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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 323 departures available from ten of the world's leading cruise lines.
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134 Cruises (323 Cruise Departures)
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
Inside
$1,513
Oceanview
$1,713
Balcony
$2,033
Suite
-
From
US$1,513
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 Epic (+2 more), Norwegian Getaway, Norwegian Prima
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$779
Oceanview
$919
Balcony
$1,069
Suite
$1,329
From
US$779
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
Exclusive Savings
Inside
$411
Oceanview
$481
Balcony
$1,093
Suite
$1,368
From
US$411
Save 276
Per Person
View Trip
8 Day Western Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Encore
Departure: 04 April 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$969
Oceanview
$1,039
Balcony
$1,129
Suite
$1,319
From
US$969
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
10 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 03 January 2027
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$829
Oceanview
$899
Balcony
$1,324
Suite
$9,274
From
US$829
Save 389
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: 12 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$544
Oceanview
$644
Balcony
$944
Suite
$1,544
From
US$544
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
$1,858
Oceanview
$2,088
Balcony
$2,505
Suite
$3,924
From
US$1,858
Save 703
Per Person
View Trip
12 Day Waterfalls & Divers with Regent Seven Seas
Cruise

12 Days (11 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 30 November 2026
Visit: USA, Cayman Islands, Honduras, Belize, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,722
Suite
$10,604
From
US$9,722
Save 10,076
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
$969
Oceanview
$1,082
Balcony
$1,382
Suite
$2,498
From
US$969
Save 321
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: 17 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$917
Oceanview
$1,047
Balcony
$1,247
Suite
$2,467
From
US$917
Save 300
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 20 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Dominican Republic
Exclusive Savings
Inside
$2,101
Oceanview
$2,353
Balcony
$2,673
Suite
$3,566
From
US$2,101
Save 51
Per Person
View Trip
11 Day A Journey Of Caribbean Charm & Spectacular Natural Beauty with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2026 to Nov 2027
Visit: USA, Curacao, Aruba, Colombia, Cayman Islands
Inside
-
Oceanview
-
Balcony
-
Suite
$5,475
From
US$5,475
Per Person
View Trip
9 Day Western Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 12 March 2027
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Inside
$979
Oceanview
$1,099
Balcony
$1,579
Suite
$1,849
From
US$979
Per Person
View Trip
Results: 121-134 of 134

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