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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 48 departures available, operated by two of the world's leading cruise lines departing in September.
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7 Days
8 Days
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$300pp
$12,495pp
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2 Cruises (48 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: May 2026 to Sep 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$660
Oceanview
$871
Balcony
$1,073
Suite
$1,513
From
US$660
Save 519
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: May 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$849
Balcony
$979
Suite
$1,259
From
US$699
Per Person
View Trip
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