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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 104 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 318 departures available from ten of the world's leading cruise lines.
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104 Cruises (318 Cruise Departures)
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
$1,265
OCEANVIEW
$1,463
BALCONY
$1,760
SUITE
$2,107
From (per person) 1,265
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
Departures: Feb 2025 to Mar 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,273
OCEANVIEW
$1,597
BALCONY
$3,803
SUITE
-
Save (per person) 913
From (per person) 1,273
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
New Year SaleExclusive Deal
INSIDE
$2,298
OCEANVIEW
$3,271
BALCONY
$3,217
SUITE
$9,261
Save (per person) 1,521
From (per person) 2,298
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
Exclusive DealNew Year Sale
INSIDE
$1,423
OCEANVIEW
$1,497
BALCONY
$1,609
SUITE
$3,919
Save (per person) 1,358
From (per person) 1,423
View Trip
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
Departures: Jan 2025 to Mar 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,637
OCEANVIEW
$2,219
BALCONY
$1,627
SUITE
-
Save (per person) 1,345
From (per person) 1,627
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
Exclusive DealNew Year Sale
INSIDE
$1,113
OCEANVIEW
$1,184
BALCONY
$1,240
SUITE
$2,960
Save (per person) 790
From (per person) 1,113
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
$747
OCEANVIEW
$972
BALCONY
$975
SUITE
$1,838
Save (per person) 424
From (per person) 747
View Trip
11 Day A Journey to the Forgotten Worlds of the Riviera Maya with Explora Journeys
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 04 February 2025
Countries Visited: USA, Cayman Islands, Mexico
Unique Oceans Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$7,633
SUITE
$9,029
From (per person) 7,633
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
$1,103
OCEANVIEW
$1,628
BALCONY
$1,718
SUITE
$2,408
Save (per person) 542
From (per person) 1,103
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
$857
OCEANVIEW
$861
BALCONY
$1,074
SUITE
$1,982
Save (per person) 551
From (per person) 857
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
Exclusive DealNew Year Sale
INSIDE
$853
OCEANVIEW
$1,124
BALCONY
$1,224
SUITE
$2,947
Save (per person) 924
From (per person) 853
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
New Year SaleExclusive Deal
INSIDE
$1,485
OCEANVIEW
$1,783
BALCONY
$1,969
SUITE
$3,965
Save (per person) 998
From (per person) 1,485
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
Exclusive Deal
INSIDE
-
OCEANVIEW
-
BALCONY
-
SUITE
$7,564
Save (per person) 5,560
From (per person) 7,564
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
Exclusive DealNew Year Sale
INSIDE
$1,095
OCEANVIEW
$1,166
BALCONY
$1,224
SUITE
$2,942
Save (per person) 1,010
From (per person) 1,095
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
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
$1,091
OCEANVIEW
$1,263
BALCONY
$2,018
SUITE
$3,975
Save (per person) 680
From (per person) 1,091
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
New Year SaleExclusive Deal
INSIDE
$1,676
OCEANVIEW
$1,751
BALCONY
$1,863
SUITE
$4,171
Save (per person) 1,133
From (per person) 1,676
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 Mar 2026
Countries Visited: USA, Cayman Islands, Jamaica, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,930
BALCONY
$2,272
SUITE
$5,642
From (per person) 1,588
View Trip
8 Day Western Caribbean with Holland America
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Statendam
Departure: 22 February 2025
Countries Visited: USA, Bahamas, Cayman Islands, Jamaica
Flash Deal
INSIDE
$1,559
OCEANVIEW
$1,946
BALCONY
$2,252
SUITE
$3,242
From (per person) 1,559
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
$1,166
OCEANVIEW
$1,315
BALCONY
$1,661
SUITE
$2,057
From (per person) 1,166
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
-
OCEANVIEW
$1,828
BALCONY
$2,115
SUITE
$3,199
Save (per person) 993
From (per person) 1,828
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 Apr 2026
Countries Visited: USA, Jamaica, Cayman Islands, Bahamas
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,930
BALCONY
$2,272
SUITE
$5,413
From (per person) 1,588
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
$1,160
OCEANVIEW
$1,366
BALCONY
$2,159
SUITE
$3,973
Save (per person) 671
From (per person) 1,160
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$1,588
OCEANVIEW
$1,929
BALCONY
$2,271
SUITE
$5,413
From (per person) 1,588
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
Exclusive DealNew Year Sale
INSIDE
$1,526
OCEANVIEW
$1,601
BALCONY
$1,714
SUITE
$4,022
Save (per person) 1,017
From (per person) 1,526
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
80% Off Second SailorUp To USD $300 Bar Tab
INSIDE
$3,068
OCEANVIEW
$3,409
BALCONY
$3,751
SUITE
$8,090
From (per person) 3,068
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
$1,041
OCEANVIEW
$1,136
BALCONY
$2,232
SUITE
$3,300
Save (per person) 610
From (per person) 1,041
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
$1,012
OCEANVIEW
$1,371
BALCONY
$2,029
SUITE
$3,381
Save (per person) 599
From (per person) 1,012
View Trip
8 Day Western Caribbean - 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
Exclusive Solo Offer
INSIDE
$2,125
OCEANVIEW
$2,431
BALCONY
$2,660
SUITE
$2,890
From (per person) 2,125
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
Countries Visited: USA, Bahamas, Cayman Islands, Mexico
New Year SaleExclusive Deal
INSIDE
$1,732
OCEANVIEW
$1,806
BALCONY
$1,845
SUITE
$4,302
Save (per person) 1,113
From (per person) 1,732
View Trip
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