Caribbean Cruises Starting In November 2026 and 2027

Are you planning a cruise to the Caribbean in November 2026 or 2027? Choose from 375 unique cruises and 2,379 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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375 Cruises (2,379 Cruise Departures)
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Departures: Mar 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
Viking $699 Air Deal
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
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
$1,549
Oceanview
$2,386
Balcony
$2,162
Suite
$2,850
From
US$1,549
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 28 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
With Love From the World
Inside
$763
Oceanview
$903
Balcony
$1,113
Suite
$3,983
From
US$763
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
$1,039
Oceanview
$1,069
Balcony
$1,409
Suite
$1,849
From
US$1,039
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Cartagena to Colon
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$929
Oceanview
$940
Balcony
$1,212
Suite
$1,282
From
US$929
Save 583
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
$1,148
Oceanview
$1,239
Balcony
$1,468
Suite
$1,949
From
US$1,148
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 12 November 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Sint Maarten, Antigua and Barbuda, Puerto Rico, Dominican Republic
Bonus Onboard Credit
Inside
$989
Oceanview
$1,099
Balcony
$1,339
Suite
$5,653
From
US$989
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Mar 2026 to Apr 2028
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Bonus Onboard Credit
Inside
$779
Oceanview
$1,069
Balcony
$1,159
Suite
$2,479
From
US$779
Per Person
View Trip
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 23 November 2027
Visit: USA, Cayman Islands, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,334
Oceanview
$1,684
Balcony
$1,984
Suite
$5,784
From
US$1,576
Save 535
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
$5,411
Balcony
$6,685
Suite
$9,821
From
US$5,411
Save 88
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Seabourn
Departures: Nov 2027 to Dec 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Montserrat, Saint Barthelemy, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
$4,919
Balcony
$5,899
Suite
$8,839
From
US$4,919
Save 80
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
$822
Oceanview
$883
Balcony
$1,470
Suite
$1,930
From
US$1,060
Save 50
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visit: USA, Mexico, Jamaica, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,156
Oceanview
$1,275
Balcony
$1,522
Suite
$2,472
From
US$1,514
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$994
Oceanview
$1,094
Balcony
$1,160
Suite
$2,531
From
US$1,296
Save 50
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
$634
Oceanview
$644
Balcony
$1,314
Suite
$1,654
From
US$1,000
Save 50
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Departures: Nov 2026 to Nov 2027
Visit: USA, Curacao, Aruba, Colombia, Cayman Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 20 November 2027
Visit: USA, Belize, Guatemala, Mexico
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,210
Suite
$5,406
From
US$5,210
Save 10,388
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Bonus Onboard Credit
Inside
$559
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$559
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 21 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+9 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy
Azamara Always Included
Exclusive Savings
Inside
$3,599
Oceanview
$3,773
Balcony
$4,869
Suite
$7,556
From
US$3,599
Save 80
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
$876
Oceanview
$956
Balcony
$1,156
Suite
$2,776
From
US$1,022
Save 341
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Bonus Onboard Credit
Inside
$629
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$629
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
-
Suite
$7,310
From
US$7,310
Per Person
View Trip
Cruise

7 Days (6 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Nov 2026
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$507
Oceanview
$566
Balcony
$699
Suite
$1,250
From
US$507
Save 352
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Princess Standard
Inside
$1,639
Oceanview
-
Balcony
$2,238
Suite
$3,444
From
US$1,639
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Colon
Cruise Line: Royal Caribbean
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$786
Oceanview
$866
Balcony
$1,373
Suite
$1,823
From
US$1,020
Save 50
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
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$809
Oceanview
$929
Balcony
$1,019
Suite
$1,199
From
US$809
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$990
Oceanview
$1,389
Balcony
$1,393
Suite
$4,226
From
US$1,166
Save 588
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jun 2027 to Nov 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$802
Oceanview
$892
Balcony
$1,382
Suite
$1,973
From
US$1,031
Save 50
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,843
Balcony
-
Suite
$6,614
From
US$4,843
Save 7,404
Per Person
View Trip
Results: 1-30 of 375

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