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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 40 unique trip itineraries and 116 departures from the world's leading touring operators.
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40 Trips (116 Departures)
40 Trips (116 Departures)
Departures
Duration
7 Days
37 Days
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Price
$2,700pp
$82,290pp
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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, Emerald Kaia
Departures: Jul 2027 to Aug 2028
Visits: Croatia, Montenegro, Albania, Greece
Exclusive Savings
Oceanview
$8,099
Balcony
$12,112
Suite
$10,867
From (Per Person)
A$13,878
Save 2,273
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
$4,883
Oceanview
$6,270
Balcony
$7,454
Suite
$10,732
From (Per Person)
A$4,883
Save 2,137
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
$3,833
Oceanview
$4,147
Balcony
$5,078
Suite
$7,136
From (Per Person)
A$3,833
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 2,173
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
$8,281
Suite
$13,965
From (Per Person)
A$8,281
Save 4,719
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
$13,755
Oceanview
$14,852
Balcony
$18,224
Suite
$25,642
From (Per Person)
A$13,755
Per Person
View Trip
8 Day Greece Intensive Cruise: Rhodes, Patmos & Mykonos with Azamara Cruises
Cruise
 (9)

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
$3,974
Oceanview
$4,287
Balcony
$5,228
Suite
$7,296
From (Per Person)
A$3,974
Per Person
View Trip
13 Day Greece & Turkey Cruise: Thessaloniki, Istanbul & Rhodes with Azamara Cruises
Cruise
 (9)

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
$5,626
Oceanview
$6,401
Balcony
$8,312
Suite
$11,771
From (Per Person)
A$5,626
Per Person
View Trip
15 Day Greece Intensive Combination Cruise: Santorini, Rhodes & Patmos with Azamara Cruises
Cruise
 (9)

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
$8,280
Oceanview
$8,927
Balcony
$10,916
Suite
$15,287
From (Per Person)
A$8,280
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
$14,479
From (Per Person)
A$14,479
Save 296
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
$7,134
From (Per Person)
A$7,134
Save 146
Per Person
View Trip
8 Day Greece Intensive Cruise: Athens, Santorini & Crete with Azamara Cruises
Cruise
 (9)

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
$3,904
Oceanview
$4,217
Balcony
$5,168
Suite
$7,226
From (Per Person)
A$3,904
Per Person
View Trip
15 Day Greece Intensive Combination Cruise: Volos, Santorini & Mykonos with Azamara Cruises
New ReleaseCruise
 (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
$8,090
Oceanview
$8,736
Balcony
$10,716
Suite
$15,038
From (Per Person)
A$8,090
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
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
$7,644
From (Per Person)
A$7,644
Save 188
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
$25,997
Suite
-
From (Per Person)
A$25,997
Save 501
Per Person
View Trip
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Zagreb to Dubrovnik
Operator: APT
Ships: MV Lady Eleganza
Departures: Jun 2027 to Oct 2028
Visits: Croatia
Exclusive Savings
Oceanview
$8,928
From (Per Person)
A$8,928
Save 1,273
Per Person
View Trip
15 Day Discover the Eastern Mediterranean with Emerald Cruises
New ReleaseCruise

15 Days (14 Nights) Athens to Dubrovnik
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jul 2027 to Oct 2027
Visits: Greece, Turkey, Albania, Montenegro, Croatia
Exclusive Savings
Oceanview
$16,153
Balcony
$25,555
Suite
$57,533
From (Per Person)
A$16,153
Save 5,485
Per Person
View Trip
8 Day Classical Greece with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Athens to Athens
Operator: Emerald Cruises
Ships: Emerald Raiya
Departures: Jun 2027 to Oct 2028
Visits: Greece, Turkey
Free Night
Exclusive Savings
Oceanview
$8,785
Balcony
$11,725
Suite
$17,615
From (Per Person)
A$8,785
Save 2,172
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
15 Day Peru & the Galapagos Islands with Tauck
Tour + Cruise

15 Days Lima to Guayaquil
Operator: Tauck
Departures: Apr 2027 to Oct 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Complimentary Hotel Night
From (Per Person)
A$22,166
Per Person
View Trip
15 Day Greek Isles & Ephesus with Seabourn
Cruise

15 Days (14 Nights) Athens to Athens
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 16 October 2027
Visits: Greece, Turkey
Exclusive Savings
Balcony
$20,788
Suite
-
From (Per Person)
A$20,788
Save 405
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
$12,018
Suite
$17,615
From (Per Person)
A$9,078
Save 2,731
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
$11,956
Suite
$11,267
From (Per Person)
A$8,498
Save 3,221
Per Person
View Trip
15 Day Dalmatian Gems, Malta, Italy, Greece & Turkey with Seabourn
Cruise

15 Days (14 Nights) Venice to Istanbul
Operator: Seabourn
Ship: Seabourn Ovation
Departure: 09 October 2027
Visits: Italy, Slovenia, Croatia, Montenegro, Greece, Turkey
Exclusive Savings
Balcony
$19,225
Suite
-
From (Per Person)
A$19,225
Save 373
Per Person
View Trip
8 Day Greeks & Byzantines with Oceania Cruises
Cruise

8 Days (7 Nights) Athens to Istanbul
Operator: Oceania
Ship: Oceania Sonata
Departure: 14 October 2027
Visits: Greece, Turkey
Your World Inclusions
Exclusive Savings
Balcony
$5,772
Suite
$7,945
From (Per Person)
A$5,772
Save 2,138
Per Person
View Trip
13 Day Athens (Piraeus) to Fusina (Venice) with Silversea
Cruise

13 Days (12 Nights) Athens to Venice
Operator: Silversea
Ship: Silver Dawn
Departure: 05 October 2028
Visits: Greece, Croatia, Slovenia, Italy
Exclusive Savings
Oceanview
$11,079
Balcony
$12,036
Suite
$21,533
From (Per Person)
A$11,079
Save 2,221
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
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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