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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 49 unique cruise itineraries and 192 departures available, operated by nine of the world's leading cruise lines departing in December.
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15 Days
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49 Cruises (192 Cruise Departures)
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
Departure: 07 December 2026
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$729
Oceanview
$761
Balcony
$867
Suite
$1,414
From
US$729
Save 323
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
$772
Oceanview
$978
Balcony
$969
Suite
$2,804
From
US$772
Save 557
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
$1,789
Suite
$4,457
From
US$1,214
Save 827
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 411
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
$984
Suite
$2,409
From
US$784
Save 568
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
$735
Oceanview
$850
Balcony
$961
Suite
$2,419
From
US$735
Save 875
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
$1,694
From
US$568
Save 488
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
$688
Suite
$1,563
From
US$638
Save 555
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: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$497
Oceanview
$547
Balcony
$802
Suite
$2,302
From
US$497
Save 533
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2025 to Apr 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$904
Oceanview
$1,100
Balcony
$1,199
Suite
$3,443
From
US$904
Save 1,944
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
With Love From the World
Inside
$774
Oceanview
$954
Balcony
$1,134
Suite
$2,670
From
US$774
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
$1,699
From
US$830
Save 528
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
$539
Oceanview
$567
Balcony
$659
Suite
$2,124
From
US$539
Save 278
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
$2,067
From
US$1,121
Save 540
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
With Love From the World
Inside
$1,883
Oceanview
$2,093
Balcony
$2,373
Suite
$5,313
From
US$1,883
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
$821
Oceanview
$965
Balcony
$952
Suite
$3,153
From
US$821
Save 934
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
$2,364
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: 21 December 2025
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,867
Suite
-
From
US$2,867
Save 1,348
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
With Love From the World
Inside
$763
Oceanview
$833
Balcony
$903
Suite
$2,975
From
US$763
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
$1,849
Suite
$3,235
From
US$1,449
Save 707
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
$609
Oceanview
$729
Balcony
$890
Suite
$1,271
From
US$609
Save 536
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
With Love From the World
Inside
$1,603
Oceanview
$1,883
Balcony
$2,023
Suite
$4,970
From
US$1,603
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ships: Radiance of the Seas, Rhapsody of the Seas
Departures: Dec 2025 to Apr 2026
Visit: USA, Cayman Islands, Mexico, Honduras
Exclusive Savings
Inside
$440
Oceanview
$698
Balcony
$1,041
Suite
$1,126
From
US$440
Save 370
Per Person
View Trip
7 Day Grand Cayman, Bahamas & Mexico with Celebrity Cruises
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departures: Dec 2025 to Apr 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$305
Oceanview
$673
Balcony
$756
Suite
$1,869
From
US$305
Save 536
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
$825
Oceanview
$856
Balcony
$1,040
Suite
$2,740
From
US$825
Save 845
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
$659
Oceanview
$819
Balcony
$1,021
Suite
$1,361
From
US$659
Save 373
Per Person
View Trip
10 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 27 December 2025
Visit: USA, Cayman Islands, Aruba, Curacao
Exclusive Savings
Inside
-
Oceanview
$2,553
Balcony
$3,846
Suite
$7,205
From
US$3,637
Save 117
Per Person
View Trip
8 Day Western Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Encore
Departure: 13 December 2025
Visit: USA, Belize, Mexico, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,139
From
US$2,139
Save 60
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
$1,384
Oceanview
$1,484
Balcony
$1,684
Suite
$4,565
From
US$1,384
Save 913
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
$1,289
Oceanview
$1,579
Balcony
$1,812
Suite
$2,371
From
US$1,289
Save 623
Per Person
View Trip
Results: 1-30 of 49

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