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Jamaica Cruises Starting In October 2026 and 2027

If you're looking at joining a cruise to Jamaica in October 2026 or 2027, we have 5 unique cruise itineraries and 74 departures available, operated by three of the world's leading cruise lines departing in October.
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5 Cruises (74 Cruise Departures)
6 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

6 Days (5 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$424
Oceanview
$474
Balcony
$614
Suite
$1,674
From
US$424
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 25 October 2026
Visit: USA, Bahamas, Haiti, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$869
Oceanview
$909
Balcony
$891
Suite
$2,272
From
US$869
Save 460
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Sep 2026 to Oct 2026
Visit: USA, Bahamas, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$568
Oceanview
$649
Balcony
$737
Suite
$1,180
From
US$568
Save 430
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Prima
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,201
From
US$2,201
Save 159
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Prima
Departures: Feb 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$1,968
From
US$1,968
Save 141
Per Person
View Trip
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