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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 Grand Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 17 May 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,016
Oceanview
$1,070
Balcony
$1,198
Suite
$3,417
From
US$1,192
Save 426
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) 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
$564
Oceanview
$640
Balcony
$824
Suite
$1,252
From
US$564
Save 701
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
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
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 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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,159
Oceanview
$1,359
Balcony
$1,582
Suite
$2,216
From
US$1,159
Save 592
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
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
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 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
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
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
Departure: 07 March 2026
Visit: USA, Curacao, Aruba, Cayman Islands
Exclusive Savings
Inside
$1,174
Oceanview
-
Balcony
-
Suite
-
From
US$1,395
Save 517
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Getaway, Norwegian Prima
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$749
Oceanview
$869
Balcony
$1,119
Suite
$1,389
From
US$749
Per Person
View Trip
9 Day Western Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 18 December 2027
Visit: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,745
Oceanview
$1,975
Balcony
$2,355
Suite
$3,483
From
US$1,745
Save 816
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
Bonus Onboard Credit
Inside
$1,536
Oceanview
$1,686
Balcony
$1,946
Suite
$3,021
From
US$1,536
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Tampa to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 02 May 2026
Visit: USA, Cayman Islands, Aruba, Curacao, Panama
Inside
$349
Oceanview
$429
Balcony
$994
Suite
$1,453
From
US$349
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 28 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Inside
$1,513
Oceanview
$1,713
Balcony
$2,043
Suite
-
From
US$1,513
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 March 2026
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Inside
$580
Oceanview
$650
Balcony
$810
Suite
$1,800
From
US$580
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
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
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
Bonus Onboard Credit
Inside
$1,241
Oceanview
$1,371
Balcony
$1,561
Suite
$2,317
From
US$1,241
Per Person
View Trip
8 Day Western Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Feb 2027 to Apr 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$856
Oceanview
$976
Balcony
$1,183
Suite
$2,003
From
US$856
Save 446
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
Bonus Onboard Credit
Inside
$1,379
Oceanview
-
Balcony
$1,759
Suite
$2,043
From
US$1,379
Per Person
View Trip
12 Day Panama Canal & Southern Caribbean with Celebrity Cruises
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Ascent
Departure: 14 February 2028
Visit: USA, Aruba, Curacao, Panama, Cayman Islands
Exclusive Savings
Inside
$2,137
Oceanview
$2,337
Balcony
$2,687
Suite
$7,173
From
US$2,477
Save 755
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: 07 March 2026
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Inside
$526
Oceanview
$646
Balcony
$826
Suite
-
From
US$526
Per Person
View Trip
10 Day Aruba, Bonaire & Curacao with Celebrity Cruises
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Reflection, Celebrity Silhouette
Departures: Oct 2026 to Aug 2027
Visit: USA, Cayman Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$890
Oceanview
$1,155
Balcony
$1,307
Suite
$3,376
From
US$1,051
Save 635
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 Divina
Departures: Feb 2026 to Mar 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$498
Oceanview
$618
Balcony
$738
Suite
$1,198
From
US$498
Save 53
Per Person
View Trip
8 Day Western Caribbean with Holland America
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 22 March 2026
Visit: USA, Cayman Islands, Jamaica, Turks and Caicos Islands, Bahamas
Have It All Fare Option
Fare Saver
Inside
$599
Oceanview
$649
Balcony
$849
Suite
-
From
US$599
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$754
Oceanview
$1,253
Balcony
$1,147
Suite
$1,475
From
US$754
Per Person
View Trip
Results: 91-120 of 143

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