Athens
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,949
Save 150
Per Person
View Trip
7 Day Greek Island Hopping: Paros, Ios & Santorini Sunsets with G Adventures
Tour

7 Days Athens to Santorini
Operator: G Adventures
Departures: Sep 2026 to Oct 2028
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$1,837
Save 662
Per Person
View Trip
8 Day Croatia Island Sail (Plus) with Contiki
Cruise

8 Days (7 Nights) Split to Split
Operator: Contiki
Departures: Aug 2026 to Aug 2027
Visits: Croatia
Exclusive Savings
From (Per Person)
A$2,171
Save 101
Per Person
View Trip
8 Day Athens to Santorini Island Hopping (Plus) with Contiki
Tour

8 Days Athens to Santorini
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$2,327
Save 110
Per Person
View Trip
24 Day London to Santorini with Contiki
New ReleaseTour

24 Days London to Santorini
Operator: Contiki
Departures: Aug 2026 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From (Per Person)
A$6,169
Save 198
Per Person
View Trip
17 Day Ecuador to Galápagos: Jungle Beats & Island Heat with G Adventures
New ReleaseTour

17 Days Quito to Quito
Operator: G Adventures
Departures: Feb 2027 to Dec 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$4,409
Save 99
Per Person
View Trip
8 Day Philippines Siargao Adventure with TruTravels
New ReleaseTour

8 Days Cebu to Siargao
Operator: TruTravels
Departures: Oct 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$1,018
Save 732
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 843
Per Person
View Trip
13 Day Epic Philippines: Island Hopping Adventure with G Adventures
New ReleaseTour

13 Days Manila to Coron
Operator: G Adventures
Departures: Oct 2026 to Dec 2028
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Philippines
Exclusive Savings
From (Per Person)
A$2,028
Save 47
Per Person
View Trip
Results: 1-30 of 35

No trips found. Try adjusting the search filters.




Trips found! Scroll up to view.

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
© 2010-2026. Global Journeys.
    

Global Journeys | Terms & Conditions

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

Travel Industry Associations