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 2,166 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
$600pp
$8,275pp
Countries
Show More...
Filter Results
50 Trips (2,166 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 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Worldwide Sale
Exclusive Savings
From
US$1,575
Save 263
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
Worldwide Sale
Exclusive Savings
From
US$1,259
Save 111
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$1,326
Save 569
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: Feb 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$1,597
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: Apr 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$1,529
Save 320
Per Person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Feb 2026 to Nov 2027
Visit: Thailand
Exclusive Savings
From
US$997
Save 428
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
Worldwide Sale
Exclusive Savings
From
US$5,632
Save 976
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$1,626
Save 769
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
15 Day Real Turkey with Intrepid Travel
Tour

15 Days Istanbul to Istanbul
Operated By: Intrepid Travel
Departures: Mar 2026 to Nov 2027
Visit: Turkey
Exclusive Savings
From
US$1,564
Save 347
Per Person
View Trip
11 Day Greek Island Hopping (Pride) with Contiki
Tour

11 Days Athens to Athens
Operated By: Contiki
Departure: 28 May 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Worldwide Sale
Exclusive Savings
From
US$2,362
Save 263
Per Person
View Trip
14 Day Highlights of Greece with Island Hopping with Contiki
Tour

14 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2026 to Aug 2026
Visit: Greece
Exclusive Savings
From
US$2,661
Save 70
Per Person
View Trip
9 Day Thai Island Hopper East with Contiki
Tour

9 Days Bangkok to Koh Samui
Operated By: Contiki
Departures: Jan 2026 to Jan 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Thailand
Worldwide Sale
Full Moon Party Departure
Exclusive Savings
From
US$782
Save 110
Per Person
View Trip
7 Day Galápagos Express Adventure: Wilderness & Wildlife with G Adventures
Tour

7 Days Santa Cruz Island to San Cristobal Island
Operated By: G Adventures
Departures: Mar 2026 to Dec 2027
Visit: Ecuador, Galapagos
Great Adventure Sale
Exclusive Savings
From
US$1,274
Save 425
Per Person
View Trip
8 Day Philippines East with TruTravels
New ReleaseTour

8 Days Cebu to Boracay
Operated By: TruTravels
Departures: Feb 2026 to Dec 2027
Visit: Philippines
Exclusive Savings
From
US$875
Save 375
Per Person
View Trip
7 Day The Dalmatian Coast: Rome, Dubrovnik & Adriatic Dreamin’ with G Adventures
New ReleaseTour

7 Days Rome to Dubrovnik
Operated By: G Adventures
Departures: May 2026 to Sep 2027
Visit: Italy, Croatia
Great Adventure Sale
Exclusive Savings
From
US$1,020
Save 234
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$1,075
Save 208
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
Great Adventure Sale
Exclusive Savings
From
US$1,972
Save 526
Per Person
View Trip
10 Day Philippines West with TruTravels
New ReleaseTour

10 Days Manila to Coron
Operated By: TruTravels
Departures: Feb 2026 to Dec 2027
Visit: Philippines
Exclusive Savings
From
US$1,085
Save 465
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 Aug 2026
Visit: England, France, Spain, Monaco, Italy, Greece
Worldwide Sale
Exclusive Savings
From
US$4,123
Save 655
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
Worldwide Sale
Exclusive Savings
From
US$1,676
Save 226
Per Person
View Trip
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
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
Exclusive Savings
From
US$875
Save 375
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: Mar 2026 to Dec 2028
Visit: Philippines
Great Adventure Sale
Exclusive Savings
From
US$1,259
Save 160
Per Person
View Trip
8 Day Athens to Santorini Island Hopping (Plus) with Contiki
Tour

8 Days Athens to Santorini
Operated By: Contiki
Departures: Apr 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Worldwide Sale
Exclusive Savings
From
US$1,337
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: 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
View Trip
8 Day Croatia: Sail & Swim with Topdeck
Cruise

8 Days (7 Nights) Split to Split
Operated By: Topdeck
Departures: May 2026 to Aug 2026
Visit: Croatia
Exclusive Savings
From
US$1,745
Save 258
Per Person
View Trip
7 Day Greek Island Hopping: Paros, Ios & Santorini Sunsets with G Adventures
Tour

7 Days Athens to Santorini
Operated By: G Adventures
Departures: May 2026 to Oct 2027
Visit: Greece
Great Adventure Sale
Exclusive Savings
From
US$1,244
Save 282
Per Person
View Trip
Results: 1-30 of 50

No results found. Try amending 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