Caribbean Cruises Starting In November 2026 and 2027

Are you planning a cruise to the Caribbean in November 2026 or 2027? Choose from 430 unique cruises and 2,459 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.
Filter Results
Departures
Duration
4 Days
48 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$236,198pp
Countries
Show More...
Filter Results
430 Cruises (2,459 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
$3,799
Suite
$5,999
From
US$3,799
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Turks and Caicos Islands, Bahamas
Inside
$1,016
Oceanview
$1,306
Balcony
$1,586
Suite
$3,012
From
US$1,016
Per Person
View Trip
Cruise

15 Days (14 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2027 to Dec 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Aruba, Curacao, Bonaire, Grenada
Exclusive Savings
Inside
$1,372
Oceanview
$1,672
Balcony
$2,583
Suite
$3,689
From
US$1,372
Save 52
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Honduras, Mexico, Dominican Republic, Puerto Rico, Bahamas
Inside
$1,709
Oceanview
$2,087
Balcony
$2,245
Suite
$3,818
From
US$1,709
Per Person
View Trip
Cruise

7 Days (6 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departure: 01 November 2026
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$547
Oceanview
$728
Balcony
$910
Suite
$1,690
From
US$547
Save 360
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Aruba, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,419
Oceanview
$1,619
Balcony
$1,817
Suite
$2,690
From
US$1,419
Save 52
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
$1,736
Oceanview
$1,719
Balcony
$1,776
Suite
$2,649
From
US$1,719
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,412
Oceanview
$1,536
Balcony
$1,657
Suite
$3,068
From
US$1,412
Save 966
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
$1,964
Oceanview
$2,344
Balcony
$3,144
Suite
$4,504
From
US$1,964
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 19 November 2026
Visit: USA, Curacao, Aruba, Bahamas
Exclusive Savings
Inside
$784
Oceanview
$936
Balcony
$1,274
Suite
$2,267
From
US$784
Save 463
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 06 November 2027
Visit: USA, Honduras, Mexico
Inside
$852
Oceanview
$1,041
Balcony
$1,147
Suite
$1,758
From
US$852
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,699
Oceanview
$2,159
Balcony
$2,741
Suite
$4,225
From
US$1,699
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Nov 2027 to Jan 2028
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Inside
$889
Oceanview
$1,069
Balcony
$1,299
Suite
$2,479
From
US$889
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 08 November 2027
Visit: USA, Mexico, Bahamas
Limited Time Offer
Inside
$595
Oceanview
$745
Balcony
$945
Suite
$2,750
From
US$595
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
$1,649
Oceanview
-
Balcony
$2,044
Suite
$2,269
From
US$1,649
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
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
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 20 November 2026
Visit: USA, Bonaire, Curacao, Bahamas
Fare Saver
Inside
$814
Oceanview
$1,014
Balcony
$1,314
Suite
$2,664
From
US$814
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 14 November 2026
Visit: Puerto Rico, Saint Martin, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$755
Oceanview
$808
Balcony
$1,276
Suite
$1,566
From
US$1,172
Save 50
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 29 November 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,211
Oceanview
$1,377
Balcony
$1,497
Suite
$2,507
From
US$1,211
Per Person
View Trip
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 26 November 2027
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$733
Oceanview
$853
Balcony
$1,034
Suite
$1,883
From
US$733
Save 404
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,458
Oceanview
$1,786
Balcony
$2,453
Suite
$3,718
From
US$1,458
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 29 November 2026
Visit: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$534
Oceanview
$664
Balcony
$767
Suite
$1,367
From
US$534
Save 356
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$614
Oceanview
$844
Balcony
$1,004
Suite
$1,444
From
US$614
Per Person
View Trip
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
Cruise

19 Days (18 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 17 November 2026
Visit: USA, Mexico, Honduras, Belize (+5 more), Bahamas, Curacao, Aruba, Colombia, Cayman Islands
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$9,065
From
US$9,065
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$869
Oceanview
$995
Balcony
$1,185
Suite
$2,958
From
US$869
Save 889
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Nov 2027
Visit: USA, Aruba, Curacao, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$806
Oceanview
$1,083
Balcony
$1,373
Suite
$2,258
From
US$806
Save 550
Per Person
View Trip
Cruise
 (4)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 18 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$964
Oceanview
$940
Balcony
$1,169
Suite
$1,749
From
US$940
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,449
Suite
$9,576
From
US$8,449
Save 8,749
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 07 November 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Montserrat
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,600
Balcony
$6,600
Suite
$9,300
From
US$5,600
Save 1,500
Per Person
View Trip
Results: 1-30 of 430

No trips found. Try adjusting the search filters.