Caribbean Cruises Starting In November 2026, 2027 and 2028

Are you planning a cruise to the Caribbean in November 2026, 2027 or 2028? Choose from 430 unique cruises and 2,298 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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430 Cruises (2,298 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$831
Oceanview
$894
Balcony
$1,172
Suite
$1,160
From
US$831
Save 913
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jul 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$519
Oceanview
$719
Balcony
$624
Suite
$889
From
US$519
Per Person
View Trip
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Save 750
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 29 November 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Barbados, Saint Lucia, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,449
Oceanview
$1,489
Balcony
$1,759
Suite
$2,059
From
US$1,449
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,064
Oceanview
$1,226
Balcony
$1,466
Suite
$2,713
From
US$1,064
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$439
Oceanview
$599
Balcony
$799
Suite
$869
From
US$439
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 November 2027
Visit: USA, Belize, Honduras, Mexico (+5 more), Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$1,658
Oceanview
-
Balcony
$1,948
Suite
$3,178
From
US$1,658
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 16 November 2026
Visit: USA, Mexico, Bahamas
Inside
$834
Oceanview
$1,014
Balcony
$1,134
Suite
$2,934
From
US$834
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 November 2027
Visit: USA, Mexico, Honduras, Belize
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,799
Oceanview
$1,999
Balcony
$3,099
Suite
$4,399
From
US$1,799
Save 1,799
Per Person
View Trip
Cruise
 (1)

4 Days (3 Nights) Orlando to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 12 November 2026
Visit: USA, Dominican Republic, Puerto Rico
Inside
$509
Oceanview
$539
Balcony
$589
Suite
$629
From
US$509
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$769
Oceanview
$879
Balcony
$1,124
Suite
$1,439
From
US$769
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 22 November 2026
Visit: USA, Puerto Rico, Anguilla, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Virgin Islands
Inside
-
Oceanview
$7,753
Balcony
$8,498
Suite
$11,998
From
US$7,753
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Nov 2026 to Jan 2027
Visit: Puerto Rico, Saint Martin, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Inside
$1,113
Oceanview
$1,113
Balcony
$1,253
Suite
$2,863
From
US$1,113
Per Person
View Trip
Cruise
 (5)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Inside
$3,799
Oceanview
$4,809
Balcony
$5,859
Suite
$8,929
From
US$3,799
Per Person
View Trip
Cruise
 (6)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 05 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,234
Oceanview
$1,264
Balcony
$1,599
Suite
$2,149
From
US$1,234
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$519
Oceanview
-
Balcony
$624
Suite
$1,009
From
US$519
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao, Puerto Rico
Princess Standard
Inside
$829
Oceanview
$849
Balcony
$1,124
Suite
$1,749
From
US$829
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 November 2026
Visit: USA, Cayman Islands, Jamaica, Aruba
Princess Standard
Inside
$1,969
Oceanview
-
Balcony
$1,954
Suite
$2,329
From
US$1,954
Per Person
View Trip
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 November 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Bonus Onboard Credit
Inside
$1,899
Oceanview
$2,699
Balcony
$2,749
Suite
$6,699
From
US$1,899
Per Person
View Trip
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$645
Oceanview
$795
Balcony
$962
Suite
$2,500
From
US$645
Per Person
View Trip
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Saint Lucia, Barbados, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,299
Oceanview
$1,479
Balcony
$1,749
Suite
$2,049
From
US$1,299
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 22 November 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Princess Standard
Inside
$1,057
Oceanview
$1,447
Balcony
$1,507
Suite
-
From
US$1,057
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Nov 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,251
Oceanview
$1,499
Balcony
$1,390
Suite
$3,472
From
US$1,251
Save 1,093
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 29 November 2026
Visit: USA, Saint Martin, Martinique, Barbados, Trinidad and Tobago, Saint Lucia, Saint Kitts and Nevis
Fare Saver
Inside
$1,349
Oceanview
$1,399
Balcony
$1,899
Suite
$3,899
From
US$1,349
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 13 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,259
Oceanview
$1,439
Balcony
$1,649
Suite
$2,439
From
US$1,259
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 21 November 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$691
Oceanview
$791
Balcony
$971
Suite
$1,701
From
US$691
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Nov 2026 to Apr 2028
Visit: Barbados, Grenada, Saint Vincent
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,715
Balcony
-
Suite
$6,221
From
US$4,715
Save 1,620
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$943
Oceanview
$1,037
Balcony
$1,337
Suite
$1,437
From
US$943
Save 1,422
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$710
Oceanview
$770
Balcony
$1,320
Suite
$1,505
From
US$710
Save 400
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,698
Oceanview
$1,813
Balcony
$2,268
Suite
$3,008
From
US$1,698
Per Person
View Trip
Results: 1-30 of 430

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