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Jamaica Cruises Starting In May 2026 and 2027

If you're looking at joining a cruise to Jamaica in May 2026 or 2027, we have 4 unique cruise itineraries and 75 departures available, operated by two of the world's leading cruise lines departing in May.
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4 Cruises (75 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: Mar 2026 to Jun 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$727
Oceanview
$834
Balcony
$959
Suite
$1,480
From
US$727
Save 517
Per Person
View Trip
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 Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: May 2027 to Jul 2027
Visit: USA, Bahamas, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,024
Oceanview
$1,184
Balcony
$1,223
Suite
$2,388
From
US$1,024
Save 707
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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