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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 146 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 378 departures available from eleven of the world's leading cruise lines.
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146 Cruises (378 Cruise Departures)
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
$1,189
Oceanview
$1,359
Balcony
$1,559
Suite
$2,014
From
US$1,189
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 05 March 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,000
Oceanview
-
Balcony
$1,229
Suite
$1,950
From
US$1,000
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,390
Suite
$7,615
From
US$6,390
Save 12,608
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$3,636
From
US$3,636
Save 103
Per Person
View Trip
10 Day Western Caribbean with Cunard
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Ship: Queen Elizabeth
Departures: Feb 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$699
Oceanview
$759
Balcony
$900
Suite
$2,759
From
US$699
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
$890
Oceanview
$1,009
Balcony
$1,132
Suite
$1,552
From
US$890
Save 512
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$485
Oceanview
$605
Balcony
$725
Suite
$1,195
From
US$485
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
$2,144
From
US$544
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
$1,533
Oceanview
$1,753
Balcony
$1,993
Suite
$6,010
From
US$1,533
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, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$764
Oceanview
$862
Balcony
$979
Suite
$1,453
From
US$764
Save 397
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
$3,434
From
US$1,745
Save 816
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Getaway, Norwegian Prima
Departures: Feb 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$1,929
From
US$1,929
Save 106
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

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
$1,227
Oceanview
$1,357
Balcony
$1,537
Suite
$2,294
From
US$1,227
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
Bonus Onboard Credit
Exclusive Savings
Inside
$2,072
Oceanview
$2,324
Balcony
$2,634
Suite
$3,527
From
US$2,072
Save 50
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
$824
Oceanview
$955
Balcony
$1,057
Suite
$1,437
From
US$824
Save 421
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
$7,177
From
US$2,137
Save 1,095
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: 08 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$846
Oceanview
$865
Balcony
$1,071
Suite
$1,616
From
US$846
Save 422
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise

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
$1,488
Oceanview
$1,658
Balcony
$1,898
Suite
$2,975
From
US$1,488
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Radiance of the Seas
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Honduras, Belize, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$939
Oceanview
$1,023
Balcony
$1,223
Suite
$1,909
From
US$939
Save 541
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,215
Suite
$5,880
From
US$5,215
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Feb 2026 to Mar 2026
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Inside
$498
Oceanview
$608
Balcony
$748
Suite
$1,632
From
US$498
Per Person
View Trip
9 Day Perfect Day Cococay Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 31 December 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,638
Oceanview
$1,867
Balcony
$2,307
Suite
$3,456
From
US$1,638
Save 765
Per Person
View Trip
10 Day Western Caribbean with Norwegian Cruise Line
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 12 February 2027
Visit: USA, Bahamas, Dominican Republic, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$3,605
From
US$3,605
Save 104
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 15 January 2028
Visit: USA, Bahamas, Cayman Islands, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,160
Oceanview
$1,300
Balcony
$1,540
Suite
$2,220
From
US$1,160
Save 563
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Prima
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,201
From
US$2,201
Save 159
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 2026 to Apr 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$770
Oceanview
$1,087
Balcony
$1,312
Suite
$2,015
From
US$770
Save 531
Per Person
View Trip
Results: 121-146 of 146

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