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

Island Hopping Cruises Starting In October 2026, 2027 and 2028

Are you looking to embark on an island hopping cruise in October 2026, 2027 or 2028? Choose from 278 unique cruise itineraries and 6,803 departures from the world's leading cruise lines.
Filter Results
Departures
Duration
4 Days
37 Days
Regions
Show More...
Ship Size
Trip Styles
Show More...
Budget
Start & End Cities
Operators
Show More...
Price
$400pp
$94,850pp
Countries
Show More...
Filter Results
278 Cruises (6,803 Cruise Departures)
15 Day Greece & Aegean Islands Cruise with Cosmos
Tour + Cruise
 (15)

15 Days Athens to Athens
Operated By: Cosmos
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Single Supplement Waiver
Exclusive Savings
From
US$3,799
Save 400
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: Apr 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Croatia, Slovenia
Multiple Deals Available
From
US$4,316
Save 911
Per Person
View Trip
13 Day Grand Hawaii Vacation with Globus
Tour
 (5)

13 Days Honolulu to Maui
Operated By: Globus
Departures: Apr 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$5,869
Save 722
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: May 2026 to Oct 2027
Visit: Croatia
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$3,503
Save 585
Per Person
View Trip
10 Day Greek Island Hopper with Globus
Tour
 (3)

10 Days Athens to Athens
Operated By: Globus
Departures: Apr 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$3,117
Save 388
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: Jun 2026 to Oct 2027
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
Black Friday Sale
Exclusive Savings
From
US$9,416
Save 351
Per Person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (2)

8 Days (7 Nights) Zagreb to Dubrovnik
Cruise Line: Travelmarvel
Ship: MV Princess Eleganza
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$3,090
Balcony
-
Suite
-
From
US$3,090
Save 555
Per Person
View Trip
7 Day Explore Croatia with Intrepid Travel
Tour
 (2)

7 Days Dubrovnik to Split
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$2,551
Save 381
Per Person
View Trip
9 Day Galapagos Discovery with Intrepid Travel
Tour
 (2)

9 Days Quito to Quito
Operated By: Intrepid Travel
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,169
Save 421
Per Person
View Trip
14 Day Greek Island Wanderer with Explore Worldwide
Tour
 (2)

14 Days Athens to Santorini
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$2,794
Save 299
Per Person
View Trip
8 Day Adriatic Coastal Cruise with Travelmarvel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Zagreb
Cruise Line: Travelmarvel
Ship: MV Princess Eleganza
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
Inside
-
Oceanview
$3,237
Balcony
-
Suite
-
From
US$3,237
Save 70
Per Person
View Trip
10 Day Best of the Hawaiian Islands with Globus
Tour
 (1)

10 Days Honolulu to Maui
Operated By: Globus
Departures: Apr 2026 to Dec 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: USA
Exclusive Savings
From
US$4,529
Save 674
Per Person
View Trip
15 Day Classical Greece Plus Island Hopper with Globus
Tour
 (1)

15 Days Athens to Athens
Operated By: Globus
Departures: Apr 2026 to Sep 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Exclusive Savings
From
US$4,778
Save 358
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: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$7,171
Save 1,019
Per Person
View Trip
11 Day Croatia & Its Islands with Collette
Tour + Cruise
 (1)

11 Days Zagreb to Dubrovnik
Operated By: Collette
Departures: Apr 2026 to Jun 2027
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Croatia
Exclusive Savings
From
US$5,193
Save 114
Per Person
View Trip
8 Day Croatia Sailing Adventure: Dubrovnik to Split with Intrepid Travel
Cruise
 (1)

8 Days (7 Nights) Dubrovnik to Split
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Croatia
Exclusive Savings
From
US$1,639
Save 546
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: May 2026 to Oct 2026
Visit: Croatia
Exclusive Savings
From
US$2,328
Save 80
Per Person
View Trip
14 Day Dubrovnik to Ljubljana with Intrepid Travel
Tour
 (1)

14 Days Dubrovnik to Ljubljana
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Visit: Croatia, Slovenia
Exclusive Savings
From
US$4,740
Save 690
Per Person
View Trip
16 Day Full Moon Island Hopper with TruTravels
New ReleaseTour
 (1)

16 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Mar 2026 to Mar 2027
Visit: Thailand
Exclusive Savings
From
US$1,644
Save 57
Per Person
View Trip
9 Day Galápagos Adventure: Snorkelling & Sea Lions with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$1,658
Save 621
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: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$4,167
Save 1,148
Per Person
View Trip
9 Day Galápagos Island Hopping with G Adventures
Tour
 (1)

9 Days Quito to Quito
Operated By: G Adventures
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$2,948
Save 851
Per Person
View Trip
8 Day Greek Island Glow with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Athens to Athens
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jun 2027 to Oct 2027
Visit: Greece, Turkey
Limited Time Offer
Inside
$1,253
Oceanview
$1,393
Balcony
$1,603
Suite
$4,725
From
US$1,253
Per Person
View Trip
10 Day Greek Island Hopper with Trafalgar
Tour
 (1)

10 Days Athens to Athens
Operated By: Trafalgar
Departures: Apr 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece
Sign Up Savings
Best of Summer Sale
Exclusive Savings
From
US$4,224
Save 704
Per Person
View Trip
10 Day Greek Islands: Sunsets & Sea Breezes with Topdeck
Tour
 (1)

10 Days Athens to Athens
Operated By: Topdeck
Departures: May 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$1,713
Save 146
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: May 2026 to Oct 2027
Visit: Italy, Greece, Turkey
Bonus Onboard Credit
Exclusive Savings
Inside
$1,204
Oceanview
$1,394
Balcony
$1,444
Suite
$2,238
From
US$1,229
Save 1,065
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: May 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$2,328
Save 84
Per Person
View Trip
8 Day Iconic Aegean with 4-night Cruise with Globus
Tour + Cruise
 (1)

8 Days Athens to Athens
Operated By: Globus
Departures: Apr 2026 to Oct 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Exclusive Savings
From
US$2,743
Save 366
Per Person
View Trip
8 Day Mediterranean Enchantment with Emerald Cruises
Cruise

8 Days (7 Nights) Dubrovnik to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra, Emerald Raiya
Departures: Jul 2027 to Oct 2027
Visit: Croatia, Montenegro, Albania, Greece
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,790
Balcony
-
Suite
$8,154
From
US$6,790
Save 10,686
Per Person
View Trip
14 Day Thailand Island Hopper with TruTravels
New ReleaseTour
 (1)

14 Days Bangkok to Phuket
Operated By: TruTravels
Departures: Apr 2026 to Nov 2027
Visit: Thailand
From
US$1,425
Per Person
View Trip
Results: 1-30 of 278

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Cruises

All Cruises Adriatic Cruises Aegean Cruises Africa Cruises Alaska Cruises Antarctic Cruises Arabian & Middle East Cruises Arctic Cruises Asia Cruises Australia Cruises Bahamas Cruises Bermuda Cruises Canada & New England Cruises Caribbean Cruises Central America Cruises China Cruises Croatia Cruises Cruises to the Falkland Islands Cruising Cape Horn Europe Cruises Hawaii Cruises Indian Ocean Cruises Japan Cruises Kimberley Tours & Cruises Mediterranean Cruises Mexico Cruises New Zealand Cruises Northern Europe & Baltic Cruises Northwest Passage Cruises Norway & Iceland Cruises Norwegian Fjords Cruises Patagonia Cruises South America Cruises South East Asia Cruises South Pacific Cruises Transatlantic Cruises UK Cruises USA Cruises Western Europe Cruises Worldwide Cruises

Trip Lengths

7 Day 10 Day 2 Week 3 Week 1 Month

Departure Months

March April May June July August September October November December January February

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.

    

Global Journeys | Terms & Conditions

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