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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 44 unique cruise itineraries and 189 departures available, operated by eight of the world's leading cruise lines departing in December.
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44 Cruises (189 Cruise Departures)
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: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$497
Oceanview
$547
Balcony
$827
Suite
$2,402
From
US$497
Save 533
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
$566
Oceanview
$596
Balcony
$669
Suite
$1,249
From
US$566
Save 458
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
$638
Oceanview
$688
Balcony
$713
Suite
$1,752
From
US$638
Save 555
Per Person
View Trip
8 Day Key West, Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$737
Oceanview
$764
Balcony
$920
Suite
$2,519
From
US$737
Save 1,004
Per Person
View Trip
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
$784
Oceanview
$884
Balcony
$1,009
Suite
$2,509
From
US$784
Save 568
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Liberty of the Seas
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$568
Oceanview
$688
Balcony
$869
Suite
$1,644
From
US$568
Save 488
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
$1,547
Oceanview
$1,597
Balcony
$1,967
Suite
$2,487
From
US$1,547
Save 752
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
$959
Oceanview
$1,065
Balcony
$1,068
Suite
$3,346
From
US$959
Save 668
Per Person
View Trip
7 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 18 December 2027
Visit: USA, Bahamas, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$717
Oceanview
$798
Balcony
$957
Suite
$1,358
From
US$717
Save 384
Per Person
View Trip
8 Day Grand Cayman & Mexico Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 26 December 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,214
Oceanview
$1,414
Balcony
$1,814
Suite
$4,555
From
US$1,214
Save 827
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
$1,883
Oceanview
$2,093
Balcony
$2,373
Suite
$5,313
From
US$1,883
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
$946
Oceanview
$1,026
Balcony
$1,326
Suite
$3,108
From
US$946
Save 695
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
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,670
From
US$714
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 Beyond
Departures: Dec 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$697
Oceanview
$876
Balcony
$1,065
Suite
$2,840
From
US$697
Save 845
Per Person
View Trip
7 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$519
Oceanview
$564
Balcony
$694
Suite
$2,492
From
US$519
Save 390
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
$1,060
Suite
$1,539
From
US$740
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
$1,249
Oceanview
$1,539
Balcony
$1,782
Suite
$2,291
From
US$1,249
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
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
$1,668
From
US$830
Save 531
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
$922
Oceanview
$1,007
Balcony
$1,011
Suite
$2,797
From
US$922
Save 640
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
$1,111
Oceanview
$1,264
Balcony
$1,427
Suite
$2,017
From
US$1,111
Save 535
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
$579
Oceanview
$668
Balcony
$839
Suite
$1,261
From
US$579
Save 523
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

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
$740
Oceanview
$840
Balcony
$940
Suite
$2,215
From
US$740
Save 527
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
$598
Oceanview
$789
Balcony
$961
Suite
$1,497
From
US$598
Save 348
Per Person
View Trip
8 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise

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
$1,385
Oceanview
$1,453
Balcony
$1,941
Suite
$4,615
From
US$1,385
Save 914
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
$1,016
Oceanview
$1,053
Balcony
$1,307
Suite
$3,750
From
US$1,016
Save 934
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
$1,220
Oceanview
$1,332
Balcony
$1,630
Suite
$2,169
From
US$1,220
Save 586
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,449
Oceanview
$1,480
Balcony
$1,793
Suite
$3,127
From
US$1,449
Save 707
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 Western Caribbean with Grand Cayman Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$950
Oceanview
$1,349
Balcony
$1,159
Suite
$1,650
From
US$950
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
-
Oceanview
-
Balcony
-
Suite
$1,968
From
US$1,968
Save 141
Per Person
View Trip
Results: 1-30 of 44

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