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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 39 unique trip itineraries and 153 departures from the world's leading touring operators.
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39 Trips (153 Departures)
39 Trips (153 Departures)
Departures
Duration
8 Days
31 Days
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Price
$2,300pp
$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
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 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 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
$3,401
Oceanview
$3,680
Balcony
$4,499
Suite
$6,305
From (Per Person)
A$3,401
Save 228
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 182
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
$10,143
Suite
$13,181
From (Per Person)
A$10,143
Save 256
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
$15,092
From (Per Person)
A$15,092
Save 308
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
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
$12,544
Suite
$16,611
From (Per Person)
A$12,544
Save 256
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 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
$7,056
From (Per Person)
A$7,056
Save 171
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
$8,044
Oceanview
$8,695
Balcony
$10,678
Suite
$15,035
From (Per Person)
A$8,044
Save 545
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
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 Hidden Gems Of Turkey & Greece with Seabourn
Cruise

8 Days (7 Nights) Istanbul to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departures: May 2027 to Oct 2027
Visits: Turkey, Greece
Exclusive Savings
Balcony
$9,710
Suite
$19,412
From (Per Person)
A$9,710
Save 235
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
$34,430
Suite
-
From (Per Person)
A$34,430
Save 683
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
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
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
$11,956
Balcony
$14,749
Suite
$21,756
From (Per Person)
A$11,956
Save 244
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Ray
Departures: May 2028 to Sep 2028
Visits: Greece, Turkey
Exclusive Savings
Balcony
$9,604
Suite
$13,769
From (Per Person)
A$9,604
Save 207
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
$19,061
Suite
$25,529
From (Per Person)
A$19,061
Save 1,176
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
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Operator: Silversea
Ship: Silver Origin
Departures: Oct 2026 to Mar 2028
Visits: Ecuador, Galapagos
Exclusive Savings
Balcony
$18,914
Suite
$26,264
From (Per Person)
A$18,914
Save 1,099
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
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Operator: APT
Ships: MV Lady Eleganza
Departures: Sep 2026 to Sep 2028
Visits: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Savings
Inside
$16,924
Oceanview
$10,897
From (Per Person)
A$12,269
Save 2,598
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
$39,717
Suite
-
From (Per Person)
A$39,717
Save 781
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
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
$23,048
Suite
-
From (Per Person)
A$23,048
Save 450
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
$22,779
Suite
$41,693
From (Per Person)
A$22,779
Save 547
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
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
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