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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 53 unique trip itineraries and 223 departures from the world's leading touring operators.
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53 Trips (223 Trip Departures)
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
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
$11,115
From
US$11,115
Per Person
View Trip
15 Day An Extended Journey Through Sunlit Greek & Turkish Coastal Sights with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 September 2027
Visit: Greece, Turkey
Inside
-
Oceanview
-
Balcony
-
Suite
$9,920
From
US$9,920
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 2,082
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
$5,750
Suite
$10,700
From
US$5,750
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
$5,565
From
US$5,565
Per Person
View Trip
15 Day An Extended Journey Through Timeless Beauty & Ancient Mediterranean Treasures with Explora Journeys
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 20 September 2027
Visit: Greece, Croatia, Italy, Slovenia, Montenegro
Inside
-
Oceanview
-
Balcony
-
Suite
$11,560
From
US$11,560
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
Inside
-
Oceanview
$4,249
Balcony
$4,589
Suite
$5,949
From
US$4,249
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 Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,700
Suite
$9,300
From
US$5,700
Save 1,500
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
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
Inside
-
Oceanview
$7,139
Balcony
$8,074
Suite
$10,709
From
US$7,139
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: Jul 2026 to Oct 2027
Visit: Greece, Turkey
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,810
Balcony
-
Suite
$7,858
From
US$8,760
Save 1,805
Per Person
View Trip
11 Day Greece & Turkey Cruise: Athens, Istanbul & Patmos with Azamara Cruises
Cruise
 (8)

11 Days (10 Nights) Athens to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 27 September 2028
Visit: Greece, Turkey
Azamara Always Included
Inside
$3,469
Oceanview
$3,749
Balcony
$4,599
Suite
$6,449
From
US$3,469
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
$11,050
From
US$11,050
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
$5,900
Suite
$9,200
From
US$5,900
Save 1,500
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
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 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
Last Minute Fare
All-Inclusive Plus Fare
Inside
-
Oceanview
-
Balcony
$4,350
Suite
$8,900
From
US$4,350
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
$2,459
Oceanview
$2,869
Balcony
-
Suite
$4,589
From
US$2,459
Per Person
View Trip
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
Inside
-
Oceanview
-
Balcony
$10,118
Suite
$13,339
From
US$10,118
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: Jul 2026 to Oct 2026
Visit: Greece, Croatia, Italy, Montenegro
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,980
From
US$10,980
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: Jun 2026 to Oct 2026
Visit: Greece, Croatia, Italy
A Spontaneous Summer Invitation
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,890
From
US$4,890
Per Person
View Trip
8 Day Classical Greece with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jul 2026 to Aug 2027
Visit: Greece, Turkey
Select Fare
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,810
Balcony
-
Suite
$7,858
From
US$7,295
Save 1,710
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
Ships: Azamara Journey, Azamara Onward
Departures: Sep 2026 to May 2028
Visit: Greece, Turkey
Azamara Always Included
Inside
$2,199
Oceanview
$2,389
Balcony
$2,919
Suite
$4,079
From
US$2,199
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
$4,920
From
US$4,920
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 Yacht Harbors Of The Aegean Sea with Seabourn
Cruise

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: May 2028 to Sep 2028
Visit: Turkey, Greece
Inside
-
Oceanview
-
Balcony
$5,219
Suite
$8,369
From
US$5,219
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
Exclusive Savings
Inside
-
Oceanview
$6,177
Balcony
-
Suite
$8,039
From
US$6,177
Save 2,178
Per Person
View Trip
11 Day Ultimate Aegean Explorer with Regent Seven Seas
Cruise

11 Days (10 Nights) Athens to Istanbul
Cruise Line: Regent Seven Seas
Ship: Seven Seas Mariner
Departure: 20 September 2027
Visit: Greece, Turkey
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,899
Suite
$12,999
From
US$11,899
Save 11,899
Per Person
View Trip
14 Day Croatia In Depth with APT
Cruise

14 Days (13 Nights) Dubrovnik to Zagreb
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Aug 2026 to Aug 2027
Visit: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Savings
Inside
-
Oceanview
$5,245
Balcony
-
Suite
-
From
US$5,245
Save 4,200
Per Person
View Trip
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