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

Are you looking to embark on a luxury island hopping trip in September 2026, 2027 or 2028? Choose from 45 unique trip itineraries and 204 departures from the world's leading touring operators.
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45 Trips (204 Trip Departures)
15 Day Ephesus, Grecian Gems & Adriatic with Seabourn
Cruise
 (1)

15 Days (14 Nights) Venice to Athens
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jul 2026 to Sep 2026
Visit: Italy, Croatia, Montenegro, Greece, Turkey
Yours to Explore
Inside
-
Oceanview
-
Balcony
$11,499
Suite
$17,099
From
US$11,499
Per Person
View Trip
19 Day Discover the Treasures of the Mediterranean with Emerald Cruises
New ReleaseCruise
 (3)

19 Days (18 Nights) Venice to Athens
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 11 September 2027
Visit: Italy, Croatia, Montenegro, Albania, Greece
Inside
-
Oceanview
-
Balcony
-
Suite
$35,000
From
US$35,000
Per Person
View Trip
15 Day An Extended Journey Of Sunlit Shores & Quiet Seas with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Venice to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jul 2026 to Sep 2026
Visit: Italy, Croatia, Montenegro, Greece
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,370
From
US$10,370
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: May 2027 to Sep 2027
Visit: Greece, Turkey
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,900
Suite
$8,900
From
US$4,900
Save 2,500
Per Person
View Trip
12 Day Adriatic, Corinth Canal & the Greek Islands with Emerald Cruises
New ReleaseCruise
 (3)

12 Days (11 Nights) Dubrovnik to Athens
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jun 2027 to Sep 2027
Visit: Croatia, Montenegro, Albania, Greece
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$9,613
Balcony
-
Suite
$12,682
From
US$9,613
Save 2,423
Per Person
View Trip
8 Day Cruising the Greek Islands of the Southern Aegean - with Smithsonian Journeys with Ponant
Cruise
 (2)

8 Days (7 Nights) Athens to Athens
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 08 September 2027
Visit: Greece
Inside
-
Oceanview
-
Balcony
$7,040
Suite
$11,910
From
US$7,040
Per Person
View Trip
12 Day Athens to Athens with Silversea
Cruise
 (1)

12 Days (11 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departure: 20 September 2026
Visit: Greece, Turkey
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,300
Suite
$25,100
From
US$11,300
Save 1,500
Per Person
View Trip
8 Day Greece Intensive Cruise: Thessaloniki, Volos & Mykonos with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 12 September 2026
Visit: Greece, Turkey
Azamara Always Included
Inside
$1,859
Oceanview
$2,169
Balcony
$2,659
Suite
$3,149
From
US$1,859
Per Person
View Trip
8 Day A Journey Through A Tapestry Of Serenity & Island Delights with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 13 September 2027
Visit: Turkey, Greece
Inside
-
Oceanview
-
Balcony
-
Suite
$5,285
From
US$5,285
Per Person
View Trip
10 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

10 Days (9 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: Jul 2027 to Sep 2027
Visit: Greece, Turkey
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,700
Suite
$11,900
From
US$7,700
Save 1,500
Per Person
View Trip
8 Day Greek Islands & Turkish Coastlines with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jun 2026 to Oct 2027
Visit: Greece, Turkey
Select Fare
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,450
Balcony
-
Suite
$7,498
From
US$6,625
Save 1,926
Per Person
View Trip
12 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

12 Days (11 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departure: 26 September 2027
Visit: Greece, Turkey, Egypt
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,100
Suite
$14,100
From
US$9,100
Save 1,500
Per Person
View Trip
8 Day Greece Intensive Cruise: Syros, Patmos & Rhodes with Azamara Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 19 September 2026
Visit: Greece, Turkey
Azamara Always Included
Inside
$2,439
Oceanview
$2,839
Balcony
-
Suite
-
From
US$2,439
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
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2026 to Oct 2026
Visit: Greece, Croatia, Italy
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,840
From
US$5,840
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departure: 06 September 2026
Visit: Greece, Turkey
Last Minute Fare
All-Inclusive Plus Fare
All-Inclusive Fare
Inside
-
Oceanview
-
Balcony
$6,550
Suite
$10,700
From
US$6,550
Per Person
View Trip
8 Day Athens (Piraeus) to Athens (Piraeus) with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: May 2027 to Sep 2027
Visit: Greece, Turkey
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,900
Suite
$8,800
From
US$4,900
Save 2,500
Per Person
View Trip
8 Day Ephesus & Greek Island Gems with Seabourn
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jul 2026 to Sep 2026
Visit: Greece, Turkey
Yours to Explore
Inside
-
Oceanview
$4,999
Balcony
$5,399
Suite
$6,999
From
US$4,999
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
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2026 to Oct 2026
Visit: Greece, Croatia, Italy, Montenegro
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$11,590
From
US$11,590
Per Person
View Trip
8 Day Athens to Athens with Silversea
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: Jul 2026 to Sep 2026
Visit: Greece, Turkey
All-Inclusive Plus Fare
Last Minute Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,550
Suite
$8,900
From
US$4,550
Save 2,500
Per Person
View Trip
15 Day Grecian Gems, Ephesus & Dalmatian Delights with Seabourn
Cruise
 (1)

15 Days (14 Nights) Athens to Dubrovnik
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jul 2026 to Sep 2026
Visit: Greece, Turkey, Albania, Croatia
Yours to Explore
Inside
-
Oceanview
$8,399
Balcony
$8,899
Suite
$12,599
From
US$8,399
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
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2027 to Oct 2027
Visit: Greece, Turkey
Inside
-
Oceanview
-
Balcony
-
Suite
$4,670
From
US$4,670
Per Person
View Trip
15 Day An Extended Journey Of Changing Shores: From Lefkada To Venice with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Venice
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Sep 2026 to Sep 2026
Visit: Greece, Italy, Croatia
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$11,560
From
US$11,560
Per Person
View Trip
15 Day Hidden Gems Of Greece, Montenegro & Italy with Seabourn
Cruise

15 Days (14 Nights) Istanbul to Dubrovnik
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 02 September 2028
Visit: Turkey, Greece, Italy, Montenegro, Croatia
Inside
-
Oceanview
-
Balcony
$10,499
Suite
$16,799
From
US$10,499
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
Cruise Line: Emerald Cruises
Ship: Emerald Raiya
Departure: 15 September 2027
Visit: Greece, Turkey
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$8,735
Balcony
-
Suite
$11,660
From
US$8,735
Save 2,010
Per Person
View Trip
8 Day San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departure: 19 September 2026
Visit: Galapagos, Ecuador
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,300
Suite
$18,100
From
US$11,300
Save 2,500
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
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Kaia
Departures: Jun 2026 to Oct 2027
Visit: Italy, Croatia
Preferred Fare + Bonus Savings
Select Fare
Exclusive Savings
Inside
-
Oceanview
$6,550
Balcony
-
Suite
$8,514
From
US$6,550
Save 1,845
Per Person
View Trip
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Zagreb to Dubrovnik
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Jun 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$2,995
Balcony
-
Suite
-
From
US$2,745
Save 2,850
Per Person
View Trip
16 Day Hidden Galapagos & Peru with Tauck
Tour + Cruise

16 Days Lima to Guayaquil or Lima to Quito
Operated By: Tauck
Ships: Silver Origin
Departures: Sep 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
Inside
-
Oceanview
-
Balcony
$16,990
Suite
$29,235
From
US$16,990
Per Person
View Trip
15 Day Peru & the Galapagos Islands with Tauck
Tour + Cruise

15 Days Lima to Guayaquil
Operated By: Tauck
Departures: May 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
From
US$14,690
Per Person
View Trip
14 Day Croatia & the Dalmatian Coast with Luxury Gold
Tour + Cruise

14 Days Zagreb to Dubrovnik
Operated By: Luxury Gold
Departures: May 2026 to Sep 2026
Visit: Croatia
From
US$9,150
Per Person
View Trip
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