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Luxury Island Hopping Trips Starting In September 2026 and 2027

Are you looking to embark on a luxury island hopping trip in September 2026 or 2027? Choose from 39 unique trip itineraries and 216 departures from the world's leading touring operators.
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39 Trips (216 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
$6,640
Suite
$11,210
From
US$6,640
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
Exclusive Savings
Inside
$2,665
Oceanview
$3,112
Balcony
-
Suite
-
From
US$2,665
Save 64
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
A Suite Invitation
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
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,877
Suite
-
From
US$20,877
Save 372
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$8,715
Balcony
-
Suite
$11,868
From
US$8,715
Save 11,275
Per Person
View Trip
20 Day Mediterranean And Greek Islands with Cunard
Cruise

20 Days (19 Nights) London to London
Cruise Line: Cunard
Ship: Queen Anne
Departure: 20 September 2026
Visit: England, Spain, Greece, Sardinia, Gibraltar
Inside
$3,369
Oceanview
$4,729
Balcony
$5,649
Suite
-
From
US$3,369
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 Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,700
Suite
-
From
US$11,700
Save 1,300
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
$5,495
Balcony
-
Suite
-
From
US$5,495
Save 120
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
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$25,552
Suite
$40,046
From
US$25,552
Save 457
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
Exclusive Savings
From
US$8,521
Save 401
Per Person
View Trip
15 Day An Extended Journey Through Adriatic Wonders, Ancient Secrets & Cultural Fusion 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, Turkey
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$10,540
From
US$10,540
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: May 2026 to Oct 2027
Visit: Peru, Ecuador, Galapagos
Inside
-
Oceanview
-
Balcony
$16,990
Suite
$29,235
From
US$16,990
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
All-Inclusive Fare
Last Minute Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,950
Suite
$8,790
From
US$4,950
Save 2,580
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,500
Suite
$10,019
From
US$8,500
Save 14,798
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
Explore More
Exclusive Savings
Inside
-
Oceanview
$8,191
Balcony
$9,774
Suite
$14,272
From
US$8,191
Save 274
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
$4,550
Suite
$7,590
From
US$4,550
Save 2,450
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
A Suite Invitation
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$5,225
From
US$5,225
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$5,595
From
US$5,595
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
$7,310
Suite
$11,000
From
US$7,310
Save 1,980
Per Person
View Trip
10 Day Treasures of the Aegean with Tauck
Tour + Cruise

10 Days Athens to Athens
Operated By: Tauck
Departures: Jun 2026 to Aug 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
From
US$9,990
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 Fare
Inside
-
Oceanview
-
Balcony
$9,300
Suite
$14,900
From
US$9,300
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
Departures: Mar 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,160
Suite
$17,280
From
US$11,160
Save 1,600
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,539
Balcony
-
Suite
$7,695
From
US$6,539
Save 10,607
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$11,590
From
US$11,590
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
Explore More
Exclusive Savings
Inside
-
Oceanview
$4,763
Balcony
$5,679
Suite
$7,512
From
US$4,763
Save 108
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$8,870
Balcony
-
Suite
$11,877
From
US$12,188
Save 31,209
Per Person
View Trip
8 Day A Journey Through Legendary Marvels & Cultural Fusion with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Explora Journeys
Ship: Explora II
Departures: May 2026 to Sep 2026
Visit: Greece, Turkey
A Suite Invitation
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,920
From
US$4,920
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
Exclusive Savings
Inside
-
Oceanview
$10,789
Balcony
-
Suite
-
From
US$10,789
Save 226
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
Exclusive Savings
Inside
$2,812
Oceanview
$3,142
Balcony
-
Suite
$6,275
From
US$2,812
Save 67
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
$4,615
Suite
$7,765
From
US$4,615
Save 2,485
Per Person
View Trip
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