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

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

Are you looking to embark on an 18 to 30's island hopping trip in September 2026, 2027 or 2028? Choose from 38 unique trip itineraries and 1,994 departures from the world's leading touring operators.
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38 Trips (1,994 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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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$5,307
Save 625
Per Person
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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10 Day Philippines West with TruTravels
New ReleaseTour

10 Days Manila to Coron
Operated By: TruTravels
Departures: Mar 2026 to Dec 2027
Visit: Philippines
Exclusive Savings
From
US$930
Save 620
Per Person
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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
Exclusive Savings
From
US$1,489
Save 215
Per Person
View Trip
13 Day Indonesia Island Hopping with Contiki
New ReleaseTour

13 Days Seminyak to Labuan Bajo
Operated By: Contiki
Departures: Jun 2026 to Oct 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Indonesia
From
US$2,337
Per Person
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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$1,477
Save 493
Per Person
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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
G's February Sale
Exclusive Savings
From
US$1,199
Save 300
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
G's February Sale
Exclusive Savings
From
US$983
Save 260
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$1,269
Save 52
Per Person
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Results: 1-30 of 38

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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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