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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 29 unique cruise itineraries and 170 departures available, operated by six of the world's leading cruise lines departing in January.
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29 Cruises (170 Cruise Departures)
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
Bonus Onboard Credit
Exclusive Savings
Inside
$929
Oceanview
$1,029
Balcony
$1,229
Suite
$3,251
From
US$929
Save 467
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
Bonus Onboard Credit
Exclusive Savings
Inside
$743
Oceanview
$793
Balcony
$1,148
Suite
$2,923
From
US$743
Save 329
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
Ships: Celebrity Apex
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$910
Balcony
$1,178
Suite
$3,490
From
US$839
Save 836
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
$681
Oceanview
$800
Balcony
$1,019
Suite
$2,144
From
US$681
Save 376
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
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$813
Balcony
$890
Suite
$2,152
From
US$732
Save 430
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
Bonus Onboard Credit
Exclusive Savings
Inside
$672
Oceanview
$722
Balcony
$1,077
Suite
$2,794
From
US$672
Save 438
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
$992
Oceanview
$1,102
Balcony
$1,349
Suite
$2,239
From
US$992
Save 336
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
Limited Time Offer
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,073
From
US$833
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
$925
Oceanview
$1,015
Balcony
$1,365
Suite
$2,275
From
US$925
Save 360
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
$859
Oceanview
-
Balcony
$1,219
Suite
$1,339
From
US$859
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
Limited Time Offer
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,634
From
US$714
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,039
Oceanview
$1,316
Balcony
$1,450
Suite
$3,886
From
US$1,039
Save 803
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,330
Oceanview
$1,508
Balcony
$1,586
Suite
$3,829
From
US$1,330
Save 650
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,077
Oceanview
$1,151
Balcony
$1,526
Suite
$3,559
From
US$1,077
Save 570
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
Bonus Onboard Credit
Exclusive Savings
Inside
$804
Oceanview
$900
Balcony
$1,144
Suite
$3,529
From
US$804
Save 709
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
$710
Oceanview
$811
Balcony
$1,048
Suite
$1,898
From
US$710
Save 304
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,041
Oceanview
$1,141
Balcony
$1,491
Suite
$3,538
From
US$1,041
Save 599
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
$649
Balcony
$799
Suite
$1,576
From
US$609
Save 707
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
$886
Oceanview
$975
Balcony
$1,245
Suite
$1,966
From
US$886
Save 274
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
$1,599
Balcony
$1,849
Suite
$2,432
From
US$1,349
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
$1,272
Oceanview
$1,412
Balcony
$1,690
Suite
$2,720
From
US$1,272
Save 451
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
Exclusive Savings
Inside
$849
Oceanview
$1,509
Balcony
$1,259
Suite
$1,359
From
US$849
Save 54
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: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$759
Oceanview
$999
Balcony
$1,049
Suite
$1,319
From
US$759
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
$916
Oceanview
$1,036
Balcony
$1,266
Suite
$2,236
From
US$916
Save 411
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
$719
Oceanview
$919
Balcony
$864
Suite
$1,320
From
US$719
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 (+2 more), Norwegian Getaway, Norwegian Prima
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$779
Oceanview
$919
Balcony
$1,069
Suite
$1,329
From
US$779
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
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
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
Bonus Onboard Credit
Exclusive Savings
Inside
$829
Oceanview
$899
Balcony
$1,324
Suite
$9,274
From
US$829
Save 389
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
Bonus Onboard Credit
Exclusive Savings
Inside
$917
Oceanview
$1,047
Balcony
$1,247
Suite
$2,467
From
US$917
Save 300
Per Person
View Trip
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