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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 4 unique cruise itineraries and 71 departures available, operated by three of the world's leading cruise lines departing in October.
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8 Days
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4 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
Drinks & WiFi Package
Inside
$419
Oceanview
$489
Balcony
$639
Suite
$1,769
From
US$419
Per Person
View Trip
6 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: May 2027 to Oct 2027
Visit: USA, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$770
Oceanview
$819
Balcony
$998
Suite
$1,349
From
US$770
Save 429
Per Person
View Trip
8 Day Western Caribbean 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
Departures: Dec 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$849
Oceanview
$1,509
Balcony
$1,259
Suite
$1,359
From
US$849
Save 54
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: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$759
Oceanview
$999
Balcony
$1,049
Suite
$1,319
From
US$759
Per Person
View Trip
Results: 4 results

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