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Luxury Island Hopping Trips Starting In October 2026, 2027 and 2028

Are you looking to embark on a luxury island hopping trip in October 2026, 2027 or 2028? Choose from 60 unique trip itineraries and 192 departures from the world's leading touring operators.
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60 Trips (192 Departures)
60 Trips (192 Departures)
Departures
Duration
7 Days
37 Days
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Price
$2,500pp
$138,225pp
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8 Day Mediterranean Enchantment with Emerald Cruises
Cruise

8 Days (7 Nights) Dubrovnik to Athens
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya +2 more, Emerald Kaia, 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 Turkey & Greek Isle Gems with Seabourn
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Operator: Seabourn
Ship: Seabourn Quest
Departure: 18 October 2026
Visits: Turkey, Greece
Exclusive Savings
Oceanview
-
Balcony
$9,906
Suite
$19,706
From (Per Person)
A$9,906
Save 192
Per Person
View Trip
11 Day A Journey Through Greece’s Icons To Italy’s Hidden Coastlines with Explora Journeys
Cruise
 (1)

11 Days (10 Nights) Athens to Venice
Operator: Explora Journeys
Ship: Explora II
Departure: 19 October 2026
Visits: Greece, Montenegro, Italy, Croatia
Exclusive Savings
Suite
$9,619
From (Per Person)
A$9,619
Save 196
Per Person
View Trip
18 Day An Extended Journey Of Changing Light & Coastal Lives with Explora Journeys
Cruise
 (1)

18 Days (17 Nights) Venice to Venice
Operator: Explora Journeys
Ship: Explora II
Departure: 12 October 2026
Visits: Italy, Croatia, Montenegro, Greece
Exclusive Savings
Suite
$18,409
From (Per Person)
A$18,409
Save 376
Per Person
View Trip
15 Day An Extended Journey of Marble Cities & Sapphire Seas with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 05 October 2026
Visits: Greece, Croatia, Italy, Montenegro
Exclusive Savings
Suite
$23,197
From (Per Person)
A$23,197
Save 473
Per Person
View Trip
21 Day Discover Western Mediterranean with Emerald Cruises
New ReleaseCruise
 (3)

21 Days (20 Nights) Athens to Valletta
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 18 October 2028
Visits: Greece, Turkey, Sicily, Malta
Exclusive Savings
Oceanview
$22,002
Balcony
-
Suite
$29,352
From (Per Person)
A$22,002
Save 6,388
Per Person
View Trip
25 Day Greece Intensive Combination Cruise: Delphi, Thessaloniki & Rhodes with Azamara Cruises
Cruise
 (6)

25 Days (24 Nights) Venice to Athens
Operator: Azamara
Ship: Azamara Journey
Departure: 11 October 2028
Visits: Italy, Slovenia, Croatia, Montenegro, Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$12,740
Oceanview
$13,773
Balcony
$16,938
Suite
$23,893
From (Per Person)
A$12,740
Save 869
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
$6,835
From (Per Person)
A$6,835
Save 174
Per Person
View Trip
15 Day An Extended Journey Of Greek Isles, Turkish Landmarks & Classic Legends with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 04 October 2027
Visits: Greece, Turkey
Exclusive Savings
Suite
$12,760
From (Per Person)
A$12,760
Save 260
Per Person
View Trip
15 Day Discover the Eastern Mediterranean with Emerald Cruises
New ReleaseCruise
 (3)

15 Days (14 Nights) Dubrovnik to Athens
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 09 October 2027
Visits: Croatia, Montenegro, Albania, Greece, Turkey
Exclusive Savings
Oceanview
-
Balcony
-
Suite
$51,041
From (Per Person)
A$51,041
Save 10,999
Per Person
View Trip
13 Day Greece & Turkey Cruise: Thessaloniki, Istanbul & Rhodes with Azamara Cruises
Cruise
 (8)

13 Days (12 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Onward
Departure: 30 October 2027
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$5,784
Oceanview
$6,594
Balcony
$8,586
Suite
$12,189
From (Per Person)
A$5,784
Save 395
Per Person
View Trip
8 Day Greece Intensive Cruise: Chios, Rhodes & Santorini with Azamara Cruises
Cruise
 (6)

8 Days (7 Nights) Istanbul to Athens
Operator: Azamara
Ship: Azamara Journey
Departure: 28 October 2028
Visits: Turkey, Greece
Azamara Always Included
Exclusive Savings
Inside
$3,596
Oceanview
$3,894
Balcony
$4,769
Suite
$6,696
From (Per Person)
A$3,596
Save 243
Per Person
View Trip
15 Day Greece Intensive Combination Cruise: Santorini, Rhodes & Patmos with Azamara Cruises
Cruise
 (8)

15 Days (14 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Onward
Departure: 07 October 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$7,650
Oceanview
$8,264
Balcony
$10,126
Suite
$14,223
From (Per Person)
A$7,650
Save 519
Per Person
View Trip
12 Day Ionian & Aegean Wonders with Oceania Cruises
Cruise
 (4)

12 Days (11 Nights) Rome to Athens
Operator: Oceania
Ship: Oceania Marina
Departure: 26 October 2028
Visits: Italy, Sicily, Malta, Greece
Your World Inclusions
Exclusive Savings
Inside
$4,621
Oceanview
$5,970
Balcony
$7,124
Suite
$10,432
From (Per Person)
A$4,621
Save 2,129
Per Person
View Trip
15 Day Greece Intensive Combination Cruise: Volos, Santorini & Mykonos with Azamara Cruises
Cruise
 (6)

15 Days (14 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Journey
Departure: 21 October 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$7,527
Oceanview
$8,132
Balcony
$9,985
Suite
$14,044
From (Per Person)
A$7,527
Save 512
Per Person
View Trip
8 Day Greece Intensive Cruise: Rhodes, Patmos & Mykonos with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Onward
Departure: 14 October 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,643
Oceanview
$3,941
Balcony
$4,826
Suite
$6,762
From (Per Person)
A$3,643
Save 246
Per Person
View Trip
8 Day Athens to Athens with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Nova
Departures: Oct 2026
Visits: Greece, Turkey
Exclusive Savings
Balcony
$9,016
Suite
$13,328
From (Per Person)
A$9,016
Save 1,934
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Athens to Athens
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya, Emerald Sakara
Departures: Jul 2027 to Oct 2028
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$8,249
Balcony
$11,017
Suite
$11,017
From (Per Person)
A$8,249
Save 5,494
Per Person
View Trip
22 Day An Extended Journey Of Returning Tides & New Shores with Explora Journeys
Cruise
 (1)

22 Days (21 Nights) Athens to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 19 October 2026
Visits: Greece, Montenegro, Italy, Croatia
Exclusive Savings
Suite
$21,050
From (Per Person)
A$21,050
Save 430
Per Person
View Trip
8 Day A Journey Of Lush Landscapes & Golden Enchantment with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Athens to Venice
Operator: Explora Journeys
Ship: Explora II
Departure: 05 October 2026
Visits: Greece, Croatia, Italy
Exclusive Savings
Suite
$8,516
From (Per Person)
A$8,516
Save 174
Per Person
View Trip
8 Day A Journey Of Ancient Echoes & Island Grace with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 11 October 2027
Visits: Turkey, Greece
Exclusive Savings
Suite
$6,723
From (Per Person)
A$6,723
Save 137
Per Person
View Trip
12 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

12 Days (11 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Nova
Departures: Jun 2027 to Oct 2027
Visits: Greece, Turkey
Exclusive Savings
Balcony
$10,437
Suite
$14,504
From (Per Person)
A$10,437
Save 3,721
Per Person
View Trip
8 Day Athens to Athens with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Nova
Departure: 19 October 2026
Visits: Greece, Turkey
Exclusive Savings
Balcony
$8,428
Suite
$13,034
From (Per Person)
A$8,428
Save 1,922
Per Person
View Trip
8 Day Greece Intensive Cruise: Athens, Santorini & Crete with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Onward
Departure: 07 October 2028
Visits: Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$3,605
Oceanview
$3,903
Balcony
$4,788
Suite
$6,733
From (Per Person)
A$3,605
Save 244
Per Person
View Trip
8 Day Greek Isles & Ephesus with Seabourn
Cruise
 (1)

8 Days (7 Nights) Athens to Istanbul
Operator: Seabourn
Ship: Seabourn Quest
Departure: 11 October 2026
Visits: Greece, Turkey
Exclusive Savings
Oceanview
-
Balcony
$11,278
Suite
$20,392
From (Per Person)
A$11,278
Save 220
Per Person
View Trip
12 Day A Journey Through Seaside Legends & Living History with Explora Journeys
Cruise
 (1)

12 Days (11 Nights) Venice to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 29 October 2026
Visits: Italy, Croatia, Greece
Exclusive Savings
Suite
$8,624
From (Per Person)
A$8,624
Save 176
Per Person
View Trip
22 Day An Extended Journey Across Stories, Shores & Changing Seasl with Explora Journeys
Cruise
 (1)

22 Days (21 Nights) Venice to Athens
Operator: Explora Journeys
Ship: Explora II
Departure: 29 October 2026
Visits: Italy, Croatia, Greece, Montenegro, Albania
Exclusive Savings
Suite
$28,479
From (Per Person)
A$28,479
Save 581
Per Person
View Trip
8 Day Istanbul to Athens Adventure with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Istanbul to Athens
Operator: Emerald Cruises
Ships: Emerald Raiya
Departures: Aug 2027 to Oct 2028
Visits: Turkey, Greece
Free Night
Exclusive Savings
Oceanview
$9,078
Balcony
$11,187
Suite
$17,615
From (Per Person)
A$9,078
Save 3,208
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
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 229
Per Person
View Trip
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