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Luxury Island Hopping Trips Starting In October 2027 and 2028

Are you looking to embark on a luxury island hopping trip in October 2027 or 2028? Choose from 56 unique trip itineraries and 196 departures from the world's leading touring operators.
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56 Trips (196 Departures)
56 Trips (196 Departures)
Departures
Duration
7 Days
37 Days
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Price
$2,500pp
$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
Balcony
$10,867
Suite
$10,867
From (Per Person)
A$8,099
Save 2,273
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
$20,653
From (Per Person)
A$20,653
Save 422
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
$13,034
From (Per Person)
A$13,034
Save 266
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
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
$8,085
From (Per Person)
A$8,085
Save 165
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
$3,834
Oceanview
$4,147
Balcony
$5,078
Suite
$7,117
From (Per Person)
A$3,834
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: 12 October 2026
Visits: Greece, Turkey
Exclusive Savings
Balcony
$10,437
Suite
$15,337
From (Per Person)
A$10,437
Save 213
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
$3,784
Oceanview
$4,098
Balcony
$5,019
Suite
$7,048
From (Per Person)
A$3,784
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
$37,524
From (Per Person)
A$37,524
Save 766
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
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
$8,050
Oceanview
$8,697
Balcony
$10,657
Suite
$14,969
From (Per Person)
A$8,050
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
$6,378
Balcony
$7,848
Suite
$19,902
From (Per Person)
A$6,378
Save 120
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
$10,143
Suite
$14,749
From (Per Person)
A$10,143
Save 207
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
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
$3,794
Oceanview
$4,107
Balcony
$5,038
Suite
$7,087
From (Per Person)
A$3,794
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
$6,087
Oceanview
$6,939
Balcony
$9,036
Suite
$12,829
From (Per Person)
A$6,087
Save 92
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
Free Night
Exclusive Savings
Oceanview
$8,246
Balcony
$12,163
Suite
$11,015
From (Per Person)
A$8,246
Save 2,747
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
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
$6,894
From (Per Person)
A$6,894
Save 141
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
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
$13,867
Suite
$17,934
From (Per Person)
A$13,867
Save 310
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
$77,616
From (Per Person)
A$77,616
Save 1,584
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
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
8 Day At the Heart of the Greek Islands with Ponant
Cruise

8 Days (7 Nights) Athens to Athens
Operator: Ponant
Ship: Le Champlain
Departure: 25 October 2026
Visits: Greece, Turkey
Exclusive Savings
Balcony
$9,225
Suite
$25,724
From (Per Person)
A$9,225
Save 255
Per Person
View Trip
11 Day Aegean Odyssey: Athens to Istanbul with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Istanbul
Operator: Emerald Cruises
Ship: Emerald Raiya
Departure: 06 October 2027
Visits: Greece, Turkey
Exclusive Savings
Balcony
$16,388
Suite
$38,144
From (Per Person)
A$16,388
Save 4,057
Per Person
View Trip
13 Day The Histories of the Mediterranean with Emerald Cruises
New ReleaseCruise

13 Days (12 Nights) Athens to Larnaca
Operator: Emerald Cruises
Ship: Emerald Raiya
Departure: 25 October 2028
Visits: Greece, Turkey, Cyprus
Exclusive Savings
Oceanview
$14,187
Balcony
$19,087
Suite
$30,494
From (Per Person)
A$14,187
Save 3,758
Per Person
View Trip
22 Day Mediterranean Mosaic: Greece, Ephesus, Italy & Spain with Seabourn
Cruise

22 Days (21 Nights) Athens to Barcelona
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 16 October 2027
Visits: Greece, Turkey, Malta, Sicily, Sardinia, Spain
Exclusive Savings
Balcony
$27,663
Suite
$87,452
From (Per Person)
A$27,663
Save 535
Per Person
View Trip
8 Day Croatian Coast and the Best of the Adriatic with Emerald Cruises
Cruise

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
14 Day Aegean Voyage: Athens to Istanbul with Tauck
New ReleaseTour + Cruise

14 Days Athens to Istanbul
Operator: Tauck
Departure: 09 October 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visits: Greece, Turkey
Complimentary Hotel Night
From (Per Person)
A$20,681
Per Person
View Trip
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