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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 45 unique trip itineraries and 145 departures from the world's leading touring operators.
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45 Trips (145 Departures)
45 Trips (145 Departures)
Departures
Duration
7 Days
37 Days
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Price
$2,500pp
$117,390pp
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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 5,505
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
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
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
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
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
$3,974
Oceanview
$4,287
Balcony
$5,228
Suite
$7,296
From (Per Person)
A$3,974
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
$7,673
From (Per Person)
A$7,673
Save 157
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
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
$8,280
Oceanview
$8,927
Balcony
$10,916
Suite
$15,287
From (Per Person)
A$8,280
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
$8,638
Balcony
$12,163
Suite
$11,015
From (Per Person)
A$8,736
Save 2,747
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 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 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
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
$13,514
From (Per Person)
A$13,514
Save 276
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
$6,165
Oceanview
$7,028
Balcony
$9,154
Suite
$12,996
From (Per Person)
A$6,165
Save 94
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
$3,904
Oceanview
$4,217
Balcony
$5,168
Suite
$7,226
From (Per Person)
A$3,904
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 184
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
$115,042
From (Per Person)
A$115,042
Save 2,348
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
$14,014
Suite
$17,934
From (Per Person)
A$14,014
Save 310
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
$21,690
From (Per Person)
A$16,153
Save 5,485
Per Person
View Trip
11 Day Athens to Athens with Silversea
Cruise

11 Days (10 Nights) Athens to Athens
Operator: Silversea
Ship: Silver Spirit
Departure: 28 October 2026
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$12,250
Balcony
$13,230
Suite
$12,544
From (Per Person)
A$12,250
Save 250
Per Person
View Trip
11 Day Yachting the Less-travelled Greek Isles, Mykonos and Turkey with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Athens
Operator: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Sep 2027 to Oct 2028
Visits: Greece, Turkey
Exclusive Savings
Oceanview
$11,051
Balcony
$16,135
Suite
$14,726
From (Per Person)
A$11,051
Save 3,230
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
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 Sep 2027
Visits: Ecuador, Galapagos
Exclusive Savings
Balcony
$17,591
Suite
$30,066
From (Per Person)
A$17,591
Save 1,179
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
$12,054
Balcony
$13,034
Suite
$24,304
From (Per Person)
A$12,054
Save 1,996
Per Person
View Trip
26 Day Best of South America with Galápagos Cruise with APT
New ReleaseTour + Cruise

26 Days Rio de Janeiro to Guayaquil
Operator: APT
Departures: Sep 2027 to Nov 2028
Interests: Small Group, Cruise, Island Hopping, Wildlife
Visits: Brazil, Argentina, Chile, Peru, Ecuador, Galapagos
Exclusive Savings
From (Per Person)
A$36,277
Save 2,118
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
$20,597
Suite
-
From (Per Person)
A$20,597
Save 401
Per Person
View Trip
13 Day Civitavecchia (Rome) to Athens (Piraeus) with Silversea
Cruise

13 Days (12 Nights) Rome to Athens
Operator: Silversea
Ship: Silver Dawn
Departure: 10 October 2027
Visits: Italy, Sicily, Malta, Greece, Turkey
Exclusive Savings
Oceanview
$12,397
Balcony
$14,749
Suite
$28,910
From (Per Person)
A$12,397
Save 3,753
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
Interests: Coach, Cruise, Island Hopping, Wildlife
Visits: Peru, Ecuador, Galapagos
Complimentary Hotel Night
From (Per Person)
A$22,166
Per Person
View Trip
7 Day Adriatic Adventure with APT
New ReleaseCruise

7 Days (6 Nights) Dubrovnik to Split
Operator: APT
Ship: MV Lady Eleganza
Departure: 16 October 2028
Visits: Croatia
Exclusive Savings
Oceanview
$6,770
From (Per Person)
A$6,770
Save 1,225
Per Person
View Trip
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