Caribbean Cruises Starting In November 2026 and 2027

Are you planning a cruise to the Caribbean in November 2026 or 2027? Choose from 379 unique cruises and 2,364 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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379 Cruises (2,364 Cruise Departures)
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
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Feb 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,489
Oceanview
$1,839
Balcony
$2,118
Suite
$3,370
From
US$1,489
Save 64
Per Person
View Trip
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$354
Oceanview
$382
Balcony
$540
Suite
$832
From
US$354
Save 365
Per Person
View Trip
Cruise
 (6)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 30 November 2026
Visit: USA, Aruba, Curacao, Saint Lucia, Barbados, Dominica, Saint Martin
Princess Standard
Inside
$989
Oceanview
$969
Balcony
$1,459
Suite
$1,699
From
US$969
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 21 November 2026
Visit: USA, Bahamas, Jamaica, Honduras (+8 more), Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Fare Saver
Inside
$2,004
Oceanview
$2,384
Balcony
$3,434
Suite
$4,925
From
US$2,004
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
Inside
$2,039
Oceanview
$2,639
Balcony
$2,759
Suite
$6,935
From
US$2,039
Per Person
View Trip
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 30 November 2027
Visit: USA, Virgin Islands, Saint Martin, Martinique (+5 more), Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$3,523
Oceanview
$4,348
Balcony
$5,502
Suite
$8,082
From
US$3,523
Save 76
Per Person
View Trip
Cruise
 (13)

10 Days (9 Nights) Miami to Miami
Cruise Line: Cunard
Departures: Feb 2026 to Dec 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Mexico
Inside
$699
Oceanview
$719
Balcony
$900
Suite
$2,759
From
US$699
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Honduras, Mexico
Bonus Onboard Credit
Inside
$825
Oceanview
$1,025
Balcony
$1,165
Suite
$1,765
From
US$825
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$709
Oceanview
$1,049
Balcony
$1,149
Suite
$1,359
From
US$709
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 28 November 2027
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$801
Oceanview
$881
Balcony
$1,081
Suite
$2,676
From
US$801
Save 562
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,255
From
US$965
Save 718
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 November 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$1,629
Oceanview
$2,079
Balcony
$2,643
Suite
$4,156
From
US$1,629
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$1,388
Oceanview
$1,668
Balcony
$1,828
Suite
$2,488
From
US$1,388
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 23 November 2027
Visit: USA, Puerto Rico, Saint Barthelemy, Montserrat, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,872
Balcony
$6,018
Suite
$8,841
From
US$4,872
Save 77
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$674
Oceanview
$974
Balcony
$860
Suite
$1,349
From
US$674
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
$1,679
Oceanview
-
Balcony
$2,288
Suite
$3,592
From
US$1,679
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 18 November 2027
Visit: USA, Bahamas, Mexico, Belize, Honduras, Cayman Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,509
Suite
$6,636
From
US$5,509
Save 11,689
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 15 November 2026
Visit: USA, Mexico, Honduras
Princess Standard
Sanctuary Collection
Inside
$544
Oceanview
$704
Balcony
$809
Suite
$1,079
From
US$544
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Feb 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Bonus Onboard Credit
Inside
$399
Oceanview
$489
Balcony
$619
Suite
$1,377
From
US$399
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,640
Oceanview
$2,398
Balcony
$2,223
Suite
$3,100
From
US$1,640
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$804
Oceanview
-
Balcony
$899
Suite
$1,599
From
US$804
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 22 November 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Turks and Caicos Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$7,310
Suite
$8,060
From
US$7,310
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 29 November 2026
Visit: USA, Bahamas, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$629
Oceanview
$799
Balcony
$857
Suite
$1,421
From
US$629
Save 340
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$625
Oceanview
$738
Balcony
$1,060
Suite
$1,120
From
US$625
Save 631
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$558
Oceanview
$659
Balcony
$839
Suite
$1,201
From
US$558
Save 536
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,615
Balcony
-
Suite
$6,313
From
US$4,615
Save 7,132
Per Person
View Trip
Cruise

15 Days (14 Nights) Saint John's to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Mar 2028
Visit: Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe, Saint Barthelemy (+4 more), Virgin Islands, Puerto Rico, Sint Maarten, Montserrat
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,667
Balcony
-
Suite
$15,208
From
US$11,667
Save 12,828
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$934
Oceanview
$1,044
Balcony
$1,026
Suite
$2,339
From
US$934
Save 741
Per Person
View Trip
Results: 1-30 of 379

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