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Island Hopping Cruises Starting In May 2027 and 2028

Are you looking to embark on an island hopping cruise in May 2027 or 2028? Choose from 284 unique cruise itineraries and 6,957 departures from the world's leading cruise lines.
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284 Cruises (6,957 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
$1,099
Oceanview
$1,286
Balcony
$1,325
Suite
$2,179
From
US$1,099
Save 1,020
Per Person
View Trip
10 Day Footsteps of Apostle Paul with Globus
Tour + Cruise
 (4)

10 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Sep 2027
Visit: Greece, Turkey
Exclusive Savings
From
US$3,879
Save 250
Per Person
View Trip
10 Day Greek Island Explorer with Costsaver
Tour
 (5)

10 Days Athens to Athens
Operated By: Costsaver
Departures: May 2026 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Sign Up Savings
Exclusive Savings
From
US$3,725
Save 125
Per Person
View Trip
10 Day Greek Island Hopper with Globus
Tour
 (3)

10 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$3,149
Save 250
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
5 Day Iconic Greek Islands with Celestyal Cruises
Cruise

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: May 2026 to Oct 2027
Visit: Greece, Turkey
Inside
$479
Oceanview
$579
Balcony
$1,089
Suite
$1,179
From
US$479
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$4,049
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: May 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Croatia, Slovenia
Multiple Deals Available
From
US$4,252
Save 650
Per Person
View Trip
15 Day Grecian Fables Idyllic with Insight Vacations
Tour + Cruise
 (6)

15 Days Athens to Athens
Operated By: Insight Vacations
Departures: Jun 2026 to Aug 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Sign Up Savings
Exclusive Savings
From
US$5,645
Save 150
Per Person
View Trip
13 Day Grand Hawaii Vacation with Globus
Tour
 (5)

13 Days Honolulu to Maui
Operated By: Globus
Departures: Jul 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$6,361
Save 250
Per Person
View Trip
16 Day Classical Greece with Idyllic Aegean 7-night Cruise with Globus
Tour + Cruise
 (3)

16 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$5,869
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: Nov 2026 to Oct 2027
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
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
$2,245
Balcony
-
Suite
-
From
US$2,245
Save 1,000
Per Person
View Trip
13 Day Classical Greece with Iconic Aegean 4-night Cruise with Globus
Tour + Cruise
 (2)

13 Days Athens to Athens
Operated By: Globus
Departures: Jun 2026 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$4,709
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 706
Per Person
View Trip
9 Day Galapagos Discovery with Intrepid Travel
Tour
 (2)

9 Days Quito to Quito
Operated By: Intrepid Travel
Departures: Jun 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,083
Save 378
Per Person
View Trip
11 Day Greek Island Hopping with Contiki
Tour
 (2)

11 Days Athens to Athens
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,750
Save 242
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: Jul 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$2,445
Balcony
-
Suite
-
From
US$2,445
Save 1,000
Per Person
View Trip
8 Day Athens to Santorini Island Hopping with Contiki
Tour
 (1)

8 Days Athens to Santorini
Operated By: Contiki
Departures: May 2026 to Sep 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$1,375
Save 195
Per Person
View Trip
10 Day Best of the Hawaiian Islands with Globus
Tour
 (1)

10 Days Honolulu to Maui
Operated By: Globus
Departures: Sep 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$5,053
Save 250
Per Person
View Trip
15 Day Classical Greece Plus Island Hopper with Globus
Tour
 (1)

15 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$4,969
Save 250
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: Jun 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: May 2026 to May 2028
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Croatia
Flash Sale
Exclusive Savings
From
US$5,049
Save 250
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$1,419
Save 874
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 1,172
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$1,421
Save 474
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: Jun 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$4,334
Save 764
Per Person
View Trip
Results: 1-30 of 284

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