Cayman Islands Cruises Starting In December 2026, 2027 and 2028

If you're looking at joining a cruise to Cayman Islands in December 2026, 2027 or 2028, we have 60 unique cruise itineraries and 211 departures available, operated by eleven of the world's leading cruise lines departing in December.
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60 Cruises (211 Departures)
60 Cruises (211 Departures)
Departures
Duration
6 Days
15 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
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 04 December 2027
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,461
Oceanview
$1,537
Balcony
$2,127
Suite
$5,965
From (Per Person)
A$2,205
Save 38
Per Person
Cruise
 (1)

6 Days (5 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 28 December 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,272
Oceanview
$1,492
Balcony
$1,815
Suite
$4,306
From (Per Person)
A$1,913
Save 37
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
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 02 December 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,282
Oceanview
$1,631
Balcony
$1,957
Suite
$6,057
From (Per Person)
A$1,915
Save 35
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Ray
Departure: 19 December 2028
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Balcony
$6,664
Suite
$10,246
From (Per Person)
A$6,664
Save 1,336
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2027 to Dec 2028
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,154
Oceanview
$1,425
Balcony
$1,527
Suite
$5,855
From (Per Person)
A$1,695
Save 43
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 21 December 2026
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,849
Oceanview
$1,961
Balcony
$2,329
Suite
$5,238
From (Per Person)
A$2,833
Save 47
Per Person
Cruise

6 Days (5 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 24 December 2027
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,233
Oceanview
$1,342
Balcony
$1,409
Suite
$2,384
From (Per Person)
A$1,233
Save 634
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

9 Days (8 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Departure: 31 December 2027
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,512
Oceanview
$1,711
Balcony
$1,938
Suite
$4,053
From (Per Person)
A$1,825
Save 517
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

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Dec 2026 to Apr 2027
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$794
Oceanview
$797
Balcony
$906
Suite
$1,934
From (Per Person)
A$800
Save 596
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)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 06 December 2026
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,130
From (Per Person)
A$19,673
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 13 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,123
Oceanview
$1,210
Balcony
$1,297
Suite
$4,701
From (Per Person)
A$1,123
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 28 December 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands
Inside
$2,733
Oceanview
$2,834
Balcony
$3,139
Suite
$6,502
From (Per Person)
A$2,733
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Departure: 13 December 2026
Visits: USA, Bahamas, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$872
Oceanview
$1,602
Balcony
$1,051
Suite
$1,155
From (Per Person)
A$872
Per Person
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visits: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,226
Oceanview
$1,286
Balcony
$1,517
Suite
$4,627
From (Per Person)
A$1,793
Save 36
Per Person
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Feb 2027 to Dec 2027
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,209
Oceanview
$1,411
Balcony
$1,513
Suite
$4,459
From (Per Person)
A$1,209
Per Person
Cruise
 (2)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 20 December 2027
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,616
Oceanview
$2,022
Balcony
$2,327
Suite
$5,384
From (Per Person)
A$1,616
Per Person
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Departure: 27 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$2,428
Oceanview
$2,529
Balcony
$2,631
Suite
$8,218
From (Per Person)
A$2,428
Per Person
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departure: 20 December 2026
Visits: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$1,475
Oceanview
$1,612
Balcony
$2,007
Suite
$3,750
From (Per Person)
A$2,098
Save 190
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

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 22 December 2028
Visits: USA, Cayman Islands, Curacao, Aruba
Exclusive Savings
Inside
$2,358
Oceanview
$2,668
Balcony
$3,169
Suite
$7,537
From (Per Person)
A$3,687
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 06 December 2026
Visits: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,123
Oceanview
$1,189
Balcony
$1,255
Suite
$4,576
From (Per Person)
A$1,123
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) New Orleans to New Orleans
Operator: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$961
Oceanview
$1,587
Balcony
$1,682
Suite
$2,953
From (Per Person)
A$1,138
Save 403
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

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 27 December 2026
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,728
From (Per Person)
A$15,728
Per Person
Results: 1-30 of 60

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