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Luxury Island Hopping Trips Starting In May 2027 and 2028

Are you looking to embark on a luxury island hopping trip in May 2027 or 2028? Choose from 42 unique trip itineraries and 189 departures from the world's leading touring operators.
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42 Trips (189 Trip Departures)
8 Day Mediterranean Enchantment with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Dubrovnik to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia (+2 more), Emerald Raiya, Emerald Sakara
Departures: Jul 2027 to Oct 2028
Visit: Croatia, Montenegro, Albania, Greece
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,099
Balcony
-
Suite
$10,867
From
A$8,099
Save 3,205
Per Person
View Trip
8 Day A Journey Of Aegean Allure & Ancient Echoes with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 17 May 2027
Visit: Turkey, Greece
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,879
From
A$7,879
Save 161
Per Person
View Trip
22 Day Epic Voyage: Athens to Venice with Emerald Cruises
New ReleaseCruise
 (3)

22 Days (21 Nights) Athens to Venice
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 May 2027
Visit: Greece, Turkey, Albania, Montenegro, Croatia, Slovenia, Italy
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$79,091
From
A$79,091
Save 16,544
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: May 2027 to Sep 2027
Visit: Greece, Turkey
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,527
Suite
$13,818
From
A$6,527
Save 4,903
Per Person
View Trip
15 Day An Extended Journey From The Shores Of Athens To The Island Of Mykonos with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 10 May 2027
Visit: Greece, Turkey
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$14,778
From
A$14,778
Save 302
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: May 2027 to Sep 2027
Visit: Greece, Turkey
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,703
Suite
$14,406
From
A$6,703
Save 4,697
Per Person
View Trip
8 Day Greece Intensive Cruise: Syros, Patmos & Rhodes with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Onward
Departures: Sep 2026 to May 2028
Visit: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,049
Oceanview
$3,304
Balcony
$4,029
Suite
$5,617
From
A$3,049
Save 51
Per Person
View Trip
8 Day Croatian Coast and the Best of the Adriatic with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Venice to Dubrovnik
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia (+2 more), Emerald Raiya, Emerald Sakara
Departures: Jun 2026 to Oct 2028
Visit: Italy, Croatia
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,498
Balcony
-
Suite
$11,267
From
A$8,498
Save 2,661
Per Person
View Trip
10 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

10 Days (9 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departure: 29 May 2027
Visit: Greece, Turkey
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,221
Suite
$17,738
From
A$10,221
Save 4,679
Per Person
View Trip
17 Day Greece & Croatia Combination Cruise: Rhodes, Santorini & Hvar with Azamara Cruises
Cruise
 (4)

17 Days (16 Nights) Athens to Venice
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 06 May 2028
Visit: Greece, Turkey, Montenegro, Croatia, Italy
Azamara Always Included
Exclusive Savings
Inside
$6,867
Oceanview
$7,415
Balcony
$9,062
Suite
$12,698
From
A$6,867
Per Person
View Trip
8 Day A Journey Through Mythical Isles & Captivating Shores with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Athens to Istanbul
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2027 to Oct 2027
Visit: Greece, Turkey
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,174
From
A$7,174
Save 158
Per Person
View Trip
15 Day Discover the Eastern Mediterranean with Emerald Cruises
New ReleaseCruise
 (3)

15 Days (14 Nights) Athens to Dubrovnik
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 May 2027
Visit: Greece, Turkey, Albania, Montenegro, Croatia
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$22,033
From
A$22,033
Save 7,407
Per Person
View Trip
8 Day A Journey from Sunlit Cyclades to Adriatic Elegance with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Athens to Venice
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2027 to Jul 2027
Visit: Greece, Croatia, Italy
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,174
From
A$7,174
Save 155
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 May 2027
Visit: Greece, Turkey
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,831
From
A$12,831
Save 1,739
Per Person
View Trip
15 Day An Extended Journey From Venice To The Marble Wonders Of Milos with Explora Journeys
Cruise

15 Days (14 Nights) Venice to Athens
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 May 2028
Visit: Italy, Slovenia, Croatia, Greece, Turkey
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,558
From
A$13,558
Save 277
Per Person
View Trip
8 Day A Journey Of Ancient Myths & Island Serenity with Explora Journeys
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 13 May 2028
Visit: Greece, Turkey
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,154
From
A$7,154
Save 146
Per Person
View Trip
8 Day Hidden Gems Of Turkey & Greece with Seabourn
Cruise

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visit: Turkey, Greece
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,172
Suite
$12,004
From
A$7,172
Save 188
Per Person
View Trip
15 Day An Extended Journey Through Greek Splendour, Byzantine History & Timeless Piazzas with Explora Journeys
Cruise

15 Days (14 Nights) Venice to Athens
Cruise Line: Explora Journeys
Ship: Explora I
Departures: May 2028 to Aug 2028
Visit: Italy, Slovenia, Croatia, Greece, Turkey
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$13,891
From
A$13,891
Save 290
Per Person
View Trip
31 Day Best of South America with Belmond Andean Explorer Train and Galápagos Cruise with APT
New ReleaseTour + Cruise

31 Days Rio de Janeiro to Guayaquil
Operated By: APT
Departures: May 2027 to Oct 2028
Visit: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
Early Booking Savings
Exclusive Savings
From
A$42,257
Save 3,126
Per Person
View Trip
15 Day Crete, Evening At Ephesus & Aegean Yacht Harbors with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Aug 2028
Visit: Greece, Turkey
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,730
Suite
$20,844
From
A$12,730
Save 289
Per Person
View Trip
22 Day Greek Isles, Evening At Ephesus, Croatia & Slovenia with Seabourn
Cruise

22 Days (21 Nights) Athens to Venice
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Jul 2028
Visit: Greece, Turkey, Montenegro, Croatia, Slovenia, Italy
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$21,653
Suite
$34,794
From
A$21,653
Save 409
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya, Emerald Sakara
Departures: Jul 2026 to Oct 2028
Visit: Greece, Turkey
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,249
Balcony
-
Suite
$10,401
From
A$8,249
Save 3,497
Per Person
View Trip
11 Day Yachting the Less-travelled Greek Isles, Mykonos and Turkey with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Sep 2027 to Oct 2028
Visit: Greece, Turkey
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$11,051
Balcony
-
Suite
$14,726
From
A$11,051
Save 3,251
Per Person
View Trip
16 Day Hidden Galapagos & Peru with Tauck
Tour + Cruise

16 Days Lima to Quito
Operated By: Tauck
Ship: Silver Origin
Departures: Apr 2027 to Oct 2027
Visit: Peru, Ecuador, Galapagos
From
A$27,290
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departures: Aug 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,651
Suite
$27,538
From
A$14,651
Save 7,096
Per Person
View Trip
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Jul 2026 to Sep 2027
Visit: Croatia, Bosnia Herzegovina, Montenegro
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$10,799
Balcony
-
Suite
-
From
A$10,799
Save 1,796
Per Person
View Trip
26 Day Best of South America with Galápagos Cruise with APT
New ReleaseTour + Cruise

26 Days Rio de Janeiro to Guayaquil
Operated By: APT
Departures: Apr 2027 to Nov 2028
Visit: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
Early Booking Savings
Exclusive Savings
From
A$33,435
Save 2,118
Per Person
View Trip
22 Day Mediterranean Mosaic: Italy, Ephesus & Greece with Seabourn
Cruise

22 Days (21 Nights) Dubrovnik to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visit: Croatia, Montenegro, Italy, Greece, Turkey
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$31,698
Suite
-
From
A$31,698
Save 618
Per Person
View Trip
30 Day Mediterranean Medley: Italy, Turkey, Greece & Balkans with Seabourn
Cruise

30 Days (29 Nights) Dubrovnik to Venice
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visit: Croatia, Montenegro, Italy, Greece, Turkey, Slovenia
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$41,734
Suite
-
From
A$41,734
Save 811
Per Person
View Trip
29 Day Mediterranean Medley: Italy, Greece & Ephesus with Seabourn
Cruise

29 Days (28 Nights) Rome to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 08 May 2027
Visit: Italy, Sicily, Malta, Croatia, Montenegro, Greece, Turkey
Exclusive Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$37,439
Suite
-
From
A$37,439
Save 725
Per Person
View Trip
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