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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 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
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Inside
$789
Oceanview
$1,139
Balcony
$1,119
Suite
$1,569
From
US$789
Per Person
View Trip
7 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: May 2026 to Sep 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$606
Oceanview
$725
Balcony
$858
Suite
$1,273
From
US$606
Save 596
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: 04 April 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
With Love From the World
Inside
$938
Oceanview
$1,148
Balcony
$1,498
Suite
$3,073
From
US$938
Per Person
View Trip
8 Day Grand Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Jul 2026 to Jul 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$887
Oceanview
$1,025
Balcony
$1,124
Suite
$3,190
From
US$1,040
Save 411
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 01 March 2026
Visit: USA, Mexico, Cayman Islands, Jamaica
Inside
$779
Oceanview
-
Balcony
$949
Suite
-
From
US$779
Per Person
View Trip
9 Day Aruba, Curacao & Cayman Cruise with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Jan 2028 to Mar 2028
Visit: USA, Aruba, Curacao, Cayman Islands
Exclusive Savings
Inside
$966
Oceanview
$1,066
Balcony
$1,341
Suite
$3,193
From
US$1,144
Save 474
Per Person
View Trip
8 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 14 March 2026
Visit: USA, Cayman Islands, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,018
Oceanview
-
Balcony
-
Suite
$2,964
From
US$1,200
Save 440
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
Inside
$1,274
Oceanview
-
Balcony
$1,719
Suite
$2,214
From
US$1,274
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 04 April 2026
Visit: USA, Cayman Islands, Belize, Mexico
Exclusive Savings
Inside
$742
Oceanview
$948
Balcony
$1,756
Suite
$2,271
From
US$742
Save 442
Per Person
View Trip
7 Day Western Caribbean & Perfect Day with Royal Caribbean
Cruise

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Mar 2026 to Apr 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Exclusive Savings
Inside
$692
Oceanview
$1,115
Balcony
$1,283
Suite
-
From
US$791
Save 610
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
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$690
Oceanview
$738
Balcony
$741
Suite
$2,543
From
US$803
Save 429
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: Feb 2027 to Apr 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
With Love From the World
Inside
$903
Oceanview
$1,113
Balcony
$1,393
Suite
$3,073
From
US$903
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
$1,016
Oceanview
$1,016
Balcony
$1,353
Suite
$3,972
From
US$1,189
Save 420
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Enchantment of the Seas
Departure: 23 October 2027
Visit: USA, Mexico, Honduras, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$734
Oceanview
$824
Balcony
$1,306
Suite
$1,607
From
US$734
Save 404
Per Person
View Trip
10 Day Cape Liberty To Miami Cruise with Royal Caribbean
Cruise

10 Days (9 Nights) New York to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 28 October 2027
Visit: USA, Bermuda, Aruba, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$840
Oceanview
$940
Balcony
$1,320
Suite
$2,360
From
US$840
Save 417
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: 07 February 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$993
Oceanview
$1,009
Balcony
$1,265
Suite
$3,111
From
US$1,163
Save 416
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$790
Oceanview
$890
Balcony
$990
Suite
$2,265
From
US$924
Save 343
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: 21 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$694
Oceanview
$794
Balcony
$1,094
Suite
$1,899
From
US$694
Per Person
View Trip
8 Day Key West, Mexico & Cayman with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ships: Celebrity Apex
Departures: Mar 2026 to Feb 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,139
Oceanview
$1,140
Balcony
$1,284
Suite
$3,760
From
US$1,350
Save 676
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
Departures: Nov 2026 to Jan 2027
Visit: USA, Jamaica, Cayman Islands, Bahamas
With Love From the World
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,634
From
US$714
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
Departures: Jul 2026 to Aug 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Exclusive Savings
Inside
$785
Oceanview
$965
Balcony
$1,168
Suite
$1,588
From
US$785
Save 548
Per Person
View Trip
7 Day Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Eclipse, Celebrity Reflection
Departures: Apr 2026 to Oct 2027
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$564
Oceanview
$715
Balcony
$718
Suite
$2,021
From
US$656
Save 368
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 07 March 2026
Visit: USA, Cayman Islands, Belize, Mexico
Exclusive Savings
Inside
$779
Oceanview
$987
Balcony
-
Suite
-
From
US$779
Save 456
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
Departures: Jan 2027 to Mar 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$852
Oceanview
$952
Balcony
$1,205
Suite
$1,755
From
US$852
Save 472
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: 27 November 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$797
Oceanview
$888
Balcony
$1,057
Suite
$1,537
From
US$797
Save 392
Per Person
View Trip
8 Day Grand Cayman, Mexico & Perfect Day with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: May 2026 to Oct 2026
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$797
Oceanview
$850
Balcony
$1,048
Suite
$2,796
From
US$931
Save 421
Per Person
View Trip
9 Day Aruba, Curacao & Grand Cayman with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 21 February 2026
Visit: USA, Cayman Islands, Aruba, Curacao
Exclusive Savings
Inside
$1,550
Oceanview
-
Balcony
-
Suite
-
From
US$1,846
Save 667
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: 21 March 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,160
Oceanview
$1,203
Balcony
$1,330
Suite
$3,108
From
US$1,365
Save 483
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: 18 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$1,028
Oceanview
$1,148
Balcony
$1,398
Suite
$2,402
From
US$1,028
Per Person
View Trip
8 Day Key West, Mexico & Cayman with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 17 April 2027
Visit: USA, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$985
Oceanview
$1,035
Balcony
$1,185
Suite
$3,564
From
US$1,165
Save 434
Per Person
View Trip
Results: 31-60 of 143

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