Home > Cruises > Island Hopping Cruises & Sailing Trips > 2 Week Cruises

2 Week Island Hopping Cruises

Explore our 2 week island hopping cruises with 10 of the world's leading island hopping cruise operators. September is the most popular month to join a cruise and we have 419 departures available and 19 unique itineraries to choose from.
Filter Results
19 Cruises (419 Departures)
19 Cruises (419 Departures)
Departures
Show More...
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$2,100pp
$19,191pp
Countries
Show More...
14 Day Country Roads of Croatia with Insight Vacations
Tour
 (13)

14 Days Zagreb to Dubrovnik
Operator: Insight Vacations
Departures: Sep 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visits: Croatia, Slovenia
Exclusive Savings
From (Per Person)
A$6,201
Save 1,689
Per Person
View Trip
14 Day Greek Island Wanderer with Explore Worldwide
Tour
 (3)

14 Days Athens to Santorini
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Island Hopping
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,704
Save 1,145
Per Person
View Trip
14 Day Dubrovnik to Ljubljana with Intrepid Travel
Tour
 (1)

14 Days Dubrovnik to Ljubljana
Operator: Intrepid
Departures: Sep 2026 to Oct 2028
Trip Styles: Adventure, Small Group, Island Hopping
Visits: Croatia, Slovenia
Exclusive Savings
From (Per Person)
A$6,737
Save 306
Per Person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operator: TruTravels
Departures: Sep 2026 to Nov 2027
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Visits: Thailand
Exclusive Savings
From (Per Person)
A$2,129
Save 74
Per Person
View Trip
14 Day Treasures of Greece & The Islands with Insight Vacations
Tour
 (1)

14 Days Athens to Athens
Operator: Insight Vacations
Departures: Sep 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$10,129
Save 1,696
Per Person
View Trip
14 Day Thai Island Hopping with Explore Worldwide
Tour

14 Days Bangkok to Krabi
Operator: Explore
Departures: Dec 2026 to Dec 2027
Trip Styles: Adventure, Island Hopping
Visits: Thailand
Exclusive Savings
From (Per Person)
A$3,116
Save 897
Per Person
View Trip
14 Day Croatia & the Dalmatian Coast with Luxury Gold
Tour + Cruise

14 Days Zagreb to Dubrovnik
Operator: Luxury Gold
Departures: Sep 2026 to Sep 2027
Trip Styles: Coach, Small Group, Cruise, Island Hopping, Scenic
Visits: Croatia
Exclusive Savings
From (Per Person)
A$13,719
Save 328
Per Person
View Trip
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Operator: APT
Ships: MV Lady Eleganza
Departures: Sep 2026 to Sep 2028
Visits: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Savings
Inside
$16,924
Oceanview
$10,897
Balcony
-
Suite
-
From (Per Person)
A$10,897
Save 2,598
Per Person
View Trip
14 Day Cycle Croatia & the Balkans with Intrepid Travel
Tour

14 Days Split to Sarajevo
Operator: Intrepid
Departures: May 2027 to Sep 2028
Trip Styles: Adventure, Coach, Small Group, Cycling, Island Hopping, Scenic
Visits: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Savings
From (Per Person)
A$7,066
Save 300
Per Person
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operator: G Adventures
Departures: Oct 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Sailing
Visits: Sri Lanka, Maldives
Exclusive Savings
From (Per Person)
A$4,277
Save 1,542
Per Person
View Trip
14 Day Country Roads of Croatia (Small Group) with Insight Vacations
Tour

14 Days Zagreb to Dubrovnik
Operator: Insight Vacations
Departures: Apr 2027 to Oct 2027
Trip Styles: Coach, Small Group, Island Hopping, Scenic
Visits: Croatia, Slovenia
Exclusive Savings
From (Per Person)
A$9,360
Save 577
Per Person
View Trip
14 Day Highlights of Greece with Island Hopping with Contiki
Tour

14 Days Athens to Athens
Operator: Contiki
Departures: Apr 2027 to Sep 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$3,998
Save 101
Per Person
View Trip
14 Day Gems of the Balkans with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Tirana to Trogir
Operator: Globus
Departure: 13 September 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visits: Albania, Montenegro, Croatia
Exclusive Savings
From (Per Person)
A$9,379
Save 287
Per Person
View Trip
14 Day Classical Greece Plus Greek Island Adventure with Globus
Tour

14 Days Athens to Athens
Operator: Globus
Departures: Sep 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visits: Greece
Exclusive Savings
From (Per Person)
A$6,775
Save 217
Per Person
View Trip
14 Day Ecuador Amazon & Galapagos Family Holiday with Intrepid Travel
Tour

14 Days Quito to Quito
Operator: Intrepid
Departures: Mar 2027 to Dec 2028
Trip Styles: Adventure, Small Group, Family, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$5,636
Save 270
Per Person
View Trip
14 Day Mainland Ecuador and Galapagos Cruise with Intrepid Travel
Tour

14 Days Quito to Quito
Operator: Intrepid
Departures: Dec 2026 to Dec 2028
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Visits: Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$11,261
Save 409
Per Person
View Trip
14 Day Croatia In Depth with APT
Cruise

14 Days (13 Nights) Dubrovnik to Zagreb
Operator: APT
Ships: MV Lady Eleganza
Departures: Apr 2027 to Aug 2028
Visits: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Savings
Oceanview
$12,269
From (Per Person)
A$12,269
Save 1,726
Per Person
View Trip
14 Day A Taste of Croatia with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Zagreb to Trogir
Operator: Globus
Departure: 13 September 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visits: Croatia
Exclusive Savings
From (Per Person)
A$9,320
Save 285
Per Person
View Trip
14 Day Galápagos Islands – In Darwin’s Footsteps Plus Machu Picchu with HX Expeditions
Cruise

14 Days (13 Nights) Lima to Quito
Operator: HX Expeditions
Ship: MS Santa Cruz II
Departures: Nov 2026 to Mar 2028
Visits: Peru, Ecuador, Galapagos
Exclusive Savings
Oceanview
$14,147
Suite
$17,263
From (Per Person)
A$14,147
Save 353
Per Person
View Trip
Results: 19 results

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Cruises

All Cruises Adriatic Cruises Aegean Cruises Africa Cruises Alaska Cruises Antarctic Cruises Arabian & Middle East Cruises Arctic Cruises Asia Cruises Australia Cruises Bahamas Cruises Bermuda Cruises Canada & New England Cruises Caribbean Cruises Central America Cruises China Cruises Croatia Cruises Cruises to the Falkland Islands Cruising Cape Horn Europe Cruises Hawaii Cruises Indian Ocean Cruises Japan Cruises Kimberley Tours & Cruises Mediterranean Cruises Mexico Cruises New Zealand Cruises Northern Europe & Baltic Cruises Northwest Passage Cruises Norway & Iceland Cruises Norwegian Fjords Cruises Patagonia Cruises South America Cruises South East Asia Cruises South Pacific Cruises Transatlantic Cruises UK Cruises USA Cruises Western Europe Cruises Worldwide Cruises

Trip Lengths

1 Month 10 Day 2 Week 3 Week 7 Day

Departure Months

September October November December January February March April May June July August

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