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

Island Hopping Cruises Starting In October 2026

Are you looking to embark on an island hopping cruise in October 2026? Choose from 205 unique cruise itineraries and 6,394 departures from the world's leading cruise lines.
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Departures (October 2026)
< September 2026 November 2026 >
Duration
4 Days
43 Days
Regions
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Price
$300pp
$170,998pp
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205 Cruises (6,394 Cruise Departures)
15 Day Greece & Aegean Islands Cruise with Cosmos
Tour + Cruise
 (14)

15 Days Athens to Athens
Operated By: Cosmos
Departures: Aug 2025 to Oct 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Greece, Turkey
Worldwide Savings
Save
177
From
3,788
per person
View Trip
14 Day Country Roads of Croatia with Insight Vacations
Tour
 (13)

14 Days Zagreb to Dubrovnik
Operated By: Insight Vacations
Departures: Aug 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Croatia, Slovenia
Mutiple Deals Available
Save
1,035
From
4,059
per person
View Trip
9 Day Dalmatian Elegance with Insight Vacations
Cruise
 (3)

9 Days (8 Nights) Split to Split
Operated By: Insight Vacations
Departures: Aug 2025 to Oct 2026
Countries Visited: Croatia
Sign Up SavingsPrice Drop Promise
Save
283
From
3,420
per person
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: Sep 2025 to Nov 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Brazil, Argentina, Peru, Ecuador, Galapagos
Exclusive Savings
Save
263
From
9,478
per person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (2)

8 Days (7 Nights) Zagreb to Dubrovnik
Cruise Line: Travelmarvel
Ships: MV Princess Eleganza
Departures: Aug 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Deal
Inside
-
Oceanview
$2,995
Balcony
-
Suite
-
Save
500
From
2,995
per person
View Trip
9 Day Galapagos Discovery with Intrepid Travel
Tour
 (2)

9 Days Quito to Quito
Operated By: Intrepid Travel
Departures: Aug 2025 to Dec 2027
Trip Styles: Adventure, Small Group, Island Hopping, Wildlife
Countries Visited: Ecuador, Galapagos
Exclusive Deal
Save
766
From
2,018
per person
View Trip
5 Day Iconic Aegean with Celestyal Cruises
Cruise
 (2)

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Aug 2025 to Oct 2027
Countries Visited: Greece, Turkey
Mutiple Deals Available
Inside
$549
Oceanview
$669
Balcony
$1,269
Suite
$1,389
From
549
per person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Zagreb
Cruise Line: Travelmarvel
Ships: MV Princess Eleganza
Departures: Aug 2025 to Oct 2026
Countries Visited: Croatia
Exclusive Deal
Inside
-
Oceanview
$2,995
Balcony
-
Suite
-
Save
500
From
2,995
per person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise
 (1)

11 Days Zagreb to Dubrovnik
Operated By: Collette
Departures: Aug 2025 to Jun 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Croatia
Latest OfferLast Minute Deal
Save
632
From
4,849
per person
View Trip
8 Day Cycle the Dalmatian Coast with Explore Worldwide
Tour
 (1)

8 Days Kastel Kambelovac to Dubrovnik
Operated By: Explore Worldwide
Departures: Aug 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling, Island Hopping
Countries Visited: Croatia
Mutiple Deals Available
Save
280
From
1,989
per person
View Trip
15 Day Dubrovnik to Ljubljana with Intrepid Travel
Tour
 (1)

15 Days Dubrovnik to Ljubljana
Operated By: Intrepid Travel
Departures: Aug 2025 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Croatia, Slovenia
Exclusive Deal
Save
542
From
4,048
per person
View Trip
8 Day Explore Croatia with Intrepid Travel
Tour
 (1)

8 Days Dubrovnik to Split
Operated By: Intrepid Travel
Departures: Aug 2025 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Croatia
Exclusive Deal
Save
626
From
1,460
per person
View Trip
16 Day Full Moon Island Hopper with TruTravels
New ReleaseTour
 (1)

16 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Aug 2025 to Dec 2026
Trip Styles: Adventure, Small Group, 18-30's, Festivals & Events, Island Hopping
Countries Visited: Thailand
Last Minute DealFlash Sale
Save
678
From
1,017
per person
View Trip
7 Day Galapagos Explorer: Southern Islands (Grand Queen Beatriz) with Intrepid Travel
Cruise
 (1)

7 Days (6 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: Oct 2025 to Dec 2026
Countries Visited: Ecuador, Galapagos
Exclusive Deal
Save
1,352
From
3,953
per person
View Trip
9 Day Galápagos Island Hopping with Quito with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Aug 2025 to Dec 2026
Trip Styles: Adventure, Island Hopping, Wildlife
Countries Visited: Ecuador, Galapagos
Exclusive Deal
Save
777
From
2,665
per person
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: Aug 2025 to Oct 2026
Countries Visited: Italy, Greece, Turkey
Latest OfferExclusive Solo Offer
Inside
$1,069
Oceanview
$1,219
Balcony
$1,271
Suite
$2,082
Save
2,626
From
1,069
per person
View Trip
8 Day Highlights of the Greek Islands with Explore Worldwide
Tour
 (1)

8 Days Athens to Santorini
Operated By: Explore Worldwide
Departures: Sep 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Greece
Mutiple Deals Available
Save
280
From
2,115
per person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Aug 2025 to Dec 2026
Trip Styles: Adventure, Small Group, 18-30's, Island Hopping
Countries Visited: Thailand
Last Minute DealFlash Sale
Save
570
From
855
per person
View Trip
13 Day Treasures of Galapagos: Western & Central Islands (Grand Queen Beatriz) with Intrepid Travel
Cruise
 (1)

13 Days (12 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: Nov 2025 to Dec 2026
Countries Visited: Ecuador, Galapagos
Exclusive Deal
Save
2,283
From
8,487
per person
View Trip
14 Day Treasures of Greece & the Islands with Insight Vacations
Tour
 (1)

14 Days Athens to Athens
Operated By: Insight Vacations
Departures: Aug 2025 to Oct 2026
Trip Styles: Coach, Island Hopping, Scenic
Countries Visited: Greece
Sign Up SavingsPrice Drop Promise
Save
366
From
6,669
per person
View Trip
26 Day Ultimate South America with Galapagos Cruise with Cosmos
Tour + Cruise
 (1)

26 Days Rio de Janeiro to Guayaquil
Operated By: Cosmos
Departures: Sep 2025 to Nov 2027
Trip Styles: Coach, Cruise, Island Hopping, Wildlife, Scenic
Countries Visited: Brazil, Argentina, Peru, Ecuador, Galapagos
World of Wonder Sale
Save
470
From
10,012
per person
View Trip
43 Day Venice To Lisbon Grand Voyage with Azamara Cruises
Cruise
 (3)

43 Days (42 Nights) Venice to Lisbon
Cruise Line: Azamara Cruises
Ship: Azamara Onward
Departure: 06 October 2026
Countries Visited: Italy, Greece, Turkey, Egypt (+7 more), Malta, Sicily, Monaco, France, Spain, Gibraltar, Portugal
Inside
$13,869
Oceanview
$16,049
Balcony
$18,069
Suite
$26,539
From
13,869
per person
View Trip
22 Day Iconic Mediterranean Treasures with Viking Cruises
Cruise
 (1)

22 Days (21 Nights) Barcelona to Istanbul
Cruise Line: Viking Cruises
Ships: Viking Jupiter, Viking Mira (+5 more), Viking Neptune, Viking Saturn, Viking Star, Viking Vela, Viking Vesta
Departures: Nov 2025 to Feb 2028
Countries Visited: Spain, France, Monaco, Italy, Sicily, Greece, Turkey
Mutiple Deals Available
Inside
-
Oceanview
-
Balcony
$8,247
Suite
$11,597
Save
2,850
From
8,247
per person
View Trip
8 Day Sailing Croatia with G Adventures
Cruise

8 Days (7 Nights) Split to Dubrovnik
Operated By: G Adventures
Departures: Aug 2025 to Oct 2026
Countries Visited: Croatia
Exclusive DealLast Minute Offer
Save
1,050
From
1,049
per person
View Trip
9 Day Premium Greece Cyclades Islands with Intrepid Travel
Tour

9 Days Athens to Santorini
Operated By: Intrepid Travel
Departures: Aug 2025 to Oct 2027
Trip Styles: Adventure, Small Group, Island Hopping
Countries Visited: Greece
Exclusive Deal
Save
1,630
From
3,338
per person
View Trip
8 Day Sailing Greece - Mykonos to Athens with G Adventures
Cruise

8 Days (7 Nights) Mykonos to Athens
Operated By: G Adventures
Departures: Aug 2025 to Oct 2026
Countries Visited: Greece
Exclusive Deal
Save
412
From
1,237
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
Countries Visited: Greece, Croatia, Italy
Unique Summer Special
Inside
-
Oceanview
-
Balcony
$4,920
Suite
$5,680
From
4,920
per person
View Trip
8 Day Best Of Greece Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Athens to Rome
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 12 October 2026
Countries Visited: Greece, Turkey, Italy
Latest Offer
Inside
$1,264
Oceanview
$1,571
Balcony
$1,901
Suite
$2,729
Save
561
From
1,264
per person
View Trip
13 Day Indonesia Island Hopping with Contiki
New ReleaseTour

13 Days Seminyak to Labuan Bajo
Operated By: Contiki
Departures: Sep 2025 to Oct 2026
Trip Styles: 18-30's, Island Hopping, Scenic
Countries Visited: Indonesia
Last Minute Deal
Save
266
From
2,534
per person
View Trip
8 Day Greek Isles & Ephesus with Seabourn
Cruise

8 Days (7 Nights) Athens to Istanbul
Cruise Line: Seabourn
Ships: Seabourn Encore, Seabourn Quest
Departures: Sep 2025 to Oct 2026
Countries Visited: Greece, Turkey
Sail Into Savings
Inside
-
Oceanview
$5,398
Balcony
$5,498
Suite
$11,998
From
5,398
per person
View Trip
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