Island Hopping Cruises Starting In October 2025

Filter Results
Departures (October 2025)
Duration
4 Days
33 Days
Regions
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$500pp
$53,570pp
Countries
Show More...
Filter Results
161 Cruises (3,204 Cruise Departures)
Cruise

33 Days (32 Nights) Athens to Dubai
Cruise Line: Seabourn
Ship: Encore
Departure: 19 October 2025
Countries Visited: Greece, Turkey, Jordan, Egypt (+2 more), Oman, United Arab Emirates
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$23,941
SUITE
$50,907
From 23,941
Cruise

7 Days (6 Nights) Male to Male
Operated By: G Adventures
Departures: Jul 2024 to Jan 2026
Countries Visited: Maldives
Exclusive Deal
Save 835
From 1,884
Cruise

15 Days (14 Nights) Venice to Istanbul
Cruise Line: Seabourn
Ship: Encore
Departure: 12 October 2025
Countries Visited: Italy, Croatia, Montenegro, Greece (+1 more), Turkey
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$12,974
SUITE
$20,884
From 12,974
Cruise

10 Days (9 Nights) Quito to Quito
Operated By: G Adventures
Departures: Jun 2024 to Jun 2025
Countries Visited: Ecuador, Galapagos
Exclusive DealLast Minute Offer
Save 4,837
From 4,742
Cruise

10 Days (9 Nights) Quito to Quito
Operated By: Explore!
Departures: Jun 2024 to Dec 2025
Countries Visited: Ecuador, Galapagos
Exclusive Savings
Save 226
From 11,054
Cruise

28 Days (27 Nights) Athens to Lisbon
Cruise Line: Silversea
Departure: 29 October 2025
Countries Visited: Greece, Sicily, Tunisia, Italy (+4 more), France, Spain, Gibraltar, Portugal
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$33,660
BALCONY
$37,719
SUITE
$58,806
From 33,660
Cruise

10 Days (9 Nights) Quito to Guayaquil
Departures: Sep 2024 to Dec 2025
Countries Visited: Ecuador, Galapagos
Exclusive Savings
Save 250
From 11,250
Tour

16 Days Venice to Dubrovnik
Operated By: Intrepid Travel
Departures: Jul 2024 to Oct 2025
Countries Visited: Italy, Slovenia, Croatia
Limited Time Sale
Save 3,285
From 10,957
New ReleaseTour

10 Days Manila to Coron
Operated By: TruTravels
Departures: Aug 2024 to Nov 2025
Countries Visited: Philippines
Exclusive Savings
Save 55
From 2,327
Tour

8 Days Split to Dubrovnik
Operated By: Explore!
Departures: Jun 2024 to Sep 2025
Countries Visited: Croatia
Asia Sale
Save 322
From 3,538
Tour

15 Days Cusco to Quito
Operated By: Explore!
Departures: Jul 2024 to Nov 2025
Countries Visited: Peru, Galapagos, Ecuador
Asia Sale
Save 561
From 7,781
New ReleaseTour + Cruise

26 Days Medan to Labuan Bajo
Operated By: TruTravels
Departures: Jul 2024 to Oct 2025
Countries Visited: Indonesia
Exclusive Savings
Save 120
From 5,875
Tour

15 Days Athens to Santorini
Operated By: G Adventures
Departures: Jun 2024 to Oct 2025
Countries Visited: Greece
Exclusive Savings
Save 111
From 4,507
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Seabourn
Ship: Encore
Departures: Apr 2025 to Oct 2025
Countries Visited: Greece, Croatia, Italy, Montenegro
The Sail Away Event
INSIDE
-
OCEANVIEW
-
BALCONY
$12,132
SUITE
$20,631
From 12,132
Cruise

12 Days (11 Nights) Athens to Athens
Cruise Line: Silversea
Departure: 06 October 2025
Countries Visited: Cyprus, Greece, Israel, Turkey
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$12,078
BALCONY
$13,563
SUITE
$22,176
From 12,078
Cruise

17 Days (16 Nights) Quito to Quito
Operated By: G Adventures
Departures: Jun 2024 to Jun 2025
Countries Visited: Ecuador, Galapagos
Last Minute Offer
Save 8,756
From 8,583
Tour

7 Days Split to Dubrovnik
Operated By: Intrepid Travel
Departures: Jun 2024 to Oct 2025
Countries Visited: Croatia
Limited Time Sale
Save 691
From 3,211
Cruise

13 Days (12 Nights) Athens to Rome
Cruise Line: Silversea
Departure: 29 October 2025
Countries Visited: Greece, Sicily, Tunisia, Italy
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$12,771
BALCONY
$15,444
SUITE
$14,949
From 12,771
Cruise

10 Days (9 Nights) Quito to Quito
Operated By: Explore!
Departures: Jun 2024 to Dec 2025
Countries Visited: Ecuador, Galapagos
Exclusive Savings
Save 252
From 11,054
Tour

7 Days Athens to Santorini
Operated By: G Adventures
Departures: Jul 2024 to Oct 2025
Countries Visited: Greece
Exclusive Savings
Save 54
From 2,400
Cruise

10 Days (9 Nights) Quito to Guayaquil
Departures: Aug 2024 to Dec 2025
Countries Visited: Ecuador, Galapagos
Exclusive Savings
Save 250
From 11,250
Cruise

17 Days (16 Nights) Quito to Quito
Operated By: G Adventures
Departures: Jun 2024 to Dec 2025
Countries Visited: Ecuador, Galapagos
Exclusive Savings
Save 322
From 14,503
Tour

14 Days Athens to Santorini
Operated By: Explore!
Departures: Jun 2024 to Oct 2025
Countries Visited: Greece
Asia Sale
Save 908
From 4,194
Tour

8 Days Split to Dubrovnik
Departures: Jun 2024 to Oct 2025
Countries Visited: Croatia
Last Minute Deal
Save 344
From 3,405
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Ship: Silver Muse
Departure: 25 October 2025
Countries Visited: Greece, Turkey
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$6,435
BALCONY
$9,504
SUITE
$18,216
From 6,435
Cruise

8 Days (7 Nights) Baltra Island to Baltra Island
Cruise Line: Celebrity Cruises
Departures: Jun 2024 to Dec 2025
Countries Visited: Galapagos
Exclusive Deal
INSIDE
-
OCEANVIEW
$7,450
BALCONY
-
SUITE
$9,132
Save 4,321
From 7,450
Cruise

23 Days (22 Nights) Istanbul to Barcelona
Cruise Line: Oceania Cruises
Departure: 16 October 2025
Countries Visited: Turkey, Greece, Cyprus, Croatia (+5 more), Montenegro, Sicily, Malta, Tunisia, Spain
Exclusive Deal
INSIDE
$10,807
OCEANVIEW
$12,639
BALCONY
$14,312
SUITE
$20,321
Save 2,083
From 10,807
Tour + Cruise

15 Days Lima to Guayaquil
Operated By: Tauck
Departures: Sep 2024 to Oct 2025
Countries Visited: Peru, Ecuador, Galapagos
From 21,350
Tour

15 Days Quito to Quito
Operated By: Explore!
Departures: Jun 2024 to Dec 2025
Countries Visited: Galapagos, Ecuador
Asia Sale
Save 557
From 7,301
Cruise

8 Days (7 Nights) Athens to Athens
Cruise Line: Silversea
Departures: Oct 2025 to Oct 2025
Countries Visited: Greece, Turkey
Port-to-PortDoor-to-Door Upgrade Option
INSIDE
-
OCEANVIEW
$6,930
BALCONY
$8,613
SUITE
$12,672
From 6,930
Results: 91-120 of 161

No Results found. Try changing your search filters.