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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 38 unique trip itineraries and 119 departures from the world's leading touring operators.
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38 Trips (119 Departures)
38 Trips (119 Departures)
Departures
Duration
8 Days
31 Days
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Price
$2,300pp
$143,710pp
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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
Exclusive Savings
Oceanview
$8,099
Balcony
$10,867
Suite
$10,867
From (Per Person)
A$8,099
Save 2,273
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
$7,384
From (Per Person)
A$7,384
Save 171
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
$13,312
From (Per Person)
A$13,312
Save 1,748
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 Greece Intensive Cruise: Syros, Patmos & Rhodes with Azamara Cruises
Cruise
 (6)

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
$3,579
Oceanview
$3,873
Balcony
$4,735
Suite
$6,636
From (Per Person)
A$3,579
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
$6,909
Suite
$9,751
From (Per Person)
A$6,909
Save 3,641
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
$11,074
Suite
$14,896
From (Per Person)
A$11,074
Save 1,976
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
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
$7,879
From (Per Person)
A$7,879
Save 184
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 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 2,661
Per Person
View Trip
17 Day Greece & Croatia Combination Cruise: Rhodes, Santorini & Hvar with Azamara Cruises
Cruise
 (6)

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
$8,464
Oceanview
$9,150
Balcony
$11,238
Suite
$15,824
From (Per Person)
A$8,464
Per Person
View Trip
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Operator: APT
Ships: MV Lady Eleganza
Departures: Jul 2027 to Sep 2028
Visits: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Savings
Oceanview
$12,269
From (Per Person)
A$12,269
Save 1,344
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
$17,461
Suite
$34,841
From (Per Person)
A$17,461
Save 509
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
$7,853
Suite
$15,301
From (Per Person)
A$7,853
Save 211
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
$15,806
Suite
$31,388
From (Per Person)
A$15,806
Save 400
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
30 Day Mediterranean Medley: Italy, Turkey, Greece & Balkans with Seabourn
Cruise

30 Days (29 Nights) Dubrovnik to Venice
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 15 May 2027
Visits: Croatia, Montenegro, Italy, Greece, Turkey, Slovenia
Exclusive Savings
Balcony
$53,477
Suite
-
From (Per Person)
A$53,477
Save 1,051
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
8 Day A Journey Of Ancient Myths & Island Serenity with Explora Journeys
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Explora Journeys
Ship: Explora I
Departure: 13 May 2028
Visits: Greece, Turkey
Exclusive Savings
Suite
$6,674
From (Per Person)
A$6,674
Save 136
Per Person
View Trip
15 Day An Extended Journey Of Lush Island Vistas, Roman Ruins & Hidden Coves with Explora Journeys
Cruise

15 Days (14 Nights) Athens to Venice
Operator: Explora Journeys
Ship: Explora I
Departure: 13 May 2028
Visits: Greece, Turkey, Montenegro, Croatia, Italy
Exclusive Savings
Suite
$13,323
From (Per Person)
A$13,323
Save 272
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
$24,440
Suite
-
From (Per Person)
A$24,440
Save 478
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
$8,830
From (Per Person)
A$8,830
Save 1,277
Per Person
View Trip
16 Day Hidden Galapagos & Peru with Tauck
Tour + Cruise

16 Days Lima to Quito or Lima to Guayaquil
Operator: Tauck
Cruise Line: Silversea
Ships: Silver Origin
Departures: Oct 2026 to 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
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
$6,574
Suite
$10,619
From (Per Person)
A$6,574
Save 2,186
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
$21,799
Suite
$41,203
From (Per Person)
A$21,799
Save 529
Per Person
View Trip
13 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise

13 Days (12 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Shadow
Departure: 28 May 2028
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$10,241
Balcony
$13,034
Suite
$20,041
From (Per Person)
A$10,241
Save 1,959
Per Person
View Trip
14 Day Croatia & the Dalmatian Coast with Luxury Gold
Tour + Cruise

14 Days Zagreb to Dubrovnik
Operator: Luxury Gold
Departures: May 2027 to Sep 2027
Trip Styles: Coach, Small Group, Cruise, Island Hopping, Scenic
Visits: Croatia
Exclusive Savings
From (Per Person)
A$12,739
Save 1,308
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
$31,686
Suite
-
From (Per Person)
A$31,686
Save 627
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
$46,292
Suite
-
From (Per Person)
A$46,292
Save 906
Per Person
View Trip
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