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Cayman Islands Cruises Starting In December 2026, 2027 and 2028

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49 Cruises (186 Departures)
49 Cruises (186 Departures)
Departures
Duration
6 Days
15 Days
Countries Visited
Start & End Cities
Ship Size
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Price
$600pp
$18,440pp
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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
Departure: 05 December 2026
Visits: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,011
Oceanview
$1,159
Balcony
$1,777
Suite
$6,515
From (Per Person)
A$1,011
Save 677
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
$3,903
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
$1,981
Oceanview
$2,170
Balcony
$2,750
Suite
$3,840
From (Per Person)
A$1,981
Save 1,007
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Dec 2026 to Mar 2027
Visits: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,210
Oceanview
$1,370
Balcony
$1,806
Suite
$4,561
From (Per Person)
A$1,210
Save 890
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
$1,546
Oceanview
$1,604
Balcony
$2,031
Suite
$4,649
From (Per Person)
A$1,546
Save 1,050
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) New Orleans to New Orleans
Operator: Royal Caribbean
Ship: Mariner of the Seas
Departure: 31 December 2027
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,971
Oceanview
$1,994
Balcony
$2,258
Suite
$3,362
From (Per Person)
A$1,971
Save 1,043
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
$1,120
Oceanview
$1,164
Balcony
$1,167
Suite
$3,592
From (Per Person)
A$1,120
Save 705
Per Person
View Trip
8 Day Western Caribbean & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 27 December 2026
Visits: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,965
Oceanview
$2,184
Balcony
$3,090
Suite
$8,167
From (Per Person)
A$1,965
Save 1,009
Per Person
View Trip
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
$1,326
Oceanview
$1,405
Balcony
$1,822
Suite
$3,313
From (Per Person)
A$1,326
Save 743
Per Person
View Trip
8 Day Western Caribbean: Greater Antilles & Mexico with Holland America
Cruise

8 Days (7 Nights) Miami to Miami
Operator: 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
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Operator: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2027 to Mar 2028
Visits: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$993
Oceanview
$1,060
Balcony
$1,284
Suite
$3,716
From (Per Person)
A$993
Save 853
Per Person
View Trip
11 Day Western Caribbean Wonders with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Vista
Departures: Nov 2028 to Dec 2028
Visits: USA, Cayman Islands, Guatemala, Belize, Mexico
Your World Inclusions
Exclusive Savings
Balcony
$5,701
Suite
$9,154
From (Per Person)
A$5,701
Save 2,193
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
$2,204
Oceanview
$2,453
Balcony
$2,847
Suite
$4,730
From (Per Person)
A$2,204
Save 1,118
Per Person
View Trip
7 Day Fort Lauderdale to San Juan with Crystal Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to San Juan
Operator: Crystal
Ship: Crystal Symphony
Departure: 28 December 2027
Visits: USA, Cayman Islands, Jamaica, Dominican Republic, Puerto Rico
Exclusive Savings
Oceanview
$5,163
Balcony
$6,655
Suite
$7,006
From (Per Person)
A$5,163
Save 637
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
Fare Saver
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
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
$1,708
Oceanview
$1,966
Balcony
$2,302
Suite
$8,897
From (Per Person)
A$1,708
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Independence of the Seas
Departure: 06 December 2026
Visits: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$1,098
Oceanview
$1,168
Balcony
$1,263
Suite
$3,751
From (Per Person)
A$1,098
Save 384
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
7 Day Cayman, Mexico & Bahamas Holiday with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Sep 2026 to Dec 2026
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$931
Oceanview
$1,014
Balcony
$1,018
Suite
$8,061
From (Per Person)
A$931
Save 1,148
Per Person
View Trip
Results: 31-49 of 49

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