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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 30 unique cruise itineraries and 157 departures available, operated by six of the world's leading cruise lines departing in January.
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30 Cruises (157 Cruise Departures)
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: 23 January 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$3,000
From
US$714
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
$854
Oceanview
$954
Balcony
$1,079
Suite
$2,984
From
US$854
Save 542
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 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
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
$668
Oceanview
$718
Balcony
$998
Suite
$2,838
From
US$668
Save 404
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
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 Apr 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$774
Oceanview
$954
Balcony
$1,074
Suite
$2,634
From
US$774
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: 10 January 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$789
Oceanview
-
Balcony
$1,059
Suite
$1,129
From
US$789
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departures: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$909
Balcony
$1,175
Suite
$1,883
From
US$840
Save 477
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: Apr 2027 to Jan 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,073
From
US$833
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
Departures: Jan 2027 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$753
Oceanview
$822
Balcony
$1,166
Suite
$3,497
From
US$753
Save 534
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
$974
Oceanview
$1,132
Balcony
$1,135
Suite
$3,418
From
US$974
Save 557
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 Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 21 January 2028
Visit: USA, Cayman Islands, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$916
Oceanview
$1,016
Balcony
$1,416
Suite
$1,915
From
US$916
Save 473
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
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
$608
Oceanview
$656
Balcony
$819
Suite
$2,038
From
US$608
Save 387
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
Exclusive Savings
Inside
$636
Oceanview
$787
Balcony
$959
Suite
$1,696
From
US$636
Save 367
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
$682
Oceanview
$853
Balcony
$1,100
Suite
$1,725
From
US$682
Save 463
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
$966
Oceanview
$1,066
Balcony
$1,341
Suite
$3,826
From
US$966
Save 674
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 Getaway
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$999
Balcony
$1,029
Suite
$1,129
From
US$699
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: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$879
Balcony
$979
Suite
$1,149
From
US$699
Per Person
View Trip
8 Day Western Caribbean 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
Departures: Dec 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$829
Oceanview
$1,449
Balcony
$1,109
Suite
$1,209
From
US$829
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
Princess Premier
Inside
$729
Oceanview
$949
Balcony
$974
Suite
$1,370
From
US$729
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
Departure: 09 January 2027
Visit: USA, Mexico, Honduras, Belize, Cayman Islands
Exclusive Savings
Inside
$694
Oceanview
$863
Balcony
$1,046
Suite
$1,856
From
US$694
Save 382
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
Ship: Norwegian Aqua
Departure: 02 January 2028
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Inside
$1,349
Oceanview
$1,449
Balcony
$1,529
Suite
$2,159
From
US$1,349
Per Person
View Trip
8 Day Western Caribbean Holiday: Greater Antilles with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$599
Oceanview
$649
Balcony
$899
Suite
$1,499
From
US$599
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
Departures: Jan 2028 to Mar 2028
Visit: USA, Bahamas, Cayman Islands, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,030
Oceanview
$1,098
Balcony
$1,380
Suite
$2,040
From
US$1,030
Save 597
Per Person
View Trip
10 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 03 January 2027
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Savings
Inside
$860
Oceanview
$1,024
Balcony
$1,496
Suite
$8,215
From
US$860
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: 17 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$724
Oceanview
$855
Balcony
$1,027
Suite
$2,217
From
US$724
Save 378
Per Person
View Trip
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