Cayman Islands Cruises Starting In November 2027 and 2028

If you're looking at joining a cruise to Cayman Islands in November 2027 or 2028, we have 42 unique cruise itineraries and 186 departures available, operated by nine of the world's leading cruise lines departing in November.
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42 Cruises (186 Departures)
42 Cruises (186 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
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 20 November 2027
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,693
Oceanview
$1,697
Balcony
$1,856
Suite
$5,710
From (Per Person)
A$2,558
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: 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) Tampa to Tampa
Operator: Celebrity Cruises
Departure: 28 November 2027
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,235
Oceanview
$1,304
Balcony
$1,572
Suite
$4,520
From (Per Person)
A$1,829
Save 35
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 21 November 2027
Visits: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$1,057
Oceanview
$1,458
Balcony
$1,555
Suite
$5,009
From (Per Person)
A$1,526
Save 33
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 28 November 2027
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,138
Oceanview
$1,285
Balcony
$1,458
Suite
$2,584
From (Per Person)
A$1,349
Save 432
Per Person
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 28 November 2026
Visits: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$615
Oceanview
$579
Balcony
$651
Suite
-
From (Per Person)
A$651
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Departure: 21 November 2027
Visits: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$1,360
Oceanview
$1,406
Balcony
$1,829
Suite
$5,418
From (Per Person)
A$2,006
Save 36
Per Person
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 14 November 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,192
Oceanview
$1,251
Balcony
$1,631
Suite
$5,256
From (Per Person)
A$1,766
Save 35
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Departure: 21 November 2027
Visits: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,220
Oceanview
$1,378
Balcony
$1,635
Suite
$2,883
From (Per Person)
A$1,220
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
 (1)

11 Days (10 Nights) Orlando to Orlando
Operator: MSC Cruises
Departure: 18 November 2027
Visits: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,877
Oceanview
$2,084
Balcony
$2,421
Suite
$4,154
From (Per Person)
A$1,877
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 14 November 2026
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,109
Oceanview
$1,798
Balcony
$2,085
Suite
-
From (Per Person)
A$1,606
Save 34
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
 (2)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 14 November 2026
Visits: USA, Cayman Islands, Jamaica, Aruba
Exclusive Savings
Inside
$1,885
Oceanview
-
Balcony
-
Suite
$3,982
From (Per Person)
A$1,885
Per Person
Cruise

9 Days (8 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Departure: 19 November 2027
Visits: USA, Cayman Islands, Jamaica, Mexico
Exclusive Savings
Inside
$1,155
Oceanview
$1,302
Balcony
$1,455
Suite
$3,574
From (Per Person)
A$1,373
Save 436
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

7 Days (6 Nights) Miami to Miami
Operator: Royal Caribbean
Departure: 15 November 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,065
Oceanview
$1,265
Balcony
$1,370
Suite
$2,373
From (Per Person)
A$1,251
Save 411
Per Person
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Departure: 22 November 2026
Visits: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$1,298
Oceanview
$1,696
Balcony
-
Suite
-
From (Per Person)
A$1,953
Save 38
Per Person
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departures: Mar 2027 to Mar 2028
Visits: USA, Mexico, Honduras, Cayman Islands
Exclusive Savings
Inside
$1,283
Oceanview
$1,320
Balcony
$1,558
Suite
$2,997
From (Per Person)
A$1,367
Save 496
Per Person
Cruise

11 Days (10 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,273
Oceanview
$1,560
Balcony
$1,797
Suite
-
From (Per Person)
A$1,273
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$933
Oceanview
$1,081
Balcony
$1,309
Suite
$4,342
From (Per Person)
A$933
Per Person
Cruise

7 Days (6 Nights) Miami to Miami
Operator: Celebrity Cruises
Departure: 15 November 2026
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,535
Oceanview
$2,038
Balcony
$2,693
Suite
-
From (Per Person)
A$2,270
Save 41
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Departure: 21 November 2026
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,846
Suite
-
From (Per Person)
A$6,040
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visits: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,015
Oceanview
$991
Balcony
$1,287
Suite
$8,099
From (Per Person)
A$1,177
Save 40
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 28 November 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,422
Oceanview
$1,473
Balcony
$2,009
Suite
$4,677
From (Per Person)
A$2,115
Save 38
Per Person
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2028 to Apr 2029
Visits: USA, Cayman Islands, Honduras, Mexico
Exclusive Savings
Inside
$1,378
Oceanview
$1,549
Balcony
$1,870
Suite
$4,255
From (Per Person)
A$2,065
Save 40
Per Person
Results: 1-30 of 42

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