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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 37 unique trip itineraries and 148 departures from the world's leading touring operators.
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37 Trips (148 Departures)
37 Trips (148 Departures)
Departures
Duration
8 Days
31 Days
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Price
$2,400pp
$80,995pp
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8 Day Mediterranean Enchantment with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Dubrovnik to Athens
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia +2 more, Emerald Raiya, Emerald Sakara
Departures: Jul 2027 to Oct 2028
Visits: Croatia, Montenegro, Albania, Greece
Free Night
Exclusive Savings
Oceanview
$8,099
Balcony
$10,867
Suite
$10,867
From (Per Person)
A$8,099
Save 3,205
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
Operator: Explora Journeys
Ship: Explora II
Departures: May 2027 to Jul 2027
Visits: Greece, Croatia, Italy
Exclusive Savings
Suite
$7,526
From (Per Person)
A$7,526
Save 175
Per Person
View Trip
8 Day Greece Intensive Cruise: Syros, Patmos & Rhodes with Azamara Cruises
Cruise
 (5)

8 Days (7 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Journey
Departure: 06 May 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,280
Oceanview
$3,559
Balcony
$4,341
Suite
$6,073
From (Per Person)
A$3,280
Save 219
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
Operator: Explora Journeys
Ship: Explora II
Departure: 17 May 2027
Visits: Turkey, Greece
Exclusive Savings
Suite
$8,075
From (Per Person)
A$8,075
Save 165
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
Operator: Explora Journeys
Ship: Explora II
Departures: May 2027 to Oct 2027
Visits: Greece, Turkey
Exclusive Savings
Suite
$6,723
From (Per Person)
A$6,723
Save 170
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Operator: Silversea
Ships: Silver Nova, Silver Ray
Departures: May 2027 to Sep 2028
Visits: Greece, Turkey
Exclusive Savings
Balcony
$10,486
Suite
$12,622
From (Per Person)
A$10,486
Save 258
Per Person
View Trip
10 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

10 Days (9 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Nova
Departure: 29 May 2027
Visits: Greece, Turkey
Exclusive Savings
Balcony
$15,288
Suite
$17,552
From (Per Person)
A$15,288
Save 312
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
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia +2 more, Emerald Raiya, Emerald Sakara
Departures: Jun 2027 to Oct 2028
Visits: Italy, Croatia
Free Night
Exclusive Savings
Oceanview
$8,498
Balcony
$11,711
Suite
$11,267
From (Per Person)
A$8,498
Save 2,747
Per Person
View Trip
17 Day Greece & Croatia Combination Cruise: Rhodes, Santorini & Hvar with Azamara Cruises
Cruise
 (5)

17 Days (16 Nights) Athens to Venice
Operator: Azamara
Ship: Azamara Journey
Departure: 06 May 2028
Visits: Greece, Turkey, Montenegro, Croatia, Italy
Azamara Always Included
Exclusive Savings
Inside
$7,755
Oceanview
$8,388
Balcony
$10,287
Suite
$14,467
From (Per Person)
A$7,755
Save 524
Per Person
View Trip
15 Day Discover the Eastern Mediterranean with Emerald Cruises
New ReleaseCruise
 (3)

15 Days (14 Nights) Athens to Dubrovnik
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 May 2027
Visits: Greece, Turkey, Albania, Montenegro, Croatia
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$36,341
From (Per Person)
A$36,341
Save 5,699
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Athens to Athens
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 29 May 2027
Visits: Greece, Turkey
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$12,831
From (Per Person)
A$12,831
Save 1,739
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
Operator: Explora Journeys
Ship: Explora II
Departure: 10 May 2027
Visits: Greece, Turkey
Exclusive Savings
Suite
$14,386
From (Per Person)
A$14,386
Save 294
Per Person
View Trip
22 Day Greek Isles, Evening At Ephesus, Croatia & Slovenia with Seabourn
Cruise

22 Days (21 Nights) Athens to Venice
Operator: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Jul 2028
Visits: Greece, Turkey, Montenegro, Croatia, Slovenia, Italy
Exclusive Savings
Balcony
$23,857
Suite
$42,379
From (Per Person)
A$23,857
Save 495
Per Person
View Trip
29 Day Mediterranean Medley: Italy, Greece & Ephesus with Seabourn
Cruise

29 Days (28 Nights) Rome to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 08 May 2027
Visits: Italy, Sicily, Malta, Croatia, Montenegro, Greece, Turkey
Exclusive Savings
Balcony
$46,880
Suite
-
From (Per Person)
A$46,880
Save 918
Per Person
View Trip
22 Day Mediterranean Mosaic: Italy, Ephesus & Greece with Seabourn
Cruise

22 Days (21 Nights) Dubrovnik to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visits: Croatia, Montenegro, Italy, Greece, Turkey
Exclusive Savings
Balcony
$37,659
Suite
-
From (Per Person)
A$37,659
Save 739
Per Person
View Trip
16 Day Hidden Gems Of Turkey, Greece, Croatia & Slovenia with Seabourn
Cruise

16 Days (15 Nights) Istanbul to Venice
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 29 May 2027
Visits: Turkey, Greece, Montenegro, Croatia, Slovenia, Italy
Exclusive Savings
Balcony
$21,774
Suite
-
From (Per Person)
A$21,774
Save 424
Per Person
View Trip
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Dubrovnik to Zagreb
Operator: APT
Ships: MV Lady Eleganza
Departures: May 2027 to Sep 2028
Visits: Croatia
Exclusive Savings
Oceanview
$8,732
From (Per Person)
A$8,732
Save 1,277
Per Person
View Trip
15 Day Montenegro, Italy, Mykonos & Turkey with Seabourn
Cruise

15 Days (14 Nights) Dubrovnik to Istanbul
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visits: Croatia, Montenegro, Italy, Greece, Turkey
Exclusive Savings
Balcony
$32,602
Suite
-
From (Per Person)
A$32,602
Save 646
Per Person
View Trip
14 Day Croatia & the Dalmatian Coast with Luxury Gold
Tour + Cruise

14 Days Zagreb to Dubrovnik
Operator: Luxury Gold
Departures: Sep 2026 to Sep 2027
Trip Styles: Coach, Small Group, Cruise, Island Hopping, Scenic
Visits: Croatia
Exclusive Savings
From (Per Person)
A$12,347
Save 1,935
Per Person
View Trip
15 Day Greek Isles & Ephesus with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Aug 2027
Visits: Greece, Turkey
Exclusive Savings
Balcony
$17,559
Suite
-
From (Per Person)
A$17,559
Save 497
Per Person
View Trip
12 Day Ancient Empires: Istanbul to Athens with Scenic
New ReleaseCruise

12 Days (11 Nights) Istanbul to Athens
Operator: Scenic
Ship: Scenic Ikon
Departures: May 2028 to Aug 2028
Visits: Turkey, Greece
Complimentary 20min Heli Flight
Exclusive Savings
Balcony
$20,026
Suite
$23,270
From (Per Person)
A$20,026
Save 5,895
Per Person
View Trip
16 Day Hidden Galapagos & Peru with Tauck
Tour + Cruise

16 Days Lima to Quito
Operator: Tauck
Cruise Line: Silversea
Ship: Silver Origin
Departure: 29 May 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Visits: Peru, Ecuador, Galapagos
Complimentary Hotel Night
From (Per Person)
A$27,413
Per Person
View Trip
8 Day Yacht Harbors Of The Aegean Sea with Seabourn
Cruise

8 Days (7 Nights) Istanbul to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Sep 2028
Visits: Turkey, Greece
Exclusive Savings
Balcony
$8,245
Suite
$15,497
From (Per Person)
A$8,245
Save 183
Per Person
View Trip
11 Day Adriatic Gems & Greece with Oceania Cruises
Cruise

11 Days (10 Nights) Trieste to Athens
Operator: Oceania
Ship: Oceania Allura
Departure: 11 May 2028
Visits: Italy, Croatia, Montenegro, Greece
Your World Inclusions
Exclusive Savings
Balcony
$6,108
Suite
$9,891
From (Per Person)
A$6,108
Save 2,172
Per Person
View Trip
11 Day Wonders of the Greek Islands & Aegean Riviera with Scenic
New ReleaseCruise

11 Days (10 Nights) Athens to Athens
Operator: Scenic
Ship: Scenic Ikon
Departure: 27 May 2028
Visits: Greece, Turkey
Complimentary 20min Heli Flight
Exclusive Savings
Balcony
$20,076
Suite
$21,840
From (Per Person)
A$20,076
Save 4,869
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Operator: Silversea
Ship: Silver Origin
Departures: Nov 2026 to Mar 2028
Visits: Ecuador, Galapagos
Exclusive Savings
Balcony
$16,376
Suite
$25,340
From (Per Person)
A$16,376
Save 8,749
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
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Sep 2027 to Oct 2028
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$11,051
Balcony
$16,135
Suite
$14,726
From (Per Person)
A$11,051
Save 3,230
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
Operator: APT
Departures: May 2027 to Oct 2028
Trip Styles: Small Group, Cruise, Island Hopping, Wildlife, Scenic
Visits: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$42,257
Save 3,126
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Operator: Silversea
Ship: Silver Origin
Departures: Dec 2026 to Mar 2028
Visits: Ecuador, Galapagos
Exclusive Savings
Balcony
$18,032
Suite
$26,910
From (Per Person)
A$18,032
Save 8,153
Per Person
View Trip
15 Day Crete, Evening At Ephesus & Aegean Yacht Harbors with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Aug 2028
Visits: Greece, Turkey
Exclusive Savings
Balcony
$17,276
Suite
$32,172
From (Per Person)
A$17,276
Save 378
Per Person
View Trip
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