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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 97 unique cruise itineraries to Cayman Islands, departing from Fort Lauderdale, Galveston, Miami, New Orleans, Orlando and more. November and December are the most popular months to cruise to Cayman Islands and we have over 310 departures available from ten of the world's leading cruise lines.
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97 Cruises (310 Cruise Departures)
8 Day Western Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 08 March 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
$2,309
BALCONY
$2,789
SUITE
-
Save (per person) 1,215
From (per person) 2,309
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
Countries Visited: USA, Cayman Islands, Mexico
Endless Summer SaleSolo Offer + Onboard Credit
INSIDE
$1,535
OCEANVIEW
$1,609
BALCONY
$1,832
SUITE
$4,363
Save (per person) 1,246
From (per person) 1,535
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
Countries Visited: USA, Bahamas, Cayman Islands
Endless Summer SaleSolo Offer + Onboard Credit
INSIDE
$2,283
OCEANVIEW
$3,330
BALCONY
$3,329
SUITE
$9,705
Save (per person) 1,325
From (per person) 2,283
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 15 March 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$2,103
OCEANVIEW
-
BALCONY
$3,624
SUITE
-
Save (per person) 1,124
From (per person) 2,103
View Trip
8 Day Western Caribbean with Grand Cayman From Fort Lauderdale with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2026 to Feb 2026
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,152
OCEANVIEW
$1,370
BALCONY
$1,657
SUITE
$2,014
From (per person) 1,152
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
Countries Visited: USA, Mexico, Cayman Islands
Endless Summer Sale
INSIDE
$1,225
OCEANVIEW
$1,296
BALCONY
$1,463
SUITE
$4,953
Save (per person) 678
From (per person) 1,225
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
Countries Visited: USA, Cayman Islands, Mexico
Endless Summer Sale
INSIDE
$1,010
OCEANVIEW
$1,177
BALCONY
$1,349
SUITE
$3,549
Save (per person) 646
From (per person) 1,010
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 2025 to Jan 2026
Countries Visited: USA, Cayman Islands, Mexico
Exclusive Deal
INSIDE
$705
OCEANVIEW
$903
BALCONY
$977
SUITE
$1,866
Save (per person) 353
From (per person) 705
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: 24 November 2025
Countries Visited: USA, Cayman Islands, Jamaica
Exclusive Deal
INSIDE
$1,027
OCEANVIEW
$1,164
BALCONY
$1,606
SUITE
$2,376
Save (per person) 504
From (per person) 1,027
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
Countries Visited: USA, Cayman Islands, Mexico
Exclusive Deal
INSIDE
$859
OCEANVIEW
$885
BALCONY
$948
SUITE
$1,991
Save (per person) 549
From (per person) 859
View Trip
8 Day Key West, Jamaica & Grand Cayman with Celebrity Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Equinox
Departure: 08 March 2025
Countries Visited: USA, Jamaica, Cayman Islands
Endless Summer Sale
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$4,454
Save (per person) 2,785
From (per person) 4,454
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
Countries Visited: USA, Mexico, Cayman Islands
Endless Summer Sale
INSIDE
$1,597
OCEANVIEW
$1,895
BALCONY
$2,192
SUITE
$4,409
Save (per person) 886
From (per person) 1,597
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
Ships: Celebrity Eclipse, Celebrity Reflection
Departures: Jul 2025 to Jan 2026
Countries Visited: USA, Mexico, Cayman Islands
Endless Summer Sale
INSIDE
$1,207
OCEANVIEW
$1,278
BALCONY
$1,447
SUITE
$5,233
Save (per person) 796
From (per person) 1,207
View Trip
6 Day Cayman Isles & Bimini Beach Miles with Virgin Voyages
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2026 to Jan 2027
Countries Visited: USA, Cayman Islands, Bahamas
INSIDE
$1,295
OCEANVIEW
$1,458
BALCONY
$1,702
SUITE
$4,388
From (per person) 1,295
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 29 March 2025
Countries Visited: USA, Mexico, Cayman Islands, Jamaica
Exclusive Deal
INSIDE
$1,578
OCEANVIEW
$1,754
BALCONY
-
SUITE
-
Save (per person) 876
From (per person) 1,578
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Jan 2026 to Mar 2026
Countries Visited: USA, Cayman Islands, Belize, Mexico
Exclusive Deal
INSIDE
$852
OCEANVIEW
$1,009
BALCONY
$1,944
SUITE
$2,803
Save (per person) 563
From (per person) 852
View Trip
8 Day Cayman Coves & Jamaican Waterfalls with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Brilliant Lady, Resilient Lady
Departures: Nov 2025 to Feb 2027
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,585
OCEANVIEW
$1,925
BALCONY
$2,266
SUITE
$5,404
From (per person) 1,585
View Trip
8 Day Bahamas, Mexico & Cayman with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 14 November 2026
Countries Visited: USA, Bahamas, Cayman Islands, Mexico
Endless Summer Sale
INSIDE
$1,638
OCEANVIEW
$1,713
BALCONY
$1,936
SUITE
$4,466
Save (per person) 905
From (per person) 1,638
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
Countries Visited: USA, Bahamas, Cayman Islands, Mexico
Endless Summer Sale
INSIDE
$1,788
OCEANVIEW
$1,863
BALCONY
$2,086
SUITE
$4,615
Save (per person) 1,021
From (per person) 1,788
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 04 April 2026
Countries Visited: USA, Cayman Islands, Belize, Mexico
Exclusive Deal
INSIDE
$1,184
OCEANVIEW
$1,368
BALCONY
$2,161
SUITE
$3,865
Save (per person) 679
From (per person) 1,184
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 Feb 2027
Countries Visited: USA, Cayman Islands, Jamaica, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,585
OCEANVIEW
$1,925
BALCONY
$2,266
SUITE
$5,631
From (per person) 1,585
View Trip
8 Day Cozumel, Grand Cayman & Bimini with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 03 January 2026
Countries Visited: USA, Cayman Islands, Mexico, Bahamas
Up To USD $300 Bar Tab
INSIDE
$1,585
OCEANVIEW
$1,926
BALCONY
$2,267
SUITE
$5,404
From (per person) 1,585
View Trip
8 Day Western Caribbean with Grand Cayman From Fort Lauderdale with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2025 to Feb 2026
Countries Visited: USA, Mexico, Honduras, Cayman Islands
Exclusive Deal
INSIDE
$1,133
OCEANVIEW
$1,291
BALCONY
$1,657
SUITE
$1,964
From (per person) 1,133
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 15 November 2025
Countries Visited: USA, Mexico, Belize, Cayman Islands
Exclusive Deal
INSIDE
$979
OCEANVIEW
$1,185
BALCONY
$2,287
SUITE
$3,328
Save (per person) 579
From (per person) 979
View Trip
8 Day Resilient New Year's Ahoy! with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 27 December 2025
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
Up To USD $300 Bar Tab
INSIDE
$3,062
OCEANVIEW
$3,403
BALCONY
$3,744
SUITE
$8,245
From (per person) 3,062
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise
 (1)

9 Days (8 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 13 December 2025
Countries Visited: USA, Cayman Islands, Mexico, Honduras
Exclusive Deal
INSIDE
$935
OCEANVIEW
$1,092
BALCONY
$2,032
SUITE
$3,175
Save (per person) 562
From (per person) 935
View Trip
10 Day Jewels Of The Yucatan with Oceania Cruises
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Nautica
Departure: 27 December 2025
Countries Visited: USA, Mexico, Belize, Cayman Islands
Exclusive Deal
INSIDE
$3,810
OCEANVIEW
$4,282
BALCONY
$6,108
SUITE
$8,407
Save (per person) 2,450
From (per person) 3,810
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
Departures: Nov 2025 to Dec 2025
Countries Visited: USA, Honduras, Belize, Cayman Islands
NCL's More at Sea
INSIDE
$2,318
OCEANVIEW
$2,547
BALCONY
$2,700
SUITE
$2,930
From (per person) 2,318
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: Feb 2025 to Mar 2027
Countries Visited: USA, Mexico, Cayman Islands, Bahamas
Endless Summer SaleSolo Offer + Onboard Credit
INSIDE
$1,276
OCEANVIEW
$1,425
BALCONY
$1,573
SUITE
$3,121
Save (per person) 923
From (per person) 1,276
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
Countries Visited: USA, Cayman Islands, Aruba, Curacao
Exclusive Deal
INSIDE
$2,507
OCEANVIEW
$2,824
BALCONY
$3,646
SUITE
$6,429
Save (per person) 1,325
From (per person) 2,507
View Trip
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