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Cayman Islands Cruises Starting In November 2026 and 2027

If you're looking at joining a cruise to Cayman Islands in November 2026 or 2027, we have 34 unique cruise itineraries and 168 departures available, operated by ten of the world's leading cruise lines departing in November.
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34 Cruises (168 Cruise Departures)
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: 28 November 2026
Visit: USA, Bahamas, Cayman Islands
Exclusive Savings
Inside
$556
Oceanview
$666
Balcony
$856
Suite
$1,436
From
US$556
Save 267
Per Person
View Trip
9 Day Western Caribbean Cruise with Royal Caribbean
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Liberty of the Seas
Departure: 26 November 2027
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$845
Oceanview
$966
Balcony
$1,184
Suite
$2,308
From
US$845
Save 292
Per Person
View Trip
8 Day Key West, Cayman & Mexico with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ships: Celebrity Apex
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$910
Balcony
$1,178
Suite
$3,490
From
US$839
Save 836
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Liberty of the Seas
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$681
Oceanview
$800
Balcony
$1,019
Suite
$2,144
From
US$681
Save 376
Per Person
View Trip
7 Day Grand Cayman & Mexico Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Silhouette
Departures: Nov 2027 to Apr 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$739
Oceanview
$784
Balcony
$862
Suite
$2,381
From
US$739
Save 552
Per Person
View Trip
7 Day Key West, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$843
Oceanview
$893
Balcony
$971
Suite
$2,143
From
US$843
Save 394
Per Person
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
Departures: Nov 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$672
Oceanview
$722
Balcony
$1,077
Suite
$2,794
From
US$672
Save 438
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 18 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$1,016
Oceanview
$1,136
Balcony
$1,396
Suite
$2,400
From
US$1,016
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2026 to Apr 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Limited Time Offer
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,634
From
US$714
Per Person
View Trip
8 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 21 November 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,114
Oceanview
$1,192
Balcony
$1,744
Suite
$4,722
From
US$1,114
Save 519
Per Person
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: Aug 2026 to Mar 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$669
Oceanview
$741
Balcony
$871
Suite
$2,514
From
US$669
Save 607
Per Person
View Trip
9 Day Southern Caribbean with Aruba with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,549
Oceanview
-
Balcony
$1,894
Suite
$2,239
From
US$1,549
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$711
Oceanview
$811
Balcony
$1,001
Suite
$1,731
From
US$711
Per Person
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
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$940
Oceanview
$1,003
Balcony
$1,208
Suite
$4,281
From
US$940
Save 448
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$1,033
Oceanview
$1,163
Balcony
$1,423
Suite
$2,515
From
US$1,033
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 01 November 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Limited Time Offer
Inside
$903
Oceanview
$1,376
Balcony
$1,393
Suite
$3,423
From
US$903
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 Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$888
Oceanview
$1,048
Balcony
$1,248
Suite
$5,759
From
US$888
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$857
Oceanview
$965
Balcony
$1,140
Suite
$2,486
From
US$857
Save 402
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 Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$849
Oceanview
$989
Balcony
$1,179
Suite
$1,599
From
US$849
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: 21 November 2026
Visit: USA, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$694
Oceanview
$794
Balcony
$1,094
Suite
$1,644
From
US$694
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 22 November 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$898
Oceanview
$1,068
Balcony
$1,278
Suite
$2,529
From
US$898
Per Person
View Trip
8 Day Western Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Ship: Mariner of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$609
Oceanview
$649
Balcony
$799
Suite
$1,576
From
US$609
Save 707
Per Person
View Trip
7 Day Bahamas, Mexico & Cayman Cruise with Celebrity Cruises
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 15 November 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$952
Oceanview
$945
Balcony
$1,343
Suite
$3,833
From
US$945
Save 430
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: 27 November 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$910
Oceanview
$1,000
Balcony
$1,207
Suite
$1,987
From
US$910
Save 279
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
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$903
Oceanview
$1,089
Balcony
$1,245
Suite
$1,851
From
US$903
Save 443
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: Mar 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Bonus Onboard Credit
Inside
$539
Oceanview
$579
Balcony
$1,349
Suite
$2,939
From
US$539
Per Person
View Trip
10 Day Caribbean Cruise From Galveston to Galveston with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Galveston to Galveston
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Escape
Departure: 04 November 2027
Visit: USA, Mexico, Cayman Islands, Jamaica, Belize
Inside
$1,039
Oceanview
$1,289
Balcony
$1,539
Suite
$1,739
From
US$1,039
Per Person
View Trip
8 Day Western Caribbean 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
Departures: Dec 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$849
Oceanview
$1,509
Balcony
$1,259
Suite
$1,359
From
US$849
Save 54
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, Norwegian Prima
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$759
Oceanview
$999
Balcony
$1,049
Suite
$1,319
From
US$759
Per Person
View Trip
8 Day Western Caribbean with Grand Cayman with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$719
Oceanview
$919
Balcony
$864
Suite
$1,320
From
US$719
Per Person
View Trip
Results: 1-30 of 34

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