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2 Week Island Hopping Cruises

Explore our 2 week island hopping cruises with 13 of the world's leading island hopping cruise operators. September is the most popular month to join a cruise and we have 389 departures available and 23 unique itineraries to choose from.
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23 Cruises (389 Cruise Departures)
14 Day Croatia and Montenegro In Depth with APT
Cruise

14 Days (13 Nights) Dubrovnik to Zagreb
Operated By: APT
Ship: MV Lady Eleganza
Departures: Jul 2025 to Sep 2026
Countries Visited: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Deal
Save (per person) 2,088
From (per person) 9,907
View Trip
14 Day Country Roads of Croatia with Insight Vacations
Tour
 (12)

14 Days Zagreb to Dubrovnik
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Croatia, Slovenia
Exclusive DealThe Big Tour Sale
Save (per person) 1,283
From (per person) 6,122
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Jan 2025 to Jan 2026
Trip Styles: Small Group, 18-30's, Island Hopping, Scenic
Countries Visited: Thailand
Just Go Offer
Save (per person) 496
From (per person) 1,799
View Trip
14 Day Treasures of Greece & the Islands with Insight Vacations
Tour
 (1)

14 Days Athens to Athens
Operated By: Insight Vacations
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 266
From (per person) 10,931
View Trip
14 Day Croatia and Montenegro in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Operated By: APT
Ship: MV Lady Eleganza
Departures: May 2025 to Sep 2026
Countries Visited: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Deal
Save (per person) 2,088
From (per person) 9,907
View Trip
14 Day Best of Greece with Explore!
Tour

14 Days Athens to Santorini
Operated By: Explore!
Departures: May 2025 to Oct 2025
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Greece
Exclusive Savings
Save (per person) 155
From (per person) 7,095
View Trip
14 Day Thai Island Hopping with Explore!
Tour

14 Days Bangkok to Krabi
Operated By: Explore!
Departures: Feb 2025 to Dec 2025
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Thailand
Exclusive Savings
Save (per person) 71
From (per person) 3,175
View Trip
14 Day Treasures of Greece & the Islands (Small Group) with Insight Vacations
Tour

14 Days Athens to Athens
Operated By: Insight Vacations
Departures: Apr 2025 to Aug 2025
Trip Styles: Coach, Small Group, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 287
From (per person) 12,709
View Trip
14 Day Cycle Croatia & the Balkans with Intrepid Travel
Tour

14 Days Split to Sarajevo
Operated By: Intrepid Travel
Departures: Jun 2025 to Sep 2025
Trip Styles: Adventure, Coach, Small Group, Cycling, Island Hopping, Scenic
Countries Visited: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Savings
Save (per person) 144
From (per person) 6,698
View Trip
14 Day Italy Escape with Adriatic Cruise with Travelmarvel
Tour + Cruise

14 Days Rome to Dubrovnik
Operated By: Travelmarvel
Ship: MV Princess Eleganza
Departures: Jul 2025 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Italy, Slovenia, Croatia
Exclusive Deal
Save (per person) 904
From (per person) 10,101
View Trip
14 Day Gems of the Balkans with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Tirana to Split
Operated By: Globus
Departures: May 2025 to Oct 2025
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Albania, Montenegro, Croatia
Exclusive Savings
Save (per person) 171
From (per person) 7,643
View Trip
14 Day Sri Lanka & Maldives Adventure with G Adventures
Tour + Cruise

14 Days Negombo to Male
Operated By: G Adventures
Departures: Mar 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Island Hopping, Sailing, Scenic
Countries Visited: Sri Lanka, Maldives
Exclusive Savings
Save (per person) 112
From (per person) 4,703
View Trip
14 Day Country Roads of Croatia (Small Group) with Insight Vacations
Tour

14 Days Zagreb to Dubrovnik
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2025
Trip Styles: Coach, Small Group, Island Hopping, Scenic
Countries Visited: Croatia, Slovenia
Exclusive Savings
Save (per person) 1,521
From (per person) 8,074
View Trip
14 Day An Extended Journey Of Turkish Treasures And Classical Antiquity with Explora Journeys
Cruise

14 Days (13 Nights) Istanbul to Venice
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 23 August 2025
Countries Visited: Turkey, Greece, Italy, Croatia
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,098
SUITE
$12,657
From (per person) 11,098
View Trip
14 Day Croatia & the Dalmatian Coast with Luxury Gold
Tour + Cruise

14 Days Zagreb to Dubrovnik
Operated By: Luxury Gold
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Croatia
Gift of an Extra Night
Save (per person) 291
From (per person) 11,658
View Trip
14 Day Classical Greece Plus Greek Island Adventure with Globus
Tour

14 Days Athens to Athens
Operated By: Globus
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 145
From (per person) 6,467
View Trip
14 Day Highlights of Greece with Island Hopping with Contiki
Tour

14 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2025 to Aug 2026
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 1,501
From (per person) 4,724
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 2025 to Sep 2026
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Countries Visited: Italy, Croatia, Montenegro, Albania (+1 more), Greece
Exclusive Savings
Save (per person) 70
From (per person) 3,086
View Trip
14 Day A Taste of Croatia with Coastal Cruise with Globus
New ReleaseTour + Cruise

14 Days Zagreb to Split
Operated By: Globus
Departures: May 2025 to Oct 2025
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Croatia
Exclusive Savings
Save (per person) 176
From (per person) 7,467
View Trip
14 Day An Extended Journey To Aegean Myths And Turkish Delights with Explora Journeys
Cruise

14 Days (13 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 16 August 2025
Countries Visited: Greece, Turkey
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$11,840
SUITE
$13,385
From (per person) 11,840
View Trip
14 Day Nine Of The Best Isles - Plus Machu Picchu (Western And Northern Route) with HX Hurtigruten Expeditions
Cruise

14 Days (13 Nights) Lima to Quito
Ship: MS Santa Cruz II
Departures: Feb 2025 to Mar 2026
Countries Visited: Peru, Ecuador, Galapagos
Exclusive DealWave Offer
INSIDE
-
OCEANVIEW
$16,436
BALCONY
-
SUITE
$20,008
Save (per person) 3,777
From (per person) 16,436
View Trip
14 Day Sojourn Through History with Regent Seven Seas
Cruise

14 Days (13 Nights) Istanbul to Venice
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 07 May 2025
Countries Visited: Turkey, Greece, Montenegro, Croatia (+1 more), Italy
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$18,936
Save (per person) 6,374
From (per person) 18,936
View Trip
14 Day Greek Island Wanderer with Explore!
Tour

14 Days Athens to Santorini
Operated By: Explore!
Departures: Apr 2025 to Oct 2025
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Greece
Exclusive Savings
Save (per person) 99
From (per person) 4,322
View Trip
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Departure Months

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