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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 3 unique cruise itineraries and 49 departures available, operated by two of the world's leading cruise lines departing in October.
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3 Cruises (49 Departures)
3 Cruises (49 Departures)
Departures
Duration
6 Days
8 Days
Countries Visited
Start & End Cities
Ship Size
Operators
Price
$600pp
$10,300pp
Countries
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
Visits: USA, Cayman Islands, Jamaica
Exclusive Savings
Inside
$646
Oceanview
$676
Balcony
$775
Suite
$2,236
From (Per Person)
A$646
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Prima
Departures: Aug 2026 to Apr 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,200
Oceanview
$1,453
Balcony
$1,572
Suite
$1,870
From (Per Person)
A$1,200
Save 56
Per Person
View Trip
8 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic
Departures: Dec 2026 to Mar 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,365
Oceanview
$1,931
Balcony
$1,782
Suite
$1,917
From (Per Person)
A$1,365
Save 25
Per Person
View Trip
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