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Cayman Islands Cruises Starting In December 2026, 2027 and 2028

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50 Cruises (172 Departures)
50 Cruises (172 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
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Price
$500pp
$17,870pp
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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
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,652
Oceanview
$1,765
Balcony
$2,278
Suite
$5,106
From (Per Person)
A$1,652
Save 944
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 20 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Dominican Republic
Exclusive Savings
Inside
$3,448
Oceanview
$3,686
Balcony
$4,221
Suite
-
From (Per Person)
A$3,448
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,309
Oceanview
$1,487
Balcony
$1,754
Suite
$3,051
From (Per Person)
A$1,309
Per Person
View Trip
8 Day Western Caribbean & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 27 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,869
Oceanview
$2,407
Balcony
$3,336
Suite
-
From (Per Person)
A$1,869
Save 965
Per Person
View Trip
11 Day Western Caribbean Wonders with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Vista
Departures: Nov 2028 to Dec 2028
Visits: USA, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,701
Suite
$9,154
From (Per Person)
A$5,701
Save 2,193
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 21 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,263
Oceanview
$1,704
Balcony
$1,650
Suite
$3,186
From (Per Person)
A$1,263
Save 903
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
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$965
Oceanview
$1,001
Balcony
$1,483
Suite
$2,343
From (Per Person)
A$965
Save 1,059
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,797
Oceanview
$2,055
Balcony
$2,391
Suite
$8,600
From (Per Person)
A$1,797
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Sep 2026 to Dec 2026
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$994
Oceanview
$1,072
Balcony
$1,083
Suite
$2,787
From (Per Person)
A$994
Save 1,298
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 18 December 2027
Visits: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$2,204
Oceanview
$2,453
Balcony
$2,847
Suite
$4,805
From (Per Person)
A$2,204
Save 1,118
Per Person
View Trip
9 Day Western Caribbean Holiday Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 20 December 2026
Visits: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$1,135
Oceanview
$1,175
Balcony
$1,344
Suite
$4,061
From (Per Person)
A$1,135
Save 825
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
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$1,117
Oceanview
$1,268
Balcony
$1,370
Suite
$3,459
From (Per Person)
A$1,117
Save 903
Per Person
View Trip
8 Day Western Caribbean: Greater Antilles & Mexico with Holland America
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 12 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Exclusive Savings
Inside
$923
Oceanview
$1,002
Balcony
$1,467
Suite
$2,695
From (Per Person)
A$923
Per Person
View Trip
6 Day Western Caribbean Holiday with Royal Caribbean
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: 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
Cruise Line: Royal Caribbean
Ship: Mariner of the Seas
Departure: 05 December 2026
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$973
Oceanview
$1,186
Balcony
-
Suite
$3,332
From (Per Person)
A$973
Save 585
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
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,172
Oceanview
$1,308
Balcony
$1,607
Suite
$4,364
From (Per Person)
A$1,172
Save 1,001
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 19 December 2027
Visits: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,377
Oceanview
$2,569
Balcony
$3,288
Suite
$4,649
From (Per Person)
A$2,377
Save 1,204
Per Person
View Trip
10 Day Caribbean Yucatn Gems with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Sonata
Departure: 19 December 2028
Visits: USA, Mexico, Honduras, Belize, Cayman Islands
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,650
Suite
$8,813
From (Per Person)
A$6,650
Save 2,190
Per Person
View Trip
7 Day Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 13 December 2026
Visits: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,012
Oceanview
$1,018
Balcony
$1,029
Suite
$4,308
From (Per Person)
A$1,012
Save 716
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Freedom of the Seas
Departures: Dec 2026 to Apr 2027
Visits: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$967
Oceanview
$1,093
Balcony
$1,211
Suite
$1,900
From (Per Person)
A$967
Save 478
Per Person
View Trip
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