Home > Cruises > Island Hopping Cruises & Sailing Trips > September 2026

Island Hopping Cruises Starting In September 2026

Are you looking to embark on an island hopping cruise in September 2026? Choose from 146 unique cruise itineraries and 4,413 departures from the world's leading cruise lines.
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Departures (September 2026)
< August 2026 October 2026 >
Duration
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30 Days
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146 Cruises (4,413 Cruise Departures)
5 Day Iconic Aegean with Celestyal Cruises
Cruise
 (2)

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Apr 2025 to Oct 2026
Countries Visited: Greece, Turkey
Latest OfferUpgrade Offer
INSIDE
$754
OCEANVIEW
$922
BALCONY
$1,833
SUITE
$2,417
From (per person) 754
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Zagreb
Operated By: Travelmarvel
Ships: MV Princess Eleganza
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Deal
INSIDE
-
OCEANVIEW
$3,169
BALCONY
-
SUITE
-
Save (per person) 1,337
From (per person) 3,961
View Trip
14 Day Croatia and Montenegro In Depth with APT
Cruise

14 Days (13 Nights) Dubrovnik to Zagreb
Operated By: APT
Ships: MV Lady Eleganza
Departures: Jul 2025 to Sep 2026
Countries Visited: Croatia, Montenegro, Bosnia Herzegovina
Exclusive Deal
INSIDE
-
OCEANVIEW
$9,907
BALCONY
-
SUITE
-
Save (per person) 2,088
From (per person) 11,293
View Trip
14 Day Country Roads of Croatia with Insight Vacations
Tour
 (12)

14 Days Zagreb to Dubrovnik
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Croatia, Slovenia
The Big Tour Sale
Save (per person) 1,024
From (per person) 7,521
View Trip
8 Day Thai Island Hopper West with Contiki
Tour

8 Days Phuket to Phuket
Operated By: Contiki
Departures: Feb 2025 to Apr 2027
Trip Styles: Coach, 18-30's, Island Hopping, Scenic
Countries Visited: Thailand
Last Minute DealSongkran - Thai New Year
Save (per person) 242
From (per person) 1,039
View Trip
9 Day Croatian Island Discovery with APT
Cruise

9 Days (8 Nights) Zagreb to Dubrovnik
Operated By: APT
Ships: MV Lady Eleganza
Departures: Jul 2025 to Sep 2026
Countries Visited: Croatia
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,230
BALCONY
-
SUITE
-
Save (per person) 1,173
From (per person) 7,824
View Trip
9 Day Dalmatian Elegance with Insight Vacations
Cruise
 (3)

9 Days (8 Nights) Split to Split
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Savings
Save (per person) 150
From (per person) 5,513
View Trip
8 Day Greek Isles & Italy Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Rome to Athens
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Voyager of the Seas
Departures: May 2025 to Sep 2026
Countries Visited: Italy, Sicily, Greece, Turkey
Exclusive DealExclusive Solo Offer
INSIDE
$1,874
OCEANVIEW
$2,227
BALCONY
$3,015
SUITE
$3,929
Save (per person) 1,496
From (per person) 1,874
View Trip
8 Day Greek Isles Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Rome to Rome
Cruise Line: Royal Caribbean
Ship: Odyssey of the Seas
Departures: May 2025 to Oct 2026
Countries Visited: Italy, Greece, Turkey
Exclusive DealExclusive Solo Offer
INSIDE
$1,916
OCEANVIEW
$2,199
BALCONY
$2,275
SUITE
$3,386
Save (per person) 1,388
From (per person) 1,916
View Trip
10 Day Greek Island Explorer with Costsaver
Tour
 (5)

10 Days Athens to Athens
Operated By: Costsaver
Departures: Apr 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Last Minute DealThe Big Tour Sale
Save (per person) 651
From (per person) 4,483
View Trip
10 Day Croatia Sailing Adventure with Intro Travel
New ReleaseTour + Cruise
 (3)

10 Days Split to Split
Operated By: Intro Travel
Departures: May 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Sailing
Countries Visited: Croatia
Exclusive Savings
Save (per person) 72
From (per person) 3,037
View Trip
10 Day Greek Island Hopper with Globus
Tour
 (3)

10 Days Athens to Athens
Operated By: Globus
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Deal
Save (per person) 252
From (per person) 4,640
View Trip
30 Day Ultimate South America with Brazil's Amazon & Galapagos Cruise with Cosmos
Tour + Cruise
 (3)

30 Days Manaus to Guayaquil
Operated By: Cosmos
Departures: Apr 2025 to Nov 2026
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Brazil, Argentina, Peru, Ecuador (+1 more), Galapagos
Exclusive Deal
Save (per person) 272
From (per person) 16,956
View Trip
11 Day Greek Island Hopping with Contiki
Tour
 (2)

11 Days Athens to Athens
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Big Travel Sale
Save (per person) 1,236
From (per person) 2,868
View Trip
8 Day Athens to Santorini Island Hopping with Contiki
Tour
 (1)

8 Days Athens to Santorini
Operated By: Contiki
Departures: Apr 2025 to Sep 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Last Minute Deal
Save (per person) 922
From (per person) 2,429
View Trip
15 Day Classical Greece Plus Island Hopper with Globus
Tour
 (1)

15 Days Athens to Athens
Operated By: Globus
Departures: May 2025 to Sep 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Deal
Save (per person) 473
From (per person) 7,119
View Trip
8 Day Cycle the Dalmatian Coast with Explore!
Tour
 (1)

8 Days Kastel Kambelovac to Dubrovnik
Operated By: Explore!
Departures: Apr 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling, Island Hopping
Countries Visited: Croatia
Exclusive Savings
Save (per person) 77
From (per person) 3,244
View Trip
16 Day Full Moon Island Hopper with TruTravels
New ReleaseTour
 (1)

16 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Apr 2025 to Dec 2026
Trip Styles: Small Group, 18-30's, Festivals & Events, Island Hopping, Scenic
Countries Visited: Thailand
Exclusive Savings
Save (per person) 68
From (per person) 2,788
View Trip
9 Day Galápagos Island Hopping with Quito with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Feb 2025 to Dec 2026
Trip Styles: Adventure, Island Hopping, Wildlife
Countries Visited: Ecuador, Galapagos
Last Minute Offer
Save (per person) 1,107
From (per person) 3,192
View Trip
8 Day Highlights of the Greek Islands with Explore!
Tour
 (1)

8 Days Athens to Santorini
Operated By: Explore!
Departures: May 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Greece
Solo Traveller Offer
Save (per person) 82
From (per person) 3,499
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Feb 2025 to Dec 2026
Trip Styles: Small Group, 18-30's, Island Hopping, Scenic
Countries Visited: Thailand
Exclusive Savings
Save (per person) 55
From (per person) 2,249
View Trip
14 Day Treasures of Greece & the Islands with Insight Vacations
Tour
 (1)

14 Days Athens to Athens
Operated By: Insight Vacations
Departures: Apr 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Exclusive Savings
Save (per person) 338
From (per person) 10,931
View Trip
26 Day Ultimate South America with a Galapagos Cruise with Cosmos
Tour + Cruise
 (1)

26 Days Rio de Janeiro to Guayaquil
Operated By: Cosmos
Departures: Apr 2025 to Nov 2026
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Brazil, Argentina, Peru, Ecuador (+1 more), Galapagos
Exclusive Deal
Save (per person) 256
From (per person) 14,564
View Trip
22 Day The Best of the Mediterranean with Princess
Cruise
 (2)

22 Days (21 Nights) Rome to Rome
Cruise Line: Princess
Ship: Sun Princess
Departures: Apr 2026 to Sep 2026
Countries Visited: Italy, Greece, Turkey, Montenegro (+4 more), Sicily, Spain, Gibraltar, France
Exclusive Deal
INSIDE
$5,554
OCEANVIEW
$6,792
BALCONY
$8,227
SUITE
$9,069
From (per person) 5,554
View Trip
10 Day Best Of Greece Cruise with Celebrity Cruises
Cruise
 (2)

10 Days (9 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Infinity
Departures: Sep 2026 to Sep 2026
Countries Visited: Greece, Turkey
Exclusive DealNew Year Sale
INSIDE
$1,953
OCEANVIEW
$2,294
BALCONY
$3,131
SUITE
$7,523
Save (per person) 1,158
From (per person) 1,953
View Trip
11 Day Mediterranean Cruise: Croatia, Montenegro & Greece with Azamara Cruises
Cruise
 (3)

11 Days (10 Nights) Venice to Athens
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 02 September 2026
Countries Visited: Italy, Slovenia, Croatia, Montenegro (+1 more), Greece
INSIDE
$4,802
OCEANVIEW
$5,356
BALCONY
$7,287
SUITE
$10,039
From (per person) 4,802
View Trip
15 Day Mediterranean with Greek Isles, Italy & Turkey with Princess
Cruise
 (2)

15 Days (14 Nights) Rome to Barcelona
Cruise Line: Princess
Ship: Sun Princess
Departures: Apr 2026 to Sep 2026
Countries Visited: Italy, Greece, Turkey, Montenegro (+2 more), Sicily, Spain
Exclusive Deal
INSIDE
$4,115
OCEANVIEW
$5,086
BALCONY
$6,165
SUITE
$6,838
From (per person) 4,115
View Trip
8 Day Mediterranean with Greek Isles & Turkey with Princess
Cruise
 (2)

8 Days (7 Nights) Rome to Athens
Cruise Line: Princess
Ship: Sun Princess
Departures: Apr 2026 to Oct 2026
Countries Visited: Italy, Greece, Turkey
Exclusive Deal
INSIDE
$2,033
OCEANVIEW
$2,478
BALCONY
$2,874
SUITE
$3,290
From (per person) 2,033
View Trip
22 Day The Best of the Mediterranean with Princess
Cruise
 (2)

22 Days (21 Nights) Athens to Athens
Cruise Line: Princess
Ship: Sun Princess
Departures: Apr 2026 to Sep 2026
Countries Visited: Greece, Montenegro, Sicily, Spain (+4 more), Gibraltar, France, Italy, Turkey
Exclusive Deal
INSIDE
$5,594
OCEANVIEW
$6,861
BALCONY
$8,197
SUITE
$9,287
From (per person) 5,594
View Trip
8 Day Classical Greece with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Athens to Athens
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Jun 2026 to Oct 2026
Countries Visited: Greece, Turkey
Super Earlybird
INSIDE
-
OCEANVIEW
$7,875
BALCONY
-
SUITE
$10,498
Save (per person) 2,097
From (per person) 7,875
View Trip
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