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

Island Hopping Cruises Starting In October 2026, 2027 and 2028

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
277 Cruises (6,711 Cruise Departures)
8 Day Greek Isles Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Bologna to Bologna
Cruise Line: Royal Caribbean
Ships: Brilliance of the Seas, Explorer of the Seas
Departures: Jul 2026 to Oct 2027
Visit: Italy, Greece, Croatia
Bonus Onboard Credit
Exclusive Savings
Inside
$1,124
Oceanview
$1,284
Balcony
$1,563
Suite
$2,125
From
US$1,124
Save 694
Per Person
View Trip
17 Day Complete Galápagos - Eden with G Adventures
Cruise

17 Days (16 Nights) Quito to Quito
Operated By: G Adventures
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$8,341
Save 2,408
Per Person
View Trip
7 Day Galapagos Experience with Intrepid Travel
Tour

7 Days San Cristobal Island to Santa Cruz Island
Operated By: Intrepid Travel
Departures: Apr 2026 to Dec 2027
Visit: Galapagos, Ecuador
Exclusive Savings
From
US$1,600
Save 159
Per Person
View Trip
8 Day Galapagos Outer Loop Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Baltra Island to Baltra Island
Cruise Line: Celebrity Cruises
Ship: Celebrity Flora
Departures: May 2026 to Dec 2027
Visit: Galapagos
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,530
From
US$7,530
Save 4,856
Per Person
View Trip
20 Day Discover Aegean & Ancient Wonders with Emerald Cruises
New ReleaseCruise

20 Days (19 Nights) Athens to Aqaba
Cruise Line: Emerald Cruises
Ship: Emerald Raiya
Departure: 23 October 2027
Visit: Greece, Turkey, Cyprus, Israel, Egypt, Jordan
Exclusive Savings
Inside
-
Oceanview
$19,166
Balcony
-
Suite
-
From
US$19,166
Save 524
Per Person
View Trip
15 Day Highlights of Ecuador & the Galapagos with Exodus Tours
New ReleaseTour + Cruise

15 Days Quito to Quito
Operated By: Exodus Tours
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Sign Up Savings
Exclusive Savings
From
US$5,354
Save 1,544
Per Person
View Trip
16 Day Premium Greece in Depth with Intrepid Travel
Tour

16 Days Athens to Santorini
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$8,124
Save 303
Per Person
View Trip
8 Day Greece & Croatia Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Athens to Bologna
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 04 October 2027
Visit: Greece, Croatia, Italy
Bonus Onboard Credit
Exclusive Savings
Inside
$1,132
Oceanview
$1,532
Balcony
$1,794
Suite
$2,594
From
US$1,132
Save 562
Per Person
View Trip
8 Day Sail Greece: Mykonos to Santorini with Intrepid Travel
Cruise

8 Days (7 Nights) Mykonos to Santorini
Operated By: Intrepid Travel
Departures: May 2026 to Oct 2027
Visit: Greece
Exclusive Savings
From
US$1,853
Save 74
Per Person
View Trip
21 Day South America Revealed with Galápagos Legend North and Central Cruise with Trafalgar
Tour + Cruise

21 Days Rio de Janeiro to Quito
Operated By: Trafalgar
Departures: Jul 2026 to Nov 2026
Visit: Brazil, Argentina, Peru, Ecuador, Galapagos
Sign Up Savings
Today's Deal
Exclusive Savings
From
US$10,993
Save 857
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: Apr 2026 to Oct 2026
Visit: Greece
Exclusive Savings
From
US$1,402
Save 360
Per Person
View Trip
8 Day Greek Isles & Turkey Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 29 October 2027
Visit: Turkey, Greece
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$1,312
Balcony
$1,764
Suite
$2,293
From
US$839
Save 423
Per Person
View Trip
11 Day Greek Island Adventure with Istanbul with Globus
Tour

11 Days Athens to Istanbul
Operated By: Globus
Departures: May 2026 to Oct 2027
Trip Styles: Coach, Island Hopping, Scenic
Visit: Greece, Turkey
Exclusive Savings
From
US$4,170
Save 649
Per Person
View Trip
18 Day An Extended Journey Through Bewitching Isles & Glittering Shores with Explora Journeys
Cruise
 (1)

18 Days (17 Nights) Venice to Venice
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 October 2026
Visit: Italy, Croatia, Montenegro, Greece, Turkey
Inside
-
Oceanview
-
Balcony
-
Suite
$12,620
From
US$12,620
Per Person
View Trip
15 Day Mediterranean Icons (West To East) with Celestyal Cruises
Cruise

15 Days (14 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: Apr 2026 to Oct 2027
Visit: Greece, Croatia, Montenegro, Italy, Turkey
Inside
$1,739
Oceanview
$2,029
Balcony
-
Suite
$3,639
From
US$1,739
Per Person
View Trip
8 Day Istanbul to Athens Adventure with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Istanbul to Athens
Cruise Line: Emerald Cruises
Ships: Emerald Raiya, Emerald Azzurra
Departures: Jun 2026 to Oct 2027
Visit: Turkey, Greece
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,577
Balcony
-
Suite
$8,265
From
US$6,577
Save 1,105
Per Person
View Trip
11 Day Idyllic Aegean with 7-night Cruise with Globus
Tour + Cruise

11 Days Athens to Athens
Operated By: Globus
Departures: May 2026 to Oct 2026
Trip Styles: Coach, Cruise, Island Hopping, Scenic
Visit: Greece, Turkey
Exclusive Savings
From
US$3,824
Save 446
Per Person
View Trip
9 Day Thai Island Hopper East with Contiki
Tour

9 Days Bangkok to Koh Samui
Operated By: Contiki
Departures: Mar 2026 to Jan 2027
Trip Styles: 18-30's, Island Hopping, Scenic
Visit: Thailand
Full Moon Party Departure
Exclusive Savings
From
US$823
Save 100
Per Person
View Trip
17 Day Galapagos & Inca Trail Adventure with Intrepid Travel
Tour

17 Days Quito to Cusco
Operated By: Intrepid Travel
Departures: Mar 2026 to Dec 2027
Visit: Ecuador, Galapagos, Peru
Exclusive Savings
From
US$6,266
Save 545
Per Person
View Trip
5 Day Iconic Greek Islands with Celestyal Cruises
Cruise

5 Days (4 Nights) Athens to Athens
Cruise Line: Celestyal Cruises
Ship: Celestyal Discovery
Departures: Apr 2026 to Oct 2027
Visit: Greece, Turkey
Inside
$639
Oceanview
$799
Balcony
$1,269
Suite
$1,389
From
US$639
Per Person
View Trip
9 Day Island Hopping in the Galapagos with Exodus Tours
New ReleaseCruise

9 Days (8 Nights) Quito to Quito
Operated By: Exodus Tours
Departures: May 2026 to Dec 2027
Visit: Ecuador, Galapagos
Sign Up Savings
Exclusive Savings
From
US$4,889
Save 1,409
Per Person
View Trip
15 Day Highlights of Turkey & the Greek Islands with Intrepid Travel
Tour

15 Days Istanbul to Santorini
Operated By: Intrepid Travel
Departures: Apr 2026 to Oct 2027
Visit: Turkey, Greece
Exclusive Savings
From
US$5,422
Save 201
Per Person
View Trip
10 Day Greece: In the Footsteps of Paul the Apostle with Collette
Tour + Cruise

10 Days Athens to Athens
Operated By: Collette
Departures: Mar 2026 to Jun 2027
Visit: Greece, Turkey
Exclusive Savings
From
US$4,805
Save 394
Per Person
View Trip
8 Day Montenegro Sailing with G Adventures
Cruise

8 Days (7 Nights) Dubrovnik to Dubrovnik
Operated By: G Adventures
Departures: Apr 2026 to Oct 2027
Visit: Montenegro, Croatia
Exclusive Savings
From
US$1,462
Save 487
Per Person
View Trip
8 Day Idyllic Greece with Celestyal Cruises
Cruise

8 Days (7 Nights) Kusadasi to Kusadasi
Cruise Line: Celestyal Cruises
Ship: Celestyal Journey
Departures: May 2026 to Oct 2027
Visit: Turkey, Greece
Inside
$1,119
Oceanview
$1,149
Balcony
-
Suite
-
From
US$1,119
Per Person
View Trip
8 Day Maldive Dhoni Cruise with Explore Worldwide
Cruise

8 Days (7 Nights) Male to Male
Operated By: Explore Worldwide
Departures: Mar 2026 to Dec 2026
Visit: Maldives
Exclusive Savings
From
US$2,018
Save 346
Per Person
View Trip
7 Day Nature And Wildlife Expedition Cruise (Northern Route) with HX Expeditions
Cruise

7 Days (6 Nights) Quito to Quito
Cruise Line: HX Expeditions
Ship: MS Santa Cruz II
Departures: Jun 2026 to Dec 2026
Visit: Ecuador, Galapagos
Bonus Onboard Credit
Exclusive Savings
Inside
-
Oceanview
$5,810
Balcony
-
Suite
$7,535
From
US$5,810
Save 1,680
Per Person
View Trip
7 Day Galápagos - North & Central Islands aboard the Eden with G Adventures
Cruise

7 Days (6 Nights) Quito to Quito
Operated By: G Adventures
Departures: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$3,142
Save 936
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: Apr 2026 to Dec 2027
Visit: Ecuador, Galapagos
Exclusive Savings
From
US$5,198
Save 1,568
Per Person
View Trip
7 Day The Dalmatian Coast: Rome, Dubrovnik & Adriatic Dreamin’ with G Adventures
New ReleaseTour

7 Days Rome to Dubrovnik
Operated By: G Adventures
Departures: May 2026 to Sep 2027
Visit: Italy, Croatia
Exclusive Savings
From
US$922
Save 307
Per Person
View Trip
Results: 181-210 of 277

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