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Jamaica Cruises Starting In September 2026 and 2027

If you're looking at joining a cruise to Jamaica in September 2026 or 2027, we have 2 unique cruise itineraries and 40 departures available, operated by two of the world's leading cruise lines departing in September.
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8 Days
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$6,240pp
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2 Cruises (40 Cruise Departures)
7 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Aug 2026 to Sep 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Exclusive Savings
Inside
$641
Oceanview
$801
Balcony
$933
Suite
$2,018
From
US$641
Save 383
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: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$879
Balcony
$979
Suite
$1,149
From
US$699
Per Person
View Trip
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