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Jamaica Cruises Starting In December 2026 and 2027

If you're looking at joining a cruise to Jamaica in December 2026 or 2027, we have 38 unique cruise itineraries and 163 departures available, operated by eight of the world's leading cruise lines departing in December.
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38 Cruises (163 Cruise Departures)
11 Day Caribbean And Antilles with MSC Cruises
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 18 December 2025
Visit: USA, Bahamas, Jamaica
Inside
-
Oceanview
$1,398
Balcony
-
Suite
-
From
US$1,398
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
Departure: 21 December 2025
Visit: USA, Bahamas, Jamaica
Inside
$672
Oceanview
$782
Balcony
$922
Suite
$1,878
From
US$672
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: Dec 2025 to Apr 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$624
Oceanview
$797
Balcony
$1,039
Suite
$1,267
From
US$624
Save 537
Per Person
View Trip
8 Day Western Caribbean & Perfect Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departure: 28 December 2025
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,700
Oceanview
$1,788
Balcony
-
Suite
-
From
US$2,468
Save 50
Per Person
View Trip
8 Day Western Carib & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 27 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,279
Oceanview
$1,579
Balcony
$1,911
Suite
$2,342
From
US$1,279
Save 618
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
Departure: 13 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Black Friday Deal
Inside
$774
Oceanview
$954
Balcony
$1,134
Suite
$2,670
From
US$774
Per Person
View Trip
7 Day Western Carib & 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, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$671
Oceanview
$710
Balcony
$911
Suite
$1,558
From
US$1,014
Save 695
Per Person
View Trip
8 Day Resilient New Year's Ahoy! with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2025
Visit: USA, Jamaica, Cayman Islands, Bahamas
Black Friday Deal
Inside
$1,808
Oceanview
$1,883
Balcony
$2,023
Suite
$6,685
From
US$1,808
Per Person
View Trip
8 Day Western Carib & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departure: 21 December 2026
Visit: USA, Bahamas, Haiti, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,341
Oceanview
$1,465
Balcony
$1,568
Suite
$3,221
From
US$1,962
Save 50
Per Person
View Trip
8 Day Western Caribbean & Bimini New Year's with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Black Friday Deal
Inside
$1,883
Oceanview
$2,093
Balcony
$2,373
Suite
$5,313
From
US$1,883
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: Dec 2025 to Feb 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Black Friday Deal
Inside
$693
Oceanview
$833
Balcony
$903
Suite
$2,975
From
US$693
Per Person
View Trip
8 Day Cayman Coves & Jamaican Waterfalls with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2025 to Feb 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
Black Friday Deal
Inside
$693
Oceanview
$833
Balcony
$903
Suite
$3,045
From
US$693
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
Departure: 05 December 2026
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$668
Oceanview
$838
Balcony
$1,053
Suite
$1,391
From
US$668
Save 378
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: Dec 2026 to Feb 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$830
Oceanview
$917
Balcony
$1,199
Suite
$1,649
From
US$830
Save 547
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
Inside
$749
Oceanview
$879
Balcony
$1,069
Suite
$1,709
From
US$749
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: Allure of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$805
Oceanview
$911
Balcony
$940
Suite
$1,829
From
US$805
Save 565
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
$619
Oceanview
$747
Balcony
$890
Suite
$1,201
From
US$619
Save 558
Per Person
View Trip
8 Day Western Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Star Of The Seas
Departures: Dec 2027 to Jan 2028
Visit: USA, Mexico, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,382
Oceanview
$1,502
Balcony
$1,622
Suite
$3,122
From
US$1,382
Save 1,179
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
Inside
$918
Oceanview
$1,108
Balcony
$1,318
Suite
$2,664
From
US$918
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 20 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,121
Oceanview
$1,264
Balcony
$1,427
Suite
$2,017
From
US$1,121
Save 540
Per Person
View Trip
12 Day Aruban Sunsets & Calm Cayman Days with Virgin Voyages
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departures: Dec 2025 to Mar 2026
Visit: USA, Aruba, Colombia, Jamaica, Cayman Islands
Black Friday Deal
Inside
$1,089
Oceanview
$1,370
Balcony
$1,631
Suite
$4,169
From
US$1,089
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: Dec 2025 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Black Friday Sale
Inside
$769
Oceanview
$869
Balcony
$1,069
Suite
$2,799
From
US$769
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 28 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$1,179
Oceanview
$1,319
Balcony
$1,559
Suite
$1,956
From
US$1,179
Per Person
View Trip
10 Day 185th Anniversary Celebration with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departure: 09 December 2025
Visit: USA, Mexico, Belize, Jamaica, Turks and Caicos Islands
Inside
$599
Oceanview
-
Balcony
-
Suite
$7,627
From
US$599
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: 12 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Book Early & Have It All Fare Option
Inside
$684
Oceanview
$1,014
Balcony
$1,164
Suite
$2,214
From
US$684
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: Dec 2025 to Oct 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,744
From
US$2,744
Save 185
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 28 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$1,469
Oceanview
$1,689
Balcony
$1,929
Suite
$5,790
From
US$1,469
Per Person
View Trip
11 Day A Journey Through Caribbean Havens & the Tropical Gems of Seaside Cities with Explora Journeys
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 December 2027
Visit: USA, Jamaica, Panama, Costa Rica, Colombia
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,100
Suite
$5,850
From
US$5,100
Per Person
View Trip
8 Day Western Caribbean with Holland America
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Dec 2025 to Mar 2026
Visit: USA, Cayman Islands, Jamaica, Turks and Caicos Islands, Bahamas
Have It All Fare Option
Fare Saver
Inside
$599
Oceanview
$699
Balcony
$799
Suite
$1,449
From
US$599
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: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$829
Oceanview
$941
Balcony
$1,094
Suite
$1,444
From
US$829
Save 425
Per Person
View Trip
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