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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 44 unique trip itineraries and 224 departures from the world's leading touring operators.
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44 Trips (224 Trip Departures)
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
14 Day Croatia in Depth with APT
Cruise

14 Days (13 Nights) Zagreb to Dubrovnik
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: May 2026 to Sep 2027
Visit: Croatia, Bosnia Herzegovina, Montenegro
Exclusive Savings
Inside
-
Oceanview
$8,195
Balcony
-
Suite
-
From
US$8,195
Save 800
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
$11,260
From
US$11,260
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 Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$9,735
Balcony
-
Suite
$12,660
From
US$9,735
Save 1,010
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
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
$9,699
Balcony
$11,599
Suite
$37,814
From
US$9,699
Per Person
View Trip
10 Day Treasures of the Aegean with Tauck
Tour + Cruise

10 Days Athens to Athens
Operated By: Tauck
Departures: Jul 2026 to Aug 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$9,990
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
$2,349
Oceanview
$2,749
Balcony
-
Suite
$4,009
From
US$2,349
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
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,100
Suite
$14,100
From
US$9,100
Save 1,500
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
29 Day Mediterranean Medley: Spain, France & Ephesus with Seabourn
Cruise

29 Days (28 Nights) Barcelona to Istanbul
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 25 September 2027
Visit: Spain, France, Corsica, Sardinia (+8 more), Italy, Sicily, Malta, Montenegro, Croatia, Slovenia, Greece, Turkey
Yours to Explore
Inside
-
Oceanview
-
Balcony
$29,299
Suite
-
From
US$29,299
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
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,900
Suite
$10,700
From
US$7,900
Save 1,500
Per Person
View Trip
22 Day Grecian Gems, Ephesus & Dalmatian Delights with Seabourn
Cruise
 (1)

22 Days (21 Nights) Athens to Dubrovnik
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jul 2026 to Sep 2026
Visit: Greece, Turkey, Albania, Croatia, Montenegro
Yours to Explore
Inside
-
Oceanview
$13,499
Balcony
$17,199
Suite
$23,399
From
US$13,499
Per Person
View Trip
12 Day Greek Islands from the Corinth Canal to the Bosporus with Emerald Cruises
New ReleaseCruise

12 Days (11 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Raiya, Emerald Kaia
Departures: Apr 2026 to Sep 2027
Visit: Greece, Turkey
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$10,731
Balcony
-
Suite
$13,949
From
US$10,731
Save 1,114
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
$5,699
Balcony
$6,399
Suite
$8,299
From
US$5,699
Per Person
View Trip
11 Day The Greek islands, the Corinth Canal & Adriatic with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Athens to Dubrovnik
Cruise Line: Emerald Cruises
Ships: Emerald Kaia, Emerald Azzurra
Departures: May 2026 to Aug 2027
Visit: Croatia, Montenegro, Albania, Greece
Multiple Deals Available
Inside
-
Oceanview
$9,810
Balcony
-
Suite
$12,091
From
US$12,091
Save 1,254
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
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,650
Suite
$8,900
From
US$4,650
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
$9,299
Balcony
$10,499
Suite
$14,999
From
US$9,299
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
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,700
Suite
$16,400
From
US$11,700
Save 1,500
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
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Dubrovnik to Zagreb
Cruise Line: APT
Ship: MV Lady Eleganza
Departures: Jun 2026 to Sep 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$4,995
Balcony
-
Suite
-
From
US$4,995
Save 800
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
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
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 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: Jul 2026 to Oct 2027
Visit: Italy, Croatia
Preferred Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$7,550
Balcony
-
Suite
$8,862
From
US$7,550
Save 903
Per Person
View Trip
16 Day Jewels of Slovenia with Croatian Island Discovery with APT
Tour + Cruise

16 Days Ljubljana to Dubrovnik
Operated By: APT
Ship: MV Lady Eleganza
Departures: Jun 2026 to Sep 2027
Visit: Slovenia, Croatia
Inside
-
Oceanview
$11,245
Balcony
-
Suite
-
From
US$11,245
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
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
36 Day Ultimate Mediterranean: From Spain To Turkey with Seabourn
Cruise

36 Days (35 Nights) Barcelona to Athens
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 25 September 2027
Visit: Spain, France, Corsica, Sardinia (+8 more), Italy, Sicily, Malta, Montenegro, Croatia, Slovenia, Greece, Turkey
Yours to Explore
Inside
-
Oceanview
-
Balcony
$35,499
Suite
$50,099
From
US$35,499
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
$12,200
Suite
$18,100
From
US$12,200
Save 2,500
Per Person
View Trip
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