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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 140 unique cruise itineraries to Cayman Islands, departing from Fort Lauderdale, Galveston, Miami, New Orleans, New York and more. December is the most popular month to cruise to Cayman Islands and we have over 325 departures available from ten of the world's leading cruise lines.
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140 Cruises (325 Cruise Departures)
8 Day Key West, Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ships: Celebrity Apex
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$919
Oceanview
$1,015
Balcony
$1,164
Suite
$2,825
From
US$919
Save 1,097
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$1,786
Oceanview
$1,996
Balcony
$2,276
Suite
$3,796
From
US$1,786
Per Person
View Trip
10 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Escape
Departure: 04 November 2027
Visit: USA, Mexico, Cayman Islands, Jamaica, Belize
Inside
$1,099
Oceanview
$1,319
Balcony
$1,549
Suite
$1,879
From
US$1,099
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$1,221
Oceanview
$1,351
Balcony
$1,531
Suite
$2,351
From
US$1,221
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 15 April 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,113
Oceanview
$1,393
Balcony
$1,463
Suite
$3,703
From
US$1,113
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 November 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,043
Oceanview
$1,253
Balcony
$1,393
Suite
$3,633
From
US$1,043
Per Person
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Nov 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$899
Oceanview
$1,099
Balcony
$1,349
Suite
$3,299
From
US$899
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,039
Oceanview
$1,211
Balcony
$1,191
Suite
$1,859
From
US$1,039
Per Person
View Trip
8 Day Western Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 December 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,113
Oceanview
$1,323
Balcony
$1,533
Suite
$3,850
From
US$1,113
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,849
Oceanview
-
Balcony
$1,914
Suite
$2,359
From
US$1,849
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 07 March 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$774
Oceanview
$954
Balcony
$1,134
Suite
$2,814
From
US$774
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2026 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,645
From
US$595
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady
Departures: Jun 2026 to Mar 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$823
Oceanview
$889
Balcony
$1,008
Suite
$2,500
From
US$823
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 28 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$1,298
Oceanview
-
Balcony
$1,678
Suite
$2,099
From
US$1,298
Per Person
View Trip
7 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Silhouette
Departures: Nov 2027 to Apr 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$689
Oceanview
$734
Balcony
$737
Suite
$2,077
From
US$689
Save 638
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
Visit: USA, Mexico, Belize, Cayman Islands
Exclusive Savings
Inside
$966
Oceanview
$1,016
Balcony
$1,228
Suite
$2,908
From
US$966
Save 536
Per Person
View Trip
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 Beyond
Departure: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
$976
Balcony
$1,163
Suite
$2,787
From
US$1,153
Save 454
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
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$915
Oceanview
$1,205
Balcony
$1,207
Suite
$2,137
From
US$1,380
Save 50
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
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$524
Oceanview
$613
Balcony
$836
Suite
$1,886
From
US$599
Save 384
Per Person
View Trip
7 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 15 November 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,161
Oceanview
$1,259
Balcony
$1,319
Suite
$3,219
From
US$1,161
Save 720
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departure: 15 August 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Exclusive Savings
Inside
$696
Oceanview
$845
Balcony
$1,008
Suite
$2,387
From
US$696
Save 428
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: Independence of the Seas
Departure: 02 March 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$748
Oceanview
$838
Balcony
$958
Suite
$1,608
From
US$748
Save 239
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Serenade of the Seas
Departure: 21 January 2028
Visit: USA, Cayman Islands, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,028
Oceanview
$1,129
Balcony
$1,566
Suite
$2,365
From
US$1,028
Save 361
Per Person
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departures: Dec 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$622
Oceanview
$672
Balcony
$952
Suite
$2,565
From
US$622
Save 488
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 17 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$867
Oceanview
$1,027
Balcony
$1,227
Suite
$2,667
From
US$1,095
Save 50
Per Person
View Trip
7 Day Key West, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$746
Oceanview
$843
Balcony
$845
Suite
$2,254
From
US$746
Save 417
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 14 March 2027
Visit: USA, Haiti, Dominican Republic, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$836
Oceanview
$1,006
Balcony
$1,216
Suite
$1,816
From
US$1,069
Save 50
Per Person
View Trip
8 Day Western Caribbean Holiday: Greater Antilles with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Eurodam, Nieuw Statendam
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$649
Oceanview
$699
Balcony
$949
Suite
$1,499
From
US$649
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$818
Oceanview
$1,089
Balcony
$1,171
Suite
$1,890
From
US$989
Save 314
Per Person
View Trip
7 Day Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Reflection
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$751
Oceanview
$751
Balcony
$774
Suite
$1,912
From
US$751
Save 502
Per Person
View Trip
Results: 31-60 of 140

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