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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 170 departures from the world's leading touring operators.
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38 Trips (170 Departures)
38 Trips (170 Departures)
Departures
Duration
8 Days
31 Days
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Price
$3,100pp
$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
Suite
$10,867
From (Per Person)
A$8,099
Save 3,205
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
-
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
$15,092
From (Per Person)
A$15,092
Save 308
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
$10,324
Suite
$18,924
From (Per Person)
A$10,324
Save 4,726
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
Exclusive Savings
Oceanview
$8,498
Suite
$11,267
From (Per Person)
A$8,498
Save 2,747
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
$7,056
From (Per Person)
A$7,056
Save 166
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
$7,391
Oceanview
$7,987
Balcony
$9,793
Suite
$13,759
From (Per Person)
A$7,391
Save 498
Per Person
View Trip
8 Day Greece Intensive Cruise: Syros, Patmos & Rhodes with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Operator: Azamara
Ships: Azamara Journey, Azamara Onward
Departures: Sep 2026 to May 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,131
Oceanview
$3,391
Balcony
$4,136
Suite
$5,784
From (Per Person)
A$3,131
Save 208
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
$6,791
Suite
$15,239
From (Per Person)
A$6,791
Save 4,759
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 160
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
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Operator: APT
Ships: MV Lady Eleganza
Departures: May 2027 to Sep 2028
Visits: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Savings
Oceanview
$12,073
From (Per Person)
A$12,073
Save 1,353
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
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
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
$15,512
Suite
$23,548
From (Per Person)
A$15,512
Save 352
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
$21,480
Suite
$38,238
From (Per Person)
A$21,480
Save 418
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
$28,408
Suite
-
From (Per Person)
A$28,408
Save 560
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 Gardens of the Italian Lakes, Slovenia & Croatian Islands Cruise with APT
Tour + Cruise

15 Days Milan to Dubrovnik
Operator: APT
Ship: MV Lady Eleganza
Departure: 25 May 2027
Trip Styles: Coach, Cruise, Gardens, Island Hopping, Scenic
Visits: Italy, Slovenia, Croatia
Exclusive Savings
Oceanview
$19,122
From (Per Person)
A$19,122
Save 373
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
$23,563
Suite
$35,323
From (Per Person)
A$23,563
Save 493
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
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
Exclusive Savings
Balcony
$18,312
Suite
$21,840
From (Per Person)
A$18,312
Save 4,833
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
$8,436
Suite
$16,780
From (Per Person)
A$8,436
Save 206
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
$8,735
Suite
$14,321
From (Per Person)
A$8,735
Save 179
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
$17,173
Suite
$28,861
From (Per Person)
A$17,173
Save 5,497
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
$14,815
Suite
$48,527
From (Per Person)
A$14,815
Save 449
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
$51,282
Suite
-
From (Per Person)
A$51,282
Save 1,006
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
$17,375
Suite
$29,106
From (Per Person)
A$17,375
Save 5,486
Per Person
View Trip
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