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Jamaica Cruises Starting In November 2026 and 2027

If you're looking at joining a cruise to Jamaica in November 2026 or 2027, we have 23 unique cruise itineraries and 136 departures available, operated by seven of the world's leading cruise lines departing in November.
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23 Cruises (136 Cruise Departures)
6 Day Jamaican Waves & Bimini Breeze with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2026 to Feb 2027
Visit: USA, Jamaica, Bahamas
With Love From the World
Inside
$795
Oceanview
$895
Balcony
$1,095
Suite
$2,575
From
US$795
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$697
Oceanview
$797
Balcony
$977
Suite
$1,707
From
US$697
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Inside
$848
Oceanview
$1,008
Balcony
$1,198
Suite
$2,334
From
US$848
Per Person
View Trip
8 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2027 to Apr 2028
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$773
Oceanview
$873
Balcony
$1,042
Suite
$1,553
From
US$773
Save 709
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$988
Oceanview
$1,138
Balcony
$1,378
Suite
$2,471
From
US$988
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2026 to Jan 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
With Love From the World
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,634
From
US$714
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Mar 2026 to Nov 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$903
Oceanview
$1,113
Balcony
$1,043
Suite
$3,143
From
US$903
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Mariner of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$589
Oceanview
$715
Balcony
$831
Suite
$1,330
From
US$589
Save 557
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Inside
$740
Oceanview
$880
Balcony
$990
Suite
$1,539
From
US$740
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,024
Oceanview
-
Balcony
$1,369
Suite
$2,049
From
US$1,024
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 18 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$968
Oceanview
$1,108
Balcony
$1,348
Suite
$2,354
From
US$968
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 22 November 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Inside
$858
Oceanview
$1,028
Balcony
$1,228
Suite
$2,481
From
US$858
Per Person
View Trip
8 Day Western Caribbean: Greater Antilles & Mexico with Holland America
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 21 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$694
Oceanview
$794
Balcony
$1,094
Suite
$2,044
From
US$694
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$775
Oceanview
$1,193
Balcony
$1,089
Suite
$1,500
From
US$775
Per Person
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Mar 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$729
Oceanview
$759
Balcony
$900
Suite
$2,759
From
US$729
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 27 November 2027
Visit: USA, Mexico, Jamaica, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,043
Oceanview
$1,163
Balcony
$1,372
Suite
$2,022
From
US$1,043
Save 521
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 Getaway, Norwegian Prima
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$809
Oceanview
$959
Balcony
$1,109
Suite
$1,469
From
US$809
Per Person
View Trip
8 Day Southern Caribbean with Curacao with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$754
Oceanview
$874
Balcony
$1,099
Suite
$1,699
From
US$754
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
$1,709
From
US$709
Save 54
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 Holiday: Greater Antilles with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,644
From
US$644
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 08 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$773
Oceanview
$843
Balcony
$1,087
Suite
$1,796
From
US$773
Save 391
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 22 November 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$903
Oceanview
$1,113
Balcony
$1,186
Suite
$1,946
From
US$903
Save 443
Per Person
View Trip
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