Home > Cruises > Caribbean Cruises > Cayman Islands > December

Cayman Islands Cruises Starting In December 2026 and 2027

If you're looking at joining a cruise to Cayman Islands in December 2026 or 2027, we have 46 unique cruise itineraries and 165 departures available, operated by eight of the world's leading cruise lines departing in December.
Filter Results
Departures
Duration
6 Days
15 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Show More...
Price
$300pp
$22,198pp
Countries
Show More...
Filter Results
46 Cruises (165 Cruise Departures)
8 Day Key West, Grand Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 04 December 2027
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$934
Oceanview
$1,009
Balcony
$1,239
Suite
$3,318
From
US$934
Save 578
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2026 to Mar 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,875
From
US$595
Per Person
View Trip
8 Day Western Caribbean Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Reflection
Departure: 21 December 2026
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$732
Oceanview
$812
Balcony
$815
Suite
$3,065
From
US$732
Save 613
Per Person
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$597
Oceanview
$647
Balcony
$927
Suite
$2,577
From
US$597
Save 513
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Mariner of the Seas
Departure: 31 December 2027
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,345
Oceanview
$1,395
Balcony
$1,608
Suite
$2,218
From
US$1,345
Save 665
Per Person
View Trip
7 Day Key West, Cayman & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Dec 2027 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$631
Oceanview
$738
Balcony
$740
Suite
$2,077
From
US$631
Save 627
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Dec 2026 to Apr 2027
Visit: USA, Cayman Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$646
Oceanview
$706
Balcony
$788
Suite
$1,219
From
US$646
Save 306
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$766
Oceanview
$867
Balcony
$990
Suite
$2,577
From
US$766
Save 477
Per Person
View Trip
8 Day Western Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 December 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,113
Oceanview
$1,323
Balcony
$1,533
Suite
$3,850
From
US$1,113
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 13 December 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Inside
$629
Oceanview
-
Balcony
$889
Suite
$1,079
From
US$629
Per Person
View Trip
8 Day Western Caribbean & Bimini New Year's with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 28 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$1,883
Oceanview
$2,093
Balcony
$2,242
Suite
$4,480
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: Feb 2027 to Dec 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,073
From
US$833
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
Inside
$894
Oceanview
$894
Balcony
$954
Suite
$2,514
From
US$894
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
Inside
$1,743
Oceanview
$1,953
Balcony
$2,233
Suite
$5,803
From
US$1,743
Per Person
View Trip
8 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 27 December 2026
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,458
Oceanview
$2,026
Balcony
$2,120
Suite
$5,360
From
US$1,458
Save 1,038
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$765
Oceanview
$1,060
Balcony
$1,030
Suite
$3,477
From
US$790
Save 599
Per Person
View Trip
8 Day Western Caribbean & 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
Exclusive Savings
Inside
$1,304
Oceanview
$1,666
Balcony
$2,569
Suite
-
From
US$1,304
Save 722
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
Exclusive Savings
Inside
$844
Oceanview
$964
Balcony
$1,143
Suite
$1,899
From
US$844
Save 583
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
Exclusive Savings
Inside
$1,064
Oceanview
$1,414
Balcony
$1,406
Suite
$2,506
From
US$1,064
Save 515
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
$541
Oceanview
$614
Balcony
$766
Suite
$1,330
From
US$541
Save 709
Per Person
View Trip
9 Day Western Caribbean Holiday Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 20 December 2026
Visit: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$899
Oceanview
$949
Balcony
$1,094
Suite
$2,803
From
US$899
Save 471
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 23 December 2027
Visit: USA, Mexico, Jamaica, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,181
Oceanview
$1,282
Balcony
$1,882
Suite
$2,562
From
US$1,181
Save 589
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$998
Oceanview
$1,076
Balcony
$1,376
Suite
$3,256
From
US$998
Save 645
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$886
Oceanview
$977
Balcony
$1,174
Suite
$3,079
From
US$886
Save 712
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Sep 2026 to Dec 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$625
Oceanview
$767
Balcony
$811
Suite
$1,829
From
US$625
Save 949
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
$1,021
Oceanview
$1,191
Balcony
$1,421
Suite
$5,741
From
US$1,021
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
$869
Oceanview
$1,048
Balcony
$1,168
Suite
$1,579
From
US$869
Per Person
View Trip
8 Day Western Caribbean Holiday Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 23 December 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,263
Oceanview
$1,332
Balcony
$1,726
Suite
$2,296
From
US$1,263
Save 605
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
Exclusive Savings
Inside
$560
Oceanview
$869
Balcony
$1,402
Suite
$2,001
From
US$560
Save 414
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 19 December 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,575
Oceanview
$1,785
Balcony
$2,245
Suite
$3,046
From
US$1,575
Save 748
Per Person
View Trip
Results: 1-30 of 46

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Caribbean & Bahamas Cruises

Aruba Cruises Bahamas Cruises Barbados Cruises Bermunda Cruises Caribbean Cruises Central America Cruises Jamaica Cruises Mexico Cruises Panama Cruises Puerto Rico Cruises Virgin Islands Cruises

Travel Styles

Luxury Cruises

Trip Lengths

10 Day 7 Day

Departure Months

June July August September October November December January February March April May

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations