Home > Cruises > Island Hopping Cruises & Sailing Trips > October 2025

Island Hopping Cruises Starting In October 2025

Are you looking to embark on an island hopping cruise in October 2025? Choose from 220 unique cruise itineraries and 5,755 departures from the world's leading cruise lines.
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Departures (October 2025)
< September 2025 November 2025 >
Duration
4 Days
30 Days
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$175,498pp
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220 Cruises (5,755 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
3,952
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
4,477
per person
View Trip
8 Day Idyllic Greece with Celestyal Cruises
Cruise
 (8)

8 Days (7 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: Aug 2025 to Nov 2025
Countries Visited: Greece, Turkey
Summer SavingsCelestyal One Fare
Inside
$829
Oceanview
$929
Balcony
-
Suite
$2,229
From
829
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
3,725
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
11,439
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
3,795
per person
View Trip
10 Day Complete Galapagos (Grand Daphne) with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Quito to Quito
Operated By: Intrepid Travel
Departures: Aug 2025 to Dec 2026
Countries Visited: Ecuador, Galapagos
Exclusive Deal
Save
2,030
From
5,835
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
Last Minute DealLatest Offer
Save
632
From
4,267
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
2,020
per person
View Trip
10 Day Delve Deep: Greek Islands with Topdeck
Tour
 (1)

10 Days Athens to Athens
Operated By: Topdeck
Departures: Aug 2025 to Oct 2025
Trip Styles: Small Group, 18-30's, Island Hopping, Scenic
Countries Visited: Greece
Exclusive DealLatest Offer
Save
286
From
1,963
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
10 Day Greece Sailing Adventure: Cyclades Islands with Intrepid Travel
Cruise
 (1)

10 Days (9 Nights) Santorini to Santorini
Operated By: Intrepid Travel
Departures: Aug 2025 to Sep 2026
Countries Visited: Greece
Exclusive Deal
Save
679
From
2,162
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
1,872
per person
View Trip
7 Day Iconic Aegean with 3-night Cruise with Globus
Tour + Cruise
 (1)

7 Days Athens to Athens
Operated By: Globus
Departures: Aug 2025 to Sep 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Countries Visited: Greece, Turkey
Fireworks Flash Sale!
Save
86
From
2,569
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
7,423
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
9,855
per person
View Trip
7 Day Sailing the Canary Islands with G Adventures
Cruise

7 Days (6 Nights) San Miguel de Abona to San Miguel de Abona
Operated By: G Adventures
Departures: Nov 2025 to Mar 2026
Countries Visited: Spain
Exclusive Deal
Save
260
From
959
per person
View Trip
8 Day Sailing Greece - Santorini to Mykonos with G Adventures
Cruise

8 Days (7 Nights) Santorini to Mykonos
Operated By: G Adventures
Departures: Aug 2025 to Oct 2026
Countries Visited: Greece
Exclusive DealLast Minute Offer
Save
504
From
1,175
per person
View Trip
11 Day Greece & Turkey Cruise with Celebrity Cruises
Cruise
 (2)

11 Days (10 Nights) Athens to Athens
Cruise Line: Celebrity Cruises
Ship: Celebrity Infinity
Departure: 06 October 2025
Countries Visited: Greece, Turkey
Bonus Onboard Credit
Inside
-
Oceanview
-
Balcony
$3,673
Suite
-
Save
2,031
From
3,673
per person
View Trip
10 Day Galápagos - Central, South & East Islands aboard the Yolita with G Adventures
Cruise

10 Days (9 Nights) Quito to Quito
Operated By: G Adventures
Departures: Aug 2025 to Dec 2026
Countries Visited: Ecuador, Galapagos
Exclusive DealLast Minute Offer
Save
2,719
From
3,880
per person
View Trip
7 Day Sailing Thailand - Phuket to Phuket with G Adventures
Cruise

7 Days (6 Nights) Phuket to Phuket
Operated By: G Adventures
Departures: Oct 2025 to Apr 2026
Countries Visited: Thailand
Exclusive Deal
Save
410
From
1,479
per person
View Trip
10 Day The Jewels of the Aegean with Ponant
Cruise

10 Days (9 Nights) Antalya to Athens
Cruise Line: Ponant
Ship: Le Dumont d’Urville
Departure: 29 October 2025
Countries Visited: Turkey, Greece
Inside
-
Oceanview
-
Balcony
$7,680
Suite
$14,340
From
7,680
per person
View Trip
Results: 1-30 of 220

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