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Jamaica Cruises Starting In October 2026 and 2027

If you're looking at joining a cruise to Jamaica in October 2026 or 2027, we have 3 unique cruise itineraries and 71 departures available, operated by two of the world's leading cruise lines departing in October.
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$16,995pp
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3 Cruises (71 Cruise Departures)
6 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

6 Days (5 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Jamaica
Bonus Onboard Credit
Drinks, WiFi & Onboard Credit
Inside
$424
Oceanview
$474
Balcony
$614
Suite
$1,674
From
US$424
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
8 Day Western Caribbean 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 Prima
Departures: Feb 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$709
Oceanview
$849
Balcony
$929
Suite
$1,719
From
US$709
Save 54
Per Person
View Trip
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