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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 114 unique cruise itineraries to Cayman Islands, departing from Fort Lauderdale, Galveston, Miami, New Orleans, Orlando and more. December is the most popular month to cruise to Cayman Islands and we have over 294 departures available from ten of the world's leading cruise lines.
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114 Cruises (294 Cruise Departures)
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
Departure: 07 December 2026
Visit: USA, Mexico, Cayman Islands
Latest Offer + Bonus Onboard Credit
Latest Offer
Exclusive Savings
Inside
$622
Oceanview
$672
Balcony
$765
Suite
$1,371
From
US$622
Save 277
Per Person
View Trip
7 Day Grand Cayman, Mexico & Key West with Celebrity Cruises
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 25 January 2026
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$926
Oceanview
$1,096
Balcony
$1,434
Suite
$4,730
From
US$951
Save 25
Per Person
View Trip
7 Day Grand Cayman & Mexico Cruise 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 Mar 2026
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$835
Oceanview
$943
Balcony
$1,150
Suite
$3,734
From
US$860
Save 25
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman From Fort Lauderdale with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2026 to Feb 2026
Visit: USA, Mexico, Cayman Islands
Sanctuary Collection
Inside
$599
Oceanview
$729
Balcony
$869
Suite
$1,109
From
US$599
Per Person
View Trip
8 Day Key West, Cayman & Perfect Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 27 December 2025
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,490
Suite
-
From
US$5,515
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
Departures: Oct 2026 to Apr 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,138
Oceanview
$1,401
Balcony
$1,617
Suite
$5,389
From
US$1,163
Save 25
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 23 April 2027
Visit: USA, Bahamas, Cayman Islands
Inside
$770
Oceanview
$870
Balcony
$1,045
Suite
$2,250
From
US$770
Per Person
View Trip
7 Day Grand Cayman, Mexico & Key West with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Nov 2025 to Apr 2026
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$888
Oceanview
$979
Balcony
$1,331
Suite
$3,934
From
US$913
Save 25
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Nov 2026 to Jan 2027
Visit: USA, Mexico, Cayman Islands
Latest Offer
Exclusive Savings
Inside
$585
Oceanview
$684
Balcony
$1,227
Suite
$1,422
From
US$585
Save 357
Per Person
View Trip
6 Day Cayman Isles & Bimini Beach Miles 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 Sep 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$720
Oceanview
$820
Balcony
$995
Suite
$2,875
From
US$720
Per Person
View Trip
6 Day Cayman Isles & Bimini Beach Miles 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
$745
Oceanview
$845
Balcony
$1,045
Suite
$2,575
From
US$745
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departure: 14 February 2026
Visit: USA, Cayman Islands, Mexico
Latest Offer
Exclusive Savings
Inside
$565
Oceanview
$595
Balcony
$748
Suite
$1,573
From
US$565
Save 335
Per Person
View Trip
6 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 17 October 2026
Visit: USA, Cayman Islands, Jamaica
Inside
$424
Oceanview
$484
Balcony
$584
Suite
$1,174
From
US$424
Per Person
View Trip
6 Day Cayman Isles & Bimini Beach Miles with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 June 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$895
Oceanview
$995
Balcony
$1,195
Suite
$2,875
From
US$895
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
Visit: USA, Cayman Islands, Bahamas
Latest Offer + Bonus Onboard Credit
Latest Offer
Exclusive Savings
Inside
$609
Oceanview
$636
Balcony
$733
Suite
$1,326
From
US$609
Save 350
Per Person
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Freedom of the Seas, Independence of the Seas
Departures: Dec 2025 to Mar 2027
Visit: USA, Cayman Islands, Mexico
Multiple Deals Available
Inside
$428
Oceanview
$491
Balcony
$739
Suite
$1,173
From
US$451
Save 302
Per Person
View Trip
8 Day Western Caribbean Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Reflection
Departure: 21 December 2026
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,454
Oceanview
$1,582
Balcony
$1,955
Suite
$4,606
From
US$1,479
Save 25
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: Nov 2025 to Mar 2027
Visit: USA, Cayman Islands, Jamaica
Multiple Deals Available
Inside
$607
Oceanview
$656
Balcony
$772
Suite
$1,325
From
US$607
Save 279
Per Person
View Trip
8 Day Cayman Coves & Jamaican Waterfalls with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2025 to Feb 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,120
Oceanview
$903
Balcony
$1,043
Suite
$3,073
From
US$903
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
Latest Offer
Exclusive Savings
Inside
$972
Oceanview
$1,126
Balcony
$1,255
Suite
$1,700
From
US$972
Save 528
Per Person
View Trip
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 20 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica
Latest Offer
Exclusive Savings
Inside
$1,124
Oceanview
$1,284
Balcony
$1,467
Suite
$2,066
From
US$1,124
Save 541
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
Ships: Celebrity Ascent, Celebrity Silhouette
Departures: Nov 2025 to Mar 2026
Visit: USA, Curacao, Aruba, Cayman Islands
Exclusive Savings
Inside
$1,699
Oceanview
$2,350
Balcony
$2,475
Suite
$9,396
From
US$1,724
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman Holiday with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2025 to Dec 2025
Visit: USA, Cayman Islands, Honduras, Mexico
Sanctuary Collection
Inside
$797
Oceanview
$839
Balcony
$949
Suite
$1,604
From
US$797
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
$906
Oceanview
$956
Balcony
$1,725
Suite
$5,302
From
US$931
Save 25
Per Person
View Trip
8 Day Cayman Isles & Jamaican Miles with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2026 to Mar 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$973
Oceanview
$1,113
Balcony
$1,253
Suite
$3,563
From
US$973
Per Person
View Trip
8 Day Resilient Valentine's Voyage with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 14 February 2026
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,260
Oceanview
$1,253
Balcony
$1,533
Suite
$3,563
From
US$1,253
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
Latest Offer
Exclusive Savings
Inside
$715
Oceanview
$747
Balcony
$935
Suite
$1,396
From
US$715
Save 622
Per Person
View Trip
10 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 27 December 2025
Visit: USA, Cayman Islands, Aruba, Curacao
Latest Offer
Exclusive Savings
Inside
$1,611
Oceanview
$2,411
Balcony
$3,134
Suite
$5,224
From
US$1,611
Save 798
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 09 January 2027
Visit: USA, Cayman Islands, Jamaica, Aruba
Inside
$909
Oceanview
-
Balcony
$989
Suite
$1,474
From
US$909
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: Nov 2025 to Apr 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$617
Oceanview
$717
Balcony
$717
Suite
$3,416
From
US$617
Save 502
Per Person
View Trip
Results: 1-30 of 114

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