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Cayman Islands Cruises Starting In January 2026, 2027 and 2028

If you're looking at joining a cruise to Cayman Islands in January 2026, 2027 or 2028, we have 44 unique cruise itineraries and 235 departures available, operated by eight of the world's leading cruise lines departing in January.
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44 Cruises (235 Cruise Departures)
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
6 Day Cayman Isles & Bimini Beach Miles with Virgin Voyages
Cruise
 (1)

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
With Love From the World
Inside
$745
Oceanview
$845
Balcony
$1,045
Suite
$2,575
From
US$745
Per Person
View Trip
7 Day Key West, Cayman & Mexico with Celebrity Cruises
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Eclipse, Celebrity Silhouette
Departures: Jan 2026 to Feb 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$622
Oceanview
$778
Balcony
$778
Suite
$2,003
From
US$622
Save 525
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman From Fort Lauderdale with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2026 to Feb 2026
Visit: USA, Mexico, Cayman Islands
Princess Standard
Princess Premier
Inside
$622
Oceanview
$839
Balcony
$1,019
Suite
$1,299
From
US$622
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
$1,004
Suite
$2,429
From
US$804
Save 592
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Freedom of the Seas, Independence of the Seas
Departures: Dec 2025 to Mar 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$409
Oceanview
$690
Balcony
$858
Suite
$1,190
From
US$409
Save 302
Per Person
View Trip
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
$611
Oceanview
$669
Balcony
$671
Suite
$1,867
From
US$611
Save 3,190
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
$923
Suite
$2,423
From
US$618
Save 454
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
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
6 Day Caribbean Getaway Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departure: 24 January 2026
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$472
Oceanview
$546
Balcony
$722
Suite
$1,195
From
US$472
Save 216
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
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
$315
Suite
$1,869
From
US$305
Save 536
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman From Fort Lauderdale with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2026 to Feb 2026
Visit: USA, Mexico, Honduras, Cayman Islands
Princess Standard
Princess Premier
Inside
$569
Oceanview
$679
Balcony
$986
Suite
$1,199
From
US$569
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
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
$589
Oceanview
$789
Balcony
$1,239
Suite
$1,725
From
US$589
Save 461
Per Person
View Trip
8 Day Cayman Isles & Jamaican Miles with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Nov 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$763
Oceanview
$833
Balcony
$903
Suite
$3,045
From
US$763
Per Person
View Trip
8 Day Key West, Mexico & Cayman with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Jan 2026 to Feb 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,105
Oceanview
$1,114
Balcony
$1,205
Suite
$3,076
From
US$1,105
Save 1,013
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 2026 to Mar 2028
Visit: USA, Aruba, Curacao, Cayman Islands
Exclusive Savings
Inside
$916
Oceanview
$1,016
Balcony
$1,266
Suite
$2,940
From
US$916
Save 834
Per Person
View Trip
8 Day Cozumel, Grand Cayman & Bimini with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 03 January 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
With Love From the World
Inside
$763
Oceanview
$833
Balcony
$903
Suite
$4,270
From
US$763
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
Ship: Rhapsody of the Seas
Departures: Jan 2026 to Mar 2026
Visit: USA, Cayman Islands, Belize, Mexico
Exclusive Savings
Inside
$644
Oceanview
$747
Balcony
$1,395
Suite
$1,824
From
US$644
Save 368
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
With Love From the World
Inside
$774
Oceanview
$954
Balcony
$1,134
Suite
$2,730
From
US$774
Per Person
View Trip
8 Day Cayman Coves & Jamaican Waterfalls 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
With Love From the World
Inside
$763
Oceanview
$833
Balcony
$903
Suite
$3,115
From
US$763
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Jan 2027
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$774
Oceanview
-
Balcony
$1,015
Suite
$1,479
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 Xcel
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$946
Oceanview
$1,026
Balcony
$1,301
Suite
$3,010
From
US$946
Save 695
Per Person
View Trip
7 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Jan 2026 to Apr 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Exclusive Savings
Inside
$746
Oceanview
$946
Balcony
$1,279
Suite
$1,819
From
US$746
Save 541
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
$943
Oceanview
$1,063
Balcony
$1,196
Suite
$1,592
From
US$943
Save 459
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
$619
Oceanview
$716
Balcony
$980
Suite
$1,443
From
US$619
Save 378
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
Results: 1-30 of 44

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