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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 65 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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$16,995pp
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2 Cruises (65 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
$641
Oceanview
$781
Balcony
$873
Suite
$1,143
From
US$641
Save 596
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
Inside
$709
Oceanview
$979
Balcony
$1,059
Suite
$1,309
From
US$709
Per Person
View Trip
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