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Cayman Islands Cruises Starting In December 2026, 2027 and 2028

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53 Cruises (195 Departures)
53 Cruises (195 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
Start & End Cities
Ship Size
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Price
$700pp
$20,876pp
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9 Day Western Caribbean Holiday Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Jewel of the Seas
Departure: 20 December 2026
Visits: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$1,782
Oceanview
$1,883
Balcony
$2,475
Suite
$3,775
From (Per Person)
A$1,782
Save 955
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 20 December 2026
Visits: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,552
Oceanview
$1,752
Balcony
$2,043
Suite
$3,614
From (Per Person)
A$1,552
Save 801
Per Person
View Trip
7 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 13 December 2026
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$949
Oceanview
-
Balcony
$1,485
Suite
$7,296
From (Per Person)
A$949
Save 708
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departures: Dec 2026 to Feb 2027
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,055
Oceanview
$1,372
Balcony
$1,831
Suite
$3,878
From (Per Person)
A$1,055
Save 714
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Ship: MSC Seashore
Departure: 20 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Dominican Republic
Exclusive Savings
Inside
$3,052
Oceanview
$3,409
Balcony
$3,943
Suite
-
From (Per Person)
A$3,052
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Explorer of the Seas
Departure: 18 December 2027
Visits: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,821
Oceanview
$2,032
Balcony
$2,354
Suite
$4,433
From (Per Person)
A$1,821
Save 940
Per Person
View Trip
9 Day Miami, Fl to Miami, Fl with Silversea
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
$6,762
Suite
$10,241
From (Per Person)
A$6,762
Save 1,888
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Explorer of the Seas
Departure: 21 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,227
Oceanview
$2,322
Balcony
$3,850
Suite
$4,943
From (Per Person)
A$2,227
Save 1,159
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 27 December 2026
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,673
Suite
$8,652
From (Per Person)
A$4,163
Per Person
View Trip
10 Day Caribbean Yucatn Gems with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Sonata
Departure: 19 December 2028
Visits: USA, Mexico, Honduras, Belize, Cayman Islands
Your World Inclusions
Exclusive Savings
Balcony
$6,650
Suite
$8,813
From (Per Person)
A$6,650
Save 2,190
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 19 December 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,237
Oceanview
$2,440
Balcony
$3,163
Suite
$4,326
From (Per Person)
A$2,237
Save 1,140
Per Person
View Trip
7 Day Key West, Cayman & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Dec 2027 to Apr 2028
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,022
Oceanview
$1,291
Balcony
$1,370
Suite
$3,677
From (Per Person)
A$1,470
Save 38
Per Person
View Trip
8 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,655
Oceanview
$1,729
Balcony
$2,143
Suite
$5,201
From (Per Person)
A$2,471
Save 42
Per Person
View Trip
8 Day Western Caribbean Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Reflection
Departure: 21 December 2026
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,988
Oceanview
$2,101
Balcony
$2,469
Suite
$5,838
From (Per Person)
A$3,061
Save 49
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
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
$1,051
Oceanview
$1,230
Balcony
$1,497
Suite
$2,467
From (Per Person)
A$1,051
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departures: Nov 2026 to Apr 2028
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$829
Oceanview
$1,109
Balcony
$1,430
Suite
$2,949
From (Per Person)
A$829
Save 1,047
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Ship: Serenade of the Seas
Departure: 23 December 2027
Visits: USA, Mexico, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,827
Oceanview
$1,971
Balcony
$2,551
Suite
$3,775
From (Per Person)
A$1,827
Save 967
Per Person
View Trip
8 Day Western Caribbean Holiday Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departure: 23 December 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,872
Oceanview
$2,170
Balcony
$2,750
Suite
$3,914
From (Per Person)
A$1,872
Save 956
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
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
$1,431
Oceanview
$1,688
Balcony
$2,025
Suite
$9,075
From (Per Person)
A$1,431
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Freedom of the Seas
Departures: Dec 2026 to Apr 2027
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$810
Oceanview
$945
Balcony
$1,067
Suite
$1,989
From (Per Person)
A$810
Save 681
Per Person
View Trip
8 Day Western Caribbean Holiday: Greater Antilles with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,002
Oceanview
$1,160
Balcony
$1,536
Suite
$2,536
From (Per Person)
A$1,002
Save 16
Per Person
View Trip
6 Day Western Caribbean Holiday with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Adventure of the Seas
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
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departures: Dec 2026 to Apr 2028
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$973
Oceanview
$1,272
Balcony
$1,600
Suite
$2,946
From (Per Person)
A$973
Save 700
Per Person
View Trip
Results: 31-53 of 53

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