Island Hopping Cruises Starting In May 2026

Are you looking to embark on an island hopping cruise in May 2026? Choose from 130 unique cruise itineraries and 3,947 departures from the world's leading cruise lines.
Filter Results
Departures (May 2026)
Duration
4 Days
45 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$500pp
$111,900pp
Countries
Show More...
Filter Results
130 Cruises (3,947 Cruise Departures)
Cruise
 (2)

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece, Turkey
Latest Offer
INSIDE
$754
OCEANVIEW
$922
BALCONY
$1,833
SUITE
$2,417
From (per person) 754
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Zagreb
Operated By: Travelmarvel
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Deal
Save (per person) 1,337
From (per person) 3,169
Cruise

8 Days (7 Nights) Venice to Dubrovnik
Cruise Line: Emerald Cruises
Departures: Jun 2025 to Oct 2026
Countries Visited: Italy, Croatia
Super Earlybird
INSIDE
-
OCEANVIEW
$7,526
BALCONY
-
SUITE
$9,795
Save (per person) 2,134
From (per person) 8,966
Cruise

8 Days (7 Nights) Split to Split
Operated By: Contiki
Departures: May 2025 to Aug 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 506
From (per person) 2,306
Cruise
 (2)

8 Days (7 Nights) Zagreb to Dubrovnik
Operated By: Travelmarvel
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Deal
Save (per person) 1,032
From (per person) 3,763
Tour
 (1)

45 Days London to London
Operated By: Contiki
Departures: Mar 2025 to Aug 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: England, France, Switzerland, Spain (+11 more), Monaco, Italy, Greece, Turkey, Bulgaria, Romania, Hungary, Austria, Germany, Czech Republic, Holland
Exclusive Savings
Save (per person) 2,453
From (per person) 11,077
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) 7,521
Cruise
 (2)

8 Days (7 Nights) Rome to Athens
Cruise Line: Royal Caribbean
Departures: May 2025 to Sep 2026
Countries Visited: Italy, Sicily, Greece, Turkey
Exclusive Deal
INSIDE
$1,832
OCEANVIEW
$1,982
BALCONY
$2,639
SUITE
$3,449
Save (per person) 1,735
From (per person) 1,832
Cruise

8 Days (7 Nights) Rome to Rome
Cruise Line: Royal Caribbean
Departures: May 2025 to Oct 2026
Countries Visited: Italy, Greece, Turkey
Exclusive DealExclusive Solo Offer
INSIDE
$1,794
OCEANVIEW
$2,119
BALCONY
$2,181
SUITE
$3,386
Save (per person) 1,295
From (per person) 1,794
Cruise

4 Days (3 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece, Turkey
Latest Offer
INSIDE
$694
OCEANVIEW
$862
BALCONY
$1,446
SUITE
$1,991
From (per person) 694
Tour
 (5)

10 Days Athens to Athens
Operated By: Costsaver
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Last Minute DealThe Big Tour Sale
Save (per person) 651
From (per person) 4,483
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save (per person) 76
From (per person) 3,037
Cruise
 (3)

9 Days (8 Nights) Split to Split
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 152
From (per person) 5,513
Tour
 (3)

10 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) 118
From (per person) 4,605
Tour + Cruise
 (3)

30 Days Manaus to Guayaquil
Operated By: Cosmos
Departures: Apr 2025 to Nov 2026
Countries Visited: Brazil, Argentina, Peru, Ecuador (+1 more), Galapagos
Exclusive Savings
Save (per person) 264
From (per person) 16,983
Tour
 (2)

11 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 632
From (per person) 2,868
Tour
 (1)

8 Days Athens to Santorini
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 690
From (per person) 2,429
Tour
 (1)

15 Days Athens to Athens
Operated By: Globus
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 168
From (per person) 7,114
Tour + Cruise
 (1)

11 Days Zagreb to Dubrovnik
Operated By: Collette
Departures: Apr 2025 to May 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Croatia
Latest Offer
Save (per person) 365
From (per person) 6,484
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Dec 2024 to Dec 2026
Countries Visited: Ecuador, Galapagos
Last Minute Offer
Save (per person) 894
From (per person) 3,405
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
Tour + Cruise
 (1)

26 Days Rio de Janeiro to Guayaquil
Operated By: Cosmos
Departures: Apr 2025 to Nov 2026
Countries Visited: Brazil, Argentina, Peru, Ecuador (+1 more), Galapagos
Exclusive Savings
Save (per person) 227
From (per person) 14,607
Cruise
 (1)

11 Days (10 Nights) Valletta to Istanbul
Cruise Line: Ponant
Ship: Le Boreal
Departure: 14 May 2026
Countries Visited: Malta, Sicily, Italy, Greece (+1 more), Turkey
Exclusive Savings
INSIDE
-
OCEANVIEW
$9,805
BALCONY
$10,334
SUITE
$19,487
Save (per person) 185
From (per person) 9,805
Cruise
 (5)

8 Days (7 Nights) Athens to Athens
Cruise Line: Virgin Voyages
Departures: May 2025 to Sep 2026
Countries Visited: Greece, Turkey
Limited Time Offer
INSIDE
$2,404
OCEANVIEW
$2,733
BALCONY
$3,062
SUITE
$6,414
From (per person) 2,404
Cruise
 (1)

12 Days (11 Nights) Athens to Rome
Cruise Line: Oceania Cruises
Departure: 11 May 2026
Countries Visited: Greece, Italy, Montenegro, Croatia (+1 more), Malta
Exclusive Deal
INSIDE
$5,282
OCEANVIEW
$5,807
BALCONY
$8,737
SUITE
$11,895
Save (per person) 2,038
From (per person) 5,282
Cruise
 (2)

9 Days (8 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Departure: 22 May 2026
Countries Visited: Greece, Turkey
Summer Sale
INSIDE
$1,426
OCEANVIEW
$1,763
BALCONY
$2,663
SUITE
$7,330
Save (per person) 681
From (per person) 1,426
Cruise
 (2)

8 Days (7 Nights) Rome to Athens
Cruise Line: Princess
Ship: Sun Princess
Departures: Apr 2026 to Oct 2026
Countries Visited: Italy, Greece, Turkey
Exclusive Deal
INSIDE
$1,865
OCEANVIEW
$2,289
BALCONY
$2,635
SUITE
$3,029
From (per person) 1,865
Cruise
 (2)

8 Days (7 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Departures: May 2026 to Aug 2026
Countries Visited: Greece, Turkey
Exclusive DealSummer Sale
INSIDE
$1,408
OCEANVIEW
$1,746
BALCONY
$2,488
SUITE
$5,924
Save (per person) 757
From (per person) 1,566
Cruise
 (2)

11 Days (10 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Departures: Apr 2026 to May 2026
Countries Visited: Greece, Cyprus, Turkey
Exclusive DealSummer Sale
INSIDE
$1,596
OCEANVIEW
$2,231
BALCONY
$3,166
SUITE
$7,715
Save (per person) 740
From (per person) 1,596
Cruise
 (2)

12 Days (11 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Departures: Apr 2026 to May 2026
Countries Visited: Greece, Turkey
Summer Sale
INSIDE
$2,220
OCEANVIEW
$2,575
BALCONY
$3,511
SUITE
$8,076
Save (per person) 1,231
From (per person) 2,220
Results: 1-30 of 130

No Results found. Try changing your search filters.