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Jamaica Cruises Starting In May 2027

If you're looking at joining a cruise to Jamaica in May 2027, we have 3 unique cruise itineraries and 43 departures available, operated by two of the world's leading cruise lines departing in May.
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3 Cruises (43 Cruise Departures)
7 Day Western Caribbean & Perfect Day Holiday with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ships: Adventure of the Seas, Harmony of the Seas
Departures: May 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$927
Oceanview
$1,108
Balcony
$1,380
Suite
$1,710
From
US$927
Save 734
Per Person
View Trip
8 Day Perfect Day Cococay & West Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departure: 22 May 2027
Visit: USA, Bahamas, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$988
Oceanview
$1,149
Balcony
$1,132
Suite
$2,371
From
US$988
Save 580
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
$879
Balcony
$949
Suite
$1,149
From
US$699
Per Person
View Trip
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