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Island Hopping Cruises Starting In October 2026, 2027 and 2028

Are you looking to embark on an island hopping cruise in October 2026, 2027 or 2028? Choose from 283 unique cruise itineraries and 6,496 departures from the world's leading cruise lines.
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283 Cruises (6,496 Cruise Departures)
8 Day Greek Isles Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Rome to Rome
Cruise Line: Royal Caribbean
Ship: Odyssey of the Seas
Departures: May 2026 to Oct 2027
Visit: Italy, Greece, Turkey
Bonus Onboard Credit
Exclusive Savings
Inside
$1,192
Oceanview
$1,331
Balcony
$1,302
Suite
$2,067
From
US$1,192
Save 1,140
Per Person
View Trip
10 Day Greek Island Hopper with Globus
Tour
 (3)

10 Days Athens to Athens
Operated By: Globus
Departures: Apr 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
From
US$3,239
Per Person
View Trip
8 Day Cycle the Dalmatian Coast with Explore Worldwide
Tour
 (1)

8 Days Kastel Kambelovac to Dubrovnik
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$2,190
Save 210
Per Person
View Trip
8 Day Best Of Greece & Turkey Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Athens to Athens
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Rhapsody of the Seas
Departures: Jun 2026 to Oct 2027
Visit: Greece, Turkey
Bonus Onboard Credit
Exclusive Savings
Inside
$1,025
Oceanview
$1,125
Balcony
$1,573
Suite
$2,248
From
US$1,025
Save 596
Per Person
View Trip
7 Day Explore Croatia with Intrepid Travel
Tour
 (2)

7 Days Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$2,564
Save 730
Per Person
View Trip
15 Day Greece & Aegean Islands Cruise with Cosmos
Tour + Cruise
 (15)

15 Days Athens to Athens
Operated By: Cosmos
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Single Supplement Waiver
Exclusive Savings
From
US$4,099
Save 150
Per Person
View Trip
14 Day Country Roads of Croatia with Insight Vacations
Tour
 (13)

14 Days Zagreb to Dubrovnik
Operated By: Insight Vacations
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Croatia, Slovenia
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$4,575
Save 640
Per Person
View Trip
13 Day Grand Hawaii Vacation with Globus
Tour
 (5)

13 Days Honolulu to Maui
Operated By: Globus
Departures: Jun 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$6,111
Save 500
Per Person
View Trip
13 Day Best of Greece with 4-Day Aegean Cruise with Trafalgar
Tour + Cruise
 (3)

13 Days Athens to Athens
Operated By: Trafalgar
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$4,722
Save 503
Per Person
View Trip
9 Day Dalmatian Elegance with Insight Vacations
Cruise
 (3)

9 Days (8 Nights) Split to Split
Operated By: Insight Vacations
Departures: May 2026 to Oct 2027
Visit: Croatia
Sign Up Savings
Exclusive Savings
From
US$3,800
Save 150
Per Person
View Trip
30 Day Ultimate South America with Brazil's Amazon & Galapagos Cruise with Cosmos
Tour + Cruise
 (3)

30 Days Manaus to Guayaquil
Operated By: Cosmos
Departures: Jun 2026 to Oct 2027
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
Black Friday Sale
From
US$9,664
Per Person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (2)

8 Days (7 Nights) Zagreb to Dubrovnik
Cruise Line: Travelmarvel
Ship: MV Princess Eleganza
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$3,145
Balcony
-
Suite
-
From
US$3,145
Save 500
Per Person
View Trip
9 Day Galapagos Discovery with Intrepid Travel
Tour
 (2)

9 Days Quito to Quito
Operated By: Intrepid Travel
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,083
Save 401
Per Person
View Trip
14 Day Greek Island Wanderer with Explore Worldwide
Tour
 (2)

14 Days Athens to Santorini
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$2,880
Save 250
Per Person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Zagreb
Cruise Line: Travelmarvel
Ship: MV Princess Eleganza
Departures: Apr 2026 to Oct 2027
Visit: Croatia
Inside
-
Oceanview
$3,095
Balcony
-
Suite
-
From
US$3,095
Per Person
View Trip
10 Day Best of the Hawaiian Islands with Globus
Tour
 (1)

10 Days Honolulu to Maui
Operated By: Globus
Departures: Jun 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$4,573
Save 650
Per Person
View Trip
15 Day Classical Greece Plus Island Hopper with Globus
Tour
 (1)

15 Days Athens to Athens
Operated By: Globus
Departures: Apr 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
From
US$5,179
Per Person
View Trip
10 Day Complete Galapagos (Grand Daphne) with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$6,994
Save 1,256
Per Person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise
 (1)

11 Days Zagreb to Dubrovnik
Operated By: Collette
Departures: Apr 2026 to Jun 2028
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Croatia
From
US$5,299
Per Person
View Trip
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$1,698
Save 546
Per Person
View Trip
14 Day Dubrovnik to Ljubljana with Intrepid Travel
Tour
 (1)

14 Days Dubrovnik to Ljubljana
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Croatia, Slovenia
Exclusive Savings
From
US$4,104
Save 1,192
Per Person
View Trip
16 Day Full Moon Island Hopper with TruTravels
New ReleaseTour
 (1)

16 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Jul 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: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$1,672
Save 557
Per Person
View Trip
7 Day Galapagos Explorer: Southern Islands (Grand Queen Beatriz) with Intrepid Travel
Cruise
 (1)

7 Days (6 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$4,117
Save 764
Per Person
View Trip
9 Day Galápagos Island Hopping with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,889
Save 740
Per Person
View Trip
8 Day Greek Island Glow with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jun 2027 to Oct 2027
Visit: Greece, Turkey
Inside
$1,254
Oceanview
$1,394
Balcony
$1,603
Suite
$4,620
From
US$1,254
Per Person
View Trip
10 Day Greek Island Hopper with Trafalgar
Tour
 (1)

10 Days Athens to Athens
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Sign Up Savings
Exclusive Savings
From
US$4,400
Save 150
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$1,614
Save 107
Per Person
View Trip
8 Day Highlights of the Greek Islands with Explore Worldwide
Tour
 (1)

8 Days Athens to Santorini
Operated By: Explore Worldwide
Departures: Sep 2026 to Oct 2027
Visit: Greece
From
US$2,400
Per Person
View Trip
8 Day Iconic Aegean with 4-night Cruise with Globus
Tour + Cruise
 (1)

8 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Exclusive Savings
From
US$2,849
Save 250
Per Person
View Trip
Results: 1-30 of 283

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