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

18 to 30's Island Hopping Trips Starting In May 2026, 2027 and 2028

Are you looking to embark on an 18 to 30's island hopping trip in May 2026, 2027 or 2028? Choose from 50 unique trip itineraries and 2,110 departures from the world's leading touring operators.
Filter Results
Departures
Duration
6 Days
45 Days
Regions
Trip Styles
Start & End Cities
Operators
Show More...
Price
$700pp
$8,450pp
Countries
Show More...
Filter Results
50 Trips (2,110 Trip Departures)
10 Day Croatia Sail Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Sailing
Visit: Croatia
Exclusive Savings
From
US$2,255
Save 130
Per Person
View Trip
11 Day Greek Island Hopping with Contiki
Tour
 (2)

11 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,305
Save 213
Per Person
View Trip
8 Day Athens to Santorini Island Hopping with Contiki
Tour
 (1)

8 Days Athens to Santorini
Operated By: Contiki
Departures: Apr 2026 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$945
Save 173
Per Person
View Trip
16 Day Full Moon Island Hopper with TruTravels
New ReleaseTour
 (1)

16 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Mar 2026 to Mar 2027
Visit: Thailand
Exclusive Savings
From
US$1,644
Save 57
Per Person
View Trip
9 Day Galápagos Adventure: Snorkelling & Sea Lions with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
G's February Sale
Exclusive Savings
From
US$1,658
Save 621
Per Person
View Trip
10 Day Greek Islands: Sunsets & Sea Breezes with Topdeck
Tour
 (1)

10 Days Athens to Athens
Operated By: Topdeck
Departures: May 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$1,639
Save 140
Per Person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Mar 2026 to Nov 2027
Visit: Thailand
From
US$1,425
Per Person
View Trip
45 Day Ultimate European plus Greek Islands with Contiki
Tour
 (1)

45 Days London to London
Operated By: Contiki
Departures: Mar 2026 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: England, France, Switzerland, Spain (+11 more), Monaco, Italy, Greece, Turkey, Bulgaria, Romania, Hungary, Austria, Germany, Czech Republic, Holland
Exclusive Savings
From
US$5,934
Save 943
Per Person
View Trip
14 Day The Dalmatian Coast: Croatia, Corfu & Medieval Cities with G Adventures
New ReleaseTour

14 Days Rome to Corfu
Operated By: G Adventures
Departures: May 2026 to Sep 2027
Visit: Italy, Croatia, Montenegro, Albania, Greece
G's February Sale
Exclusive Savings
From
US$1,900
Save 582
Per Person
View Trip
24 Day Paris to Santorini with Contiki
New ReleaseTour

24 Days Paris to Santorini
Operated By: Contiki
Departures: Apr 2026 to Aug 2026
Visit: France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$3,485
Save 578
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$2,463
Save 78
Per Person
View Trip
13 Day Epic Philippines: Island Hopping Adventure with G Adventures
New ReleaseTour

13 Days Manila to Coron
Operated By: G Adventures
Departures: Apr 2026 to Dec 2028
Visit: Philippines
From
US$1,399
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$3,443
Save 114
Per Person
View Trip
8 Day Philippines East with TruTravels
New ReleaseTour

8 Days Cebu to Boracay
Operated By: TruTravels
Departures: Mar 2026 to Dec 2027
Visit: Philippines
Exclusive Savings
From
US$1,000
Save 250
Per Person
View Trip
10 Day Essential Turkey with Intrepid Travel
Tour

10 Days Istanbul to Antalya
Operated By: Intrepid Travel
Departures: Mar 2026 to Nov 2027
Visit: Turkey
Exclusive Savings
From
US$1,005
Save 335
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 116
Per Person
View Trip
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$1,935
Save 68
Per Person
View Trip
8 Day One Week in the Greek Islands with Intrepid Travel
Tour

8 Days Athens to Santorini
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$1,530
Save 55
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 2026
Visit: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,643
Save 120
Per Person
View Trip
17 Day Ecuador to Galápagos: Jungle Beats & Island Heat with G Adventures
New ReleaseTour

17 Days Quito to Quito
Operated By: G Adventures
Departures: Jul 2026 to Dec 2027
Visit: Ecuador, Galapagos
G's February Sale
Exclusive Savings
From
US$2,622
Save 757
Per Person
View Trip
11 Day Highlights of Greece with Contiki
Tour

11 Days Athens to Santorini
Operated By: Contiki
Departures: Apr 2026 to Aug 2026
Visit: Greece
Exclusive Savings
From
US$1,921
Save 239
Per Person
View Trip
11 Day Greek Island Hopping (Gap Year - Ages 18 to 22) with Contiki
Tour

11 Days Athens to Athens
Operated By: Contiki
Departures: Jul 2026 to Aug 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,835
Save 72
Per Person
View Trip
9 Day Philippines Island Hopping West with Contiki
New ReleaseTour

9 Days Manila to El Nido
Operated By: Contiki
Departures: Mar 2026 to May 2026
Visit: Philippines
Exclusive Savings
From
US$1,697
Save 195
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: Apr 2026 to Sep 2027
Visit: England, France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$3,793
Save 625
Per Person
View Trip
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
From
US$1,250
Per Person
View Trip
24 Day Total Philippines with TruTravels
New ReleaseTour

24 Days Manila to Siargao
Operated By: TruTravels
Departures: Mar 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$3,831
Save 119
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 2026
Visit: France, Spain, Monaco, Italy, Greece
Exclusive Savings
From
US$4,643
Save 120
Per Person
View Trip
11 Day Greek Island Hopping (Plus) with Contiki
Tour

11 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,867
Save 255
Per Person
View Trip
15 Day Philippines Island Experience with TruTravels
New ReleaseTour

15 Days Cebu to Siargao
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Philippines
Exclusive Savings
From
US$2,323
Save 72
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: Mar 2026 to Jan 2028
Visit: Maldives
Exclusive Savings
From
US$1,499
Save 690
Per Person
View Trip
Results: 1-30 of 50

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. You're viewing our site in US dollars.

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations