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Cayman Islands Cruises Starting In January 2027 and 2028

If you're looking at joining a cruise to Cayman Islands in January 2027 or 2028, we have 34 unique cruise itineraries and 208 departures available, operated by seven of the world's leading cruise lines departing in January.
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34 Cruises (208 Cruise Departures)
7 Day Key West, Mexico & Cayman with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Jan 2026 to Oct 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$662
Oceanview
$762
Balcony
$792
Suite
$1,967
From
US$662
Save 3,287
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 & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 30 January 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$618
Oceanview
$668
Balcony
$948
Suite
$2,523
From
US$618
Save 454
Per Person
View Trip
8 Day Key West, Cayman & Jamaica with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 29 January 2028
Visit: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$804
Oceanview
$904
Balcony
$1,029
Suite
$2,529
From
US$804
Save 592
Per Person
View Trip
6 Day Cayman Isles & Bimini Beach Miles with Virgin Voyages
Cruise
 (5)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady
Departures: Jun 2026 to Mar 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$745
Oceanview
$845
Balcony
$1,045
Suite
$2,575
From
US$745
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
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: 08 January 2028
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$880
Oceanview
$990
Balcony
$1,199
Suite
$1,739
From
US$880
Save 448
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 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
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 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: Jan 2026 to Apr 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$551
Oceanview
$798
Balcony
$930
Suite
$2,430
From
US$551
Save 2,903
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: Jan 2027 to Apr 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$697
Oceanview
$816
Balcony
$1,010
Suite
$1,393
From
US$697
Save 401
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: Jan 2026 to Feb 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$763
Oceanview
$833
Balcony
$903
Suite
$3,073
From
US$763
Per Person
View Trip
9 Day Aruba, Curacao & Cayman Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Jan 2028 to Mar 2028
Visit: USA, Aruba, Curacao, Cayman Islands
Exclusive Savings
Inside
$916
Oceanview
$1,016
Balcony
$1,291
Suite
$3,038
From
US$916
Save 724
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
Inside
$774
Oceanview
$954
Balcony
$1,134
Suite
$2,730
From
US$774
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
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$1,195
Save 934
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
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 24 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,271
Oceanview
$1,321
Balcony
$1,471
Suite
$3,838
From
US$1,271
Save 815
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 17 January 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,550
From
US$2,550
Save 1,742
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
Departures: Jan 2027 to Mar 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$933
Oceanview
$1,083
Balcony
$1,205
Suite
$1,505
From
US$933
Save 528
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: 03 January 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$893
Oceanview
$1,003
Balcony
$1,126
Suite
$1,506
From
US$893
Save 438
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: Jan 2026 to Apr 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$924
Oceanview
$1,074
Balcony
$1,269
Suite
$3,639
From
US$1,095
Save 2,743
Per Person
View Trip
8 Day Western Caribbean with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Jan 2026 to Mar 2026
Visit: USA, Cayman Islands, Jamaica, Turks and Caicos Islands, Bahamas
Have It All Fare Option
Fare Saver
Inside
$399
Oceanview
$499
Balcony
$699
Suite
$1,199
From
US$399
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: 15 January 2028
Visit: USA, Bahamas, Cayman Islands, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,160
Oceanview
$1,300
Balcony
$1,540
Suite
$2,220
From
US$1,160
Save 563
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
$800
Oceanview
$1,199
Balcony
$1,019
Suite
$1,500
From
US$800
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
Departures: Jan 2026 to Apr 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$770
Oceanview
$1,087
Balcony
$1,312
Suite
$2,015
From
US$770
Save 489
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Honduras, Belize, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$939
Oceanview
$1,023
Balcony
$1,223
Suite
$1,909
From
US$939
Save 541
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: Feb 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,036
From
US$2,036
Save 139
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$485
Oceanview
$605
Balcony
$725
Suite
$1,195
From
US$485
Per Person
View Trip
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