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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 143 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 352 departures available from eleven of the world's leading cruise lines.
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143 Cruises (352 Cruise Departures)
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
With Love From the World
Inside
$903
Oceanview
$1,043
Balcony
$1,323
Suite
$3,703
From
US$903
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
Departures: Mar 2026 to Nov 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$903
Oceanview
$1,113
Balcony
$1,276
Suite
$3,143
From
US$903
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
$665
Oceanview
$766
Balcony
$938
Suite
$1,413
From
US$665
Save 416
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
Departures: Apr 2026 to Feb 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
With Love From the World
Inside
$763
Oceanview
$903
Balcony
$1,183
Suite
$3,143
From
US$763
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: 13 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,574
From
US$714
Per Person
View Trip
7 Day Grand Cayman, Bahamas & Mexico with Celebrity Cruises
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departures: Feb 2026 to Apr 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$736
Oceanview
$928
Balcony
$999
Suite
$4,075
From
US$860
Save 727
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 Xcel
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$996
Oceanview
$1,076
Balcony
$1,376
Suite
$3,155
From
US$1,166
Save 455
Per Person
View Trip
7 Day Western Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Jewel
Departure: 26 March 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$639
Oceanview
$729
Balcony
$1,159
Suite
$1,189
From
US$639
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
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$559
Oceanview
$629
Balcony
$729
Suite
$2,542
From
US$646
Save 247
Per Person
View Trip
8 Day Western Caribbean & Bimini New Year's with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$1,883
Oceanview
$2,093
Balcony
$2,373
Suite
$5,523
From
US$1,883
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
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$631
Oceanview
$781
Balcony
$953
Suite
$1,511
From
US$631
Save 397
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: Dec 2026 to Feb 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$879
Oceanview
$966
Balcony
$1,248
Suite
$1,847
From
US$879
Save 536
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$1,048
Oceanview
$1,178
Balcony
$1,428
Suite
$2,519
From
US$1,048
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
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Aug 2026 to Mar 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$579
Oceanview
$628
Balcony
$749
Suite
$2,283
From
US$668
Save 462
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: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$711
Oceanview
$811
Balcony
$1,001
Suite
$1,731
From
US$711
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 14 November 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$769
Oceanview
$808
Balcony
$859
Suite
$3,936
From
US$899
Save 335
Per Person
View Trip
7 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 20 February 2028
Visit: USA, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$923
Oceanview
$1,033
Balcony
$1,222
Suite
$1,803
From
US$923
Save 482
Per Person
View Trip
8 Day Grand Cayman, Belize & Mexico with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Feb 2028 to Mar 2028
Visit: USA, Belize, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,018
Oceanview
$1,098
Balcony
$1,398
Suite
$3,176
From
US$1,198
Save 466
Per Person
View Trip
8 Day Western Carib & 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
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,544
Oceanview
$1,574
Balcony
$2,360
Suite
$4,195
From
US$1,544
Save 768
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departures: Mar 2026 to Apr 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,194
Oceanview
$1,375
Balcony
$1,785
Suite
$3,949
From
US$1,409
Save 2,109
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
Departures: Dec 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$754
Oceanview
$867
Balcony
$1,035
Suite
$2,988
From
US$881
Save 704
Per Person
View Trip
9 Day Perfect Day Cococay & West Carib with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 12 February 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$982
Oceanview
$1,103
Balcony
$1,302
Suite
$1,922
From
US$982
Save 504
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: Jan 2027 to Apr 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$719
Oceanview
$816
Balcony
$1,109
Suite
$1,546
From
US$719
Save 433
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 21 November 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,214
Oceanview
$1,265
Balcony
$1,668
Suite
$5,397
From
US$1,422
Save 492
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 22 November 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Inside
$898
Oceanview
$1,068
Balcony
$1,278
Suite
$2,529
From
US$898
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: 03 January 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$813
Oceanview
$913
Balcony
$1,126
Suite
$1,656
From
US$813
Save 404
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: Radiance of the Seas
Departure: 22 April 2026
Visit: USA, Cayman Islands, Mexico, Honduras
Exclusive Savings
Inside
$1,483
Oceanview
$1,669
Balcony
$1,544
Suite
$2,791
From
US$1,483
Save 759
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,285
Oceanview
$1,343
Balcony
$1,644
Suite
$3,069
From
US$1,285
Save 673
Per Person
View Trip
8 Day Grand Cayman, Honduras & Mexico with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 02 April 2028
Visit: USA, Honduras, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,019
Oceanview
$1,099
Balcony
$1,399
Suite
$3,177
From
US$1,199
Save 435
Per Person
View Trip
8 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$675
Oceanview
$775
Balcony
$997
Suite
$1,392
From
US$675
Save 398
Per Person
View Trip
Results: 61-90 of 143

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