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Cayman Islands Cruises

Are you looking for a cruise to Cayman Islands? Choose from 107 unique cruise itineraries to Cayman Islands, departing from Fort Lauderdale, Galveston, Miami, New Orleans, Orlando and more. December and February are the most popular months to cruise to Cayman Islands and we have over 320 departures available from ten of the world's leading cruise lines.
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107 Cruises (320 Cruise Departures)
7 Day Key West & Cayman Holiday with Celebrity Cruises
Cruise

7 Days (6 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 27 December 2024
Countries Visited: USA, Cayman Islands
Exclusive Deal
INSIDE
-
OCEANVIEW
$1,992
BALCONY
$2,962
SUITE
$5,169
Save (per person) 2,127
From (per person) 2,937
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: Nov 2024 to Mar 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,134
OCEANVIEW
$1,194
BALCONY
$1,355
SUITE
$4,274
Save (per person) 652
From (per person) 1,134
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
$1,195
OCEANVIEW
$1,432
BALCONY
$1,809
SUITE
$2,016
From (per person) 1,195
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 Deal
INSIDE
$1,208
OCEANVIEW
$1,276
BALCONY
$1,442
SUITE
$3,194
Save (per person) 2,397
From (per person) 1,208
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: Oct 2024 to Mar 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$968
OCEANVIEW
$1,084
BALCONY
$1,515
SUITE
$2,852
Save (per person) 798
From (per person) 968
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
Departure: 28 December 2024
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$2,081
OCEANVIEW
$2,081
BALCONY
$2,687
SUITE
$4,983
Save (per person) 1,004
From (per person) 2,081
View Trip
10 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Summit
Departure: 25 February 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,221
OCEANVIEW
$1,503
BALCONY
$2,174
SUITE
$6,789
Save (per person) 2,701
From (per person) 1,221
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Freedom of the Seas, Independence of the Seas
Departures: Jan 2025 to Jan 2026
Countries Visited: USA, Cayman Islands, Mexico
Exclusive Deal
INSIDE
$885
OCEANVIEW
$975
BALCONY
$1,120
SUITE
$1,921
Save (per person) 447
From (per person) 885
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
$1,615
OCEANVIEW
$1,637
BALCONY
$1,835
SUITE
$7,063
Save (per person) 2,945
From (per person) 1,615
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
Anniversary Offer
INSIDE
-
OCEANVIEW
-
BALCONY
$9,801
SUITE
$11,583
From (per person) 7,841
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 Deal
INSIDE
$1,193
OCEANVIEW
$1,262
BALCONY
$1,425
SUITE
$3,180
Save (per person) 2,341
From (per person) 1,193
View Trip
8 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 12 January 2025
Countries Visited: USA, Mexico, Cayman Islands
Exclusive Deal
INSIDE
$1,362
OCEANVIEW
$1,369
BALCONY
$1,674
SUITE
$3,795
Save (per person) 2,748
From (per person) 1,362
View Trip
6 Day Western Caribbean Cruise with Royal Caribbean
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Freedom of the Seas, Independence of the Seas
Departures: Nov 2024 to Nov 2025
Countries Visited: USA, Cayman Islands, Jamaica
Exclusive Deal
INSIDE
$770
OCEANVIEW
$798
BALCONY
$1,087
SUITE
$2,465
Save (per person) 1,014
From (per person) 770
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 Deal
INSIDE
$921
OCEANVIEW
$1,176
BALCONY
$1,193
SUITE
$3,182
Save (per person) 2,579
From (per person) 921
View Trip
8 Day Key West, Cayman & Perfect Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 27 December 2025
Countries Visited: USA, Bahamas, Cayman Islands
Exclusive Deal
INSIDE
$1,833
OCEANVIEW
$2,327
BALCONY
$2,676
SUITE
$6,889
Save (per person) 3,036
From (per person) 1,833
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 DealExclusive Solo Offer
INSIDE
$948
OCEANVIEW
$975
BALCONY
$1,083
SUITE
$2,041
Save (per person) 481
From (per person) 948
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
70% Off Second Sailor + Save
INSIDE
$2,046
OCEANVIEW
$2,494
BALCONY
$2,739
SUITE
$5,521
From (per person) 2,046
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
$1,270
OCEANVIEW
$1,433
BALCONY
$2,518
SUITE
$4,070
Save (per person) 610
From (per person) 1,270
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
70% Off Second Sailor + Save
INSIDE
$2,011
OCEANVIEW
$2,467
BALCONY
$2,701
SUITE
$5,423
From (per person) 2,011
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
$1,094
OCEANVIEW
$1,209
BALCONY
$2,151
SUITE
$3,458
Save (per person) 526
From (per person) 1,094
View Trip
10 Day Aruba, Bonaire & Cayman with Celebrity Cruises
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 27 February 2025
Countries Visited: USA, Bonaire, Aruba, Cayman Islands
Exclusive Deal
INSIDE
$1,538
OCEANVIEW
$1,984
BALCONY
-
SUITE
$5,260
Save (per person) 2,873
From (per person) 1,538
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
$1,088
OCEANVIEW
$1,205
BALCONY
$2,392
SUITE
$3,390
Save (per person) 522
From (per person) 1,088
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
$1,000
OCEANVIEW
$1,144
BALCONY
$2,037
SUITE
$3,214
Save (per person) 598
From (per person) 1,000
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
$1,185
OCEANVIEW
$1,353
BALCONY
$1,749
SUITE
$1,947
From (per person) 1,185
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: Nov 2024 to Mar 2025
Countries Visited: USA, Mexico, Cayman Islands, Jamaica
Exclusive Deal
INSIDE
$1,228
OCEANVIEW
$1,474
BALCONY
$1,964
SUITE
$2,886
Save (per person) 922
From (per person) 1,228
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
70% Off Second Sailor + Save
INSIDE
$1,997
OCEANVIEW
$2,452
BALCONY
$2,687
SUITE
$5,298
From (per person) 1,997
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
70% Off Second Sailor + Save
INSIDE
$2,864
OCEANVIEW
$3,894
BALCONY
$4,284
SUITE
$8,112
From (per person) 2,864
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: 11 January 2025
Countries Visited: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Deal
INSIDE
$1,329
OCEANVIEW
$1,705
BALCONY
$2,012
SUITE
$2,784
From (per person) 1,329
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: 09 November 2025
Countries Visited: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Deal
INSIDE
$1,249
OCEANVIEW
$1,481
BALCONY
$1,787
SUITE
$2,670
Save (per person) 576
From (per person) 1,249
View Trip
8 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Dec 2024 to Jan 2025
Countries Visited: USA, Bahamas, Jamaica, Cayman Islands
Exclusive Deal
INSIDE
$1,466
OCEANVIEW
$1,528
BALCONY
$1,889
SUITE
$4,489
Save (per person) 4,591
From (per person) 1,466
View Trip
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