Cayman Islands Cruises Starting In January 2027, 2028 and 2029

If you're looking at joining a cruise to Cayman Islands in January 2027, 2028 or 2029, we have 42 unique cruise itineraries and 206 departures available, operated by seven of the world's leading cruise lines departing in January.
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42 Cruises (206 Departures)
42 Cruises (206 Departures)
Departures
Duration
6 Days
11 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
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Price
$600pp
$19,890pp
Countries
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Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: May 2027 to Aug 2028
Visits: USA, Cayman Islands, Bahamas
Inside
$864
Oceanview
$1,009
Balcony
$1,226
Suite
$3,846
From (Per Person)
A$864
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 23 January 2028
Visits: USA, Cayman Islands, Bahamas
Inside
$1,036
Oceanview
$1,384
Balcony
$1,645
Suite
$4,179
From (Per Person)
A$1,036
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 29 January 2028
Visits: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,582
Oceanview
$1,720
Balcony
$2,068
Suite
$5,073
From (Per Person)
A$2,421
Save 41
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departures: Nov 2026 to Apr 2029
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,403
Oceanview
$1,509
Balcony
$1,959
Suite
$4,556
From (Per Person)
A$2,109
Save 52
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Aug 2027 to Jan 2029
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$994
Oceanview
$1,059
Balcony
$1,254
Suite
$4,129
From (Per Person)
A$1,431
Save 40
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,002
Oceanview
$1,291
Balcony
$1,429
Suite
$3,883
From (Per Person)
A$1,436
Save 38
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Departure: 30 January 2028
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,196
Oceanview
$1,263
Balcony
$1,752
Suite
$4,536
From (Per Person)
A$1,747
Save 34
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Departures: Jan 2028 to Mar 2028
Visits: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$1,158
Oceanview
$1,224
Balcony
$1,713
Suite
$4,218
From (Per Person)
A$1,708
Save 35
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Departures: Dec 2027 to Mar 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,166
Oceanview
$1,232
Balcony
$1,697
Suite
$4,132
From (Per Person)
A$1,716
Save 37
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departure: 23 January 2028
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$981
Oceanview
$1,110
Balcony
$1,385
Suite
$1,996
From (Per Person)
A$1,166
Save 410
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Dec 2028 to Jan 2029
Visits: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$977
Oceanview
$1,043
Balcony
$1,238
Suite
$4,113
From (Per Person)
A$1,414
Save 33
Per Person
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 02 January 2028
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,449
Oceanview
$1,598
Balcony
$1,851
Suite
$4,452
From (Per Person)
A$2,185
Save 39
Per Person
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 23 January 2028
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,453
Oceanview
$1,602
Balcony
$1,853
Suite
$4,449
From (Per Person)
A$2,193
Save 39
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Nov 2026 to Apr 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,036
Oceanview
$1,123
Balcony
$1,210
Suite
$4,179
From (Per Person)
A$1,036
Per Person
Cruise
 (2)

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visits: USA, Cayman Islands, Mexico, Honduras
Exclusive Savings
Inside
$1,204
Oceanview
$1,423
Balcony
$1,586
Suite
$2,816
From (Per Person)
A$1,430
Save 484
Per Person
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Apr 2027 to Jan 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,209
Oceanview
$1,616
Balcony
$1,920
Suite
$4,155
From (Per Person)
A$1,209
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Departure: 10 January 2027
Visits: USA, Bahamas, Cayman Islands, Jamaica
Just Cruise Fare
Exclusive Savings
Inside
$916
Oceanview
-
Balcony
$1,184
Suite
$1,408
From (Per Person)
A$916
Per Person
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,548
Oceanview
$1,553
Balcony
$1,949
Suite
$6,012
From (Per Person)
A$2,326
Save 46
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,356
Oceanview
$1,723
Balcony
$1,958
Suite
$6,197
From (Per Person)
A$1,964
Save 43
Per Person
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$957
Oceanview
$856
Balcony
$1,370
Suite
$2,236
From (Per Person)
A$1,052
Save 472
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,556
Oceanview
$1,598
Balcony
$1,988
Suite
$5,211
From (Per Person)
A$2,309
Save 43
Per Person
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departure: 21 January 2028
Visits: USA, Cayman Islands, Honduras, Mexico
Exclusive Savings
Inside
$1,319
Oceanview
$1,571
Balcony
$1,995
Suite
$2,786
From (Per Person)
A$1,493
Save 807
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Departure: 24 January 2027
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,519
Oceanview
$1,836
Balcony
$2,296
Suite
$7,763
From (Per Person)
A$2,225
Save 39
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 09 January 2028
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,678
Oceanview
$1,793
Balcony
$2,340
Suite
$5,702
From (Per Person)
A$2,513
Save 41
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Jan 2027 to Mar 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,207
Oceanview
$1,360
Balcony
$1,786
Suite
$4,946
From (Per Person)
A$1,665
Save 485
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: Jan 2027 to Feb 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$967
Oceanview
$1,153
Balcony
$1,427
Suite
$2,038
From (Per Person)
A$1,145
Save 450
Per Person
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Departures: Jan 2027 to Apr 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$978
Oceanview
$1,132
Balcony
$1,480
Suite
$4,336
From (Per Person)
A$1,088
Save 395
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 03 January 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,126
Oceanview
$1,342
Balcony
$1,931
Suite
$4,542
From (Per Person)
A$1,126
Per Person
Cruise

7 Days (6 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 04 January 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,040
Oceanview
$1,092
Balcony
$1,310
Suite
$2,255
From (Per Person)
A$1,223
Save 408
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Oceania
Departures: Jan 2029 to Mar 2029
Visits: USA, Mexico, Jamaica, Cayman Islands
Your World Inclusions
Exclusive Savings
Balcony
$5,085
Suite
$6,918
From (Per Person)
A$5,085
Save 2,149
Per Person
Results: 1-30 of 42

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