Home > Cruises > Luxury Cruises > Island Hopping Cruises & Sailing Trips > September

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 45 unique trip itineraries and 238 departures from the world's leading touring operators.
Filter Results
Departures
Duration
8 Days
36 Days
Regions
Trip Styles
Start & End Cities
Operators
Show More...
Price
$2,000pp
$102,850pp
Countries
Show More...
Filter Results
45 Trips (238 Trip Departures)
15 Day Athens to Athens with Silversea
Cruise
 (1)

15 Days (14 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Nova
Departures: Aug 2026 to Sep 2026
Visit: Greece, Turkey
All-Inclusive Fare
Inside
-
Oceanview
-
Balcony
$9,300
Suite
$11,400
From
US$9,300
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
Explore More
Exclusive Savings
Inside
-
Oceanview
$11,288
Balcony
$14,869
Suite
$24,449
From
US$11,288
Save 279
Per Person
View Trip
17 Day Discover the Adriatic from Venice to Rome with Emerald Cruises
New ReleaseCruise

17 Days (16 Nights) Venice to Rome
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 04 September 2027
Visit: Italy, Croatia, Greece, Sicily
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$16,738
Balcony
-
Suite
$21,782
From
US$16,738
Save 17,742
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
$7,192
Balcony
$9,191
Suite
$15,771
From
US$7,192
Save 260
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
$5,595
Suite
$6,325
From
US$5,595
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 Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,320
Suite
$6,600
From
US$4,320
Save 2,880
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
$2,966
Balcony
-
Suite
-
From
US$2,665
Save 64
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
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$18,232
Balcony
-
Suite
$24,440
From
US$18,232
Save 19,248
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
$6,012
Balcony
$5,263
Suite
$8,345
From
US$5,263
Save 107
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 224
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 Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,500
Suite
$6,020
From
US$4,500
Save 3,000
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
$11,020
Suite
$12,540
From
US$11,020
Per Person
View Trip
15 Day Sunlight & Stone with Regent Seven Seas
Cruise

15 Days (14 Nights) Venice to Rome
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 16 September 2027
Visit: Italy, Croatia, Greece, Turkey, Sicily
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,460
Suite
$13,754
From
US$13,460
Save 20,938
Per Person
View Trip
22 Day Ephesus, Adriatic, Grecian Gems & Dalmatian Coast with Seabourn
Cruise
 (1)

22 Days (21 Nights) Venice to Dubrovnik
Cruise Line: Seabourn
Ship: Seabourn Quest
Departures: Jul 2026 to Sep 2026
Visit: Italy, Croatia, Montenegro, Greece, Turkey, Albania
Explore More
Exclusive Savings
Inside
-
Oceanview
$11,456
Balcony
$15,038
Suite
-
From
US$11,456
Save 283
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,120
Suite
$11,840
From
US$7,120
Save 1,780
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
$4,670
Suite
$5,280
From
US$4,670
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
$6,149
From
US$2,812
Save 67
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
Early Payment Discount
Wave Offer
Exclusive Savings
Inside
-
Oceanview
$5,805
Balcony
-
Suite
$6,313
From
US$6,313
Save 21,801
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,370
Suite
$13,380
From
US$8,370
Save 930
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,270
Suite
$7,220
From
US$4,270
Save 1,830
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
$10,440
Suite
$11,880
From
US$10,440
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
$4,920
Suite
$5,560
From
US$4,920
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,530
Suite
-
From
US$10,530
Save 1,170
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
$5,565
Suite
$6,290
From
US$5,565
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
$7,851
Balcony
-
Suite
-
From
US$7,851
Save 182
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,620
Suite
$7,570
From
US$4,620
Save 1,980
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
$4,905
Balcony
-
Suite
-
From
US$4,905
Save 106
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: Jan 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 San Cristóbal to San Cristóbal with Silversea
Cruise

8 Days (7 Nights) Quito to Guayaquil
Cruise Line: Silversea
Ship: Silver Origin
Departures: Apr 2026 to Mar 2028
Visit: Ecuador, Galapagos
Last Minute Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,200
Suite
$17,930
From
US$11,200
Save 2,800
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
Wave Offer
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$9,377
Balcony
-
Suite
$10,604
From
US$9,377
Save 15,206
Per Person
View Trip
Results: 1-30 of 45

No results found. Try amending the search filters.




Trips found! Scroll up to view.

Luxury Travel

Luxury Tours Luxury Cruises Luxury River Cruises Luxury Small Group Tours

Luxury Trips By Region

Africa Amazon Argentina Asia Austria Balkans Botswana Brazil Cambodia Canada & Alaska Central America Central Europe Chile Corsica Costa Rica Croatia Denmark Eastern Europe Eastern Med Ecuador Egypt England Europe France Galápagos Germany Greece Iceland India Ireland Italy Japan Jordan Kenya Laos Latin America Malta Middle East Norway Patagonia Peru Portugal Sardinia Scandinavia Scotland South America South East Asia Southern Italy Spain Spain & Portugal Sweden Switzerland Tanzania Tuscany UK & Ireland Uluru USA Vietnam Western Europe

Cruise Themes

Adults Only Cruises Christmas & New Year Cruises Expedition Cruises Family Cruises Island Hopping Cruises Luxury Cruises Northen Lights Cruises Sailing Trips Short Cruises Last Minute Cruise Deals

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations