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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 63 unique trip itineraries and 205 departures from the world's leading touring operators.
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63 Trips (205 Departures)
63 Trips (205 Departures)
Departures
Duration
7 Days
37 Days
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Price
$3,200pp
$80,995pp
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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
Suite
$10,867
From (Per Person)
A$8,099
Save 3,215
Per Person
View Trip
11 Day Autumn Adventure with Oceania Cruises
Cruise
 (1)

11 Days (10 Nights) Venice to Athens
Operator: Oceania
Ship: Oceania Insignia
Departure: 15 October 2027
Visits: Italy, Croatia, Greece
Your World Inclusions
Exclusive Savings
Inside
$3,995
Oceanview
$4,276
Balcony
$6,595
Suite
$9,456
From (Per Person)
A$3,995
Save 2,075
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
$18,115
From (Per Person)
A$18,115
Save 370
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
$3,615
Oceanview
$3,923
Balcony
$4,798
Suite
$6,716
From (Per Person)
A$3,615
Save 244
Per Person
View Trip
15 Day Greece Intensive Combination Cruise: Volos, Santorini & Mykonos with Azamara Cruises
Cruise
 (5)

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
$7,201
Oceanview
$7,769
Balcony
$9,473
Suite
$13,215
From (Per Person)
A$7,201
Save 488
Per Person
View Trip
25 Day Greece Intensive Combination Cruise: Delphi, Thessaloniki & Rhodes with Azamara Cruises
Cruise
 (5)

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
$12,190
Oceanview
$13,140
Balcony
$16,054
Suite
$22,469
From (Per Person)
A$12,190
Save 829
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
$6,586
From (Per Person)
A$6,586
Save 134
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
Suite
$29,352
From (Per Person)
A$22,002
Save 6,388
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
$3,587
Oceanview
$3,884
Balcony
$4,760
Suite
$6,687
From (Per Person)
A$3,587
Save 242
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
$12,485
From (Per Person)
A$12,485
Save 255
Per Person
View Trip
15 Day Turkey, Greece & Roman Gems with Seabourn
Cruise
 (1)

15 Days (14 Nights) Istanbul to Rome
Operator: Seabourn
Ship: Seabourn Quest
Departure: 18 October 2026
Visits: Turkey, Greece, Albania, Italy
Exclusive Savings
Oceanview
-
Balcony
$17,363
Suite
$33,729
From (Per Person)
A$17,363
Save 335
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
$11,378
Suite
$16,738
From (Per Person)
A$11,378
Save 7,972
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
$7,594
Oceanview
$8,208
Balcony
$10,061
Suite
$14,120
From (Per Person)
A$7,594
Save 515
Per Person
View Trip
8 Day Mediterranean Enchantment with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Athens to Dubrovnik
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya, Emerald Kaia
Departures: Jun 2027 to Sep 2028
Visits: Greece, Albania, Montenegro, Croatia
Exclusive Savings
Oceanview
$8,246
Suite
$11,015
From (Per Person)
A$8,246
Save 2,649
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
8 Day Greece Intensive Cruise: Chios, Rhodes & Santorini with Azamara Cruises
Cruise
 (5)

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
$4,778
Suite
$6,696
From (Per Person)
A$3,596
Save 243
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
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
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
Departures: Sep 2026 to Oct 2026
Visits: Greece, Croatia, Italy, Montenegro
Exclusive Savings
Suite
$17,023
From (Per Person)
A$17,023
Save 668
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
$29,944
From (Per Person)
A$29,944
Save 611
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 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
Departures: Sep 2026 to Oct 2026
Visits: Greece, Croatia, Italy
Exclusive Savings
Suite
$7,820
From (Per Person)
A$7,820
Save 161
Per Person
View Trip
12 Day Greece Cruise: Crete, Mykonos & Santorini with Azamara Cruises
Cruise
 (8)

12 Days (11 Nights) Venice to Athens
Operator: Azamara
Ship: Azamara Onward
Departure: 06 October 2026
Visits: Italy, Greece, Turkey
Azamara Always Included
Exclusive Savings
Inside
$4,680
Oceanview
$4,141
Balcony
-
Suite
-
From (Per Person)
A$4,141
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 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
$9,143
Suite
$13,328
From (Per Person)
A$9,143
Save 6,407
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
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
11 Day Greece, Cyprus & Turkey: Paros, Limassol & Antalya with Azamara Cruises
Cruise
 (6)

11 Days (10 Nights) Athens to Athens
Operator: Azamara
Ship: Azamara Quest
Departure: 14 October 2026
Visits: Greece, Cyprus, Turkey
Azamara Always Included
Exclusive Savings
Inside
$4,305
Oceanview
$4,354
Balcony
-
Suite
-
From (Per Person)
A$4,305
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
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
Suite
$11,017
From (Per Person)
A$8,249
Save 2,224
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
$14,700
Suite
$12,975
From (Per Person)
A$12,975
Save 3,575
Per Person
View Trip
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