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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 134 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 304 departures available from ten of the world's leading cruise lines.
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134 Cruises (304 Cruise Departures)
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
$819
Oceanview
$895
Balcony
$1,045
Suite
$2,250
From
US$819
Per Person
View Trip
7 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Mar 2028 to Apr 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$862
Oceanview
$969
Balcony
$1,076
Suite
$2,515
From
US$862
Save 663
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
$795
Balcony
$995
Suite
$2,500
From
US$795
Per Person
View Trip
8 Day Key West, Cayman & Jamaica with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 29 January 2028
Visit: USA, Jamaica, Cayman Islands
Exclusive Savings
Inside
$854
Oceanview
$954
Balcony
$1,079
Suite
$2,984
From
US$854
Save 542
Per Person
View Trip
8 Day Key West, Grand Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 04 December 2027
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$934
Oceanview
$1,009
Balcony
$1,239
Suite
$3,318
From
US$934
Save 578
Per Person
View Trip
8 Day Mexico & Grand Cayman Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 26 February 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,105
Oceanview
$1,205
Balcony
$1,330
Suite
$2,855
From
US$1,105
Save 686
Per Person
View Trip
6 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

6 Days (5 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Oct 2027
Visit: USA, Cayman Islands, Jamaica
Flash Sale
Inside
$328
Oceanview
$398
Balcony
$588
Suite
$2,249
From
US$328
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: 23 January 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$3,000
From
US$714
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 07 June 2027
Visit: USA, Cayman Islands, Bahamas
Inside
$795
Oceanview
$1,045
Balcony
$1,145
Suite
$2,875
From
US$795
Per Person
View Trip
6 Day Grand Cayman & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2026 to Mar 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,875
From
US$595
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
$732
Oceanview
$812
Balcony
$815
Suite
$3,065
From
US$732
Save 613
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: 28 November 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$728
Oceanview
$809
Balcony
$988
Suite
$1,753
From
US$728
Save 392
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
Departure: 28 November 2026
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$372
Oceanview
$477
Balcony
$599
Suite
$1,128
From
US$372
Save 183
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
$679
Oceanview
$768
Balcony
$850
Suite
$1,474
From
US$679
Save 341
Per Person
View Trip
7 Day Key West, Mexico & Cayman with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Reflection
Departures: Aug 2027 to Oct 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$812
Oceanview
$876
Balcony
$879
Suite
$1,908
From
US$812
Save 511
Per Person
View Trip
7 Day Key West, Cayman & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Dec 2027 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$631
Oceanview
$738
Balcony
$740
Suite
$2,077
From
US$631
Save 627
Per Person
View Trip
8 Day Key West, Grand Cayman & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 30 January 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$668
Oceanview
$718
Balcony
$998
Suite
$2,838
From
US$668
Save 404
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Mariner of the Seas
Departure: 31 December 2027
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,345
Oceanview
$1,395
Balcony
$1,608
Suite
$2,218
From
US$1,345
Save 665
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
Departure: 28 November 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$597
Oceanview
$633
Balcony
$927
Suite
$2,816
From
US$597
Save 375
Per Person
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 28 March 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$512
Oceanview
$562
Balcony
$737
Suite
$2,462
From
US$512
Save 321
Per Person
View Trip
7 Day Caribbean And Antilles with MSC Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 05 March 2028
Visit: USA, Bahamas, Cayman Islands
Inside
$629
Oceanview
$748
Balcony
$876
Suite
$1,349
From
US$629
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
$597
Oceanview
$647
Balcony
$927
Suite
$2,577
From
US$597
Save 513
Per Person
View Trip
7 Day Key West, Cayman & Mexico with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$664
Oceanview
$709
Balcony
$712
Suite
$2,078
From
US$664
Save 475
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
$721
Oceanview
$818
Balcony
$820
Suite
$2,446
From
US$721
Save 442
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
Bonus Onboard Credit
Exclusive Savings
Inside
$646
Oceanview
$706
Balcony
$788
Suite
$1,219
From
US$646
Save 306
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
Inside
$691
Oceanview
$791
Balcony
$971
Suite
$1,701
From
US$691
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

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
$766
Oceanview
$867
Balcony
$990
Suite
$2,577
From
US$766
Save 477
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
Inside
$894
Oceanview
$894
Balcony
$954
Suite
$2,514
From
US$894
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: 20 February 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,248
Oceanview
$1,396
Balcony
$1,656
Suite
$3,390
From
US$1,248
Save 772
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
Inside
$1,014
Oceanview
$1,156
Balcony
$1,396
Suite
$2,533
From
US$1,014
Per Person
View Trip
Results: 1-30 of 134

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