Caribbean Cruises Starting In December 2026 and 2027

Are you planning a cruise to the Caribbean in December 2026 or 2027? Choose from 564 unique cruises and 2,724 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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564 Cruises (2,724 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,232
Oceanview
$1,248
Balcony
$1,629
Suite
$1,819
From
A$1,232
Save 1,423
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 Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,924
Suite
$8,864
From
A$5,924
Save 1,387
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 25 December 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$3,372
Oceanview
$3,744
Balcony
$4,191
Suite
$5,902
From
A$3,372
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 18 December 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+4 more), Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$3,661
Oceanview
$4,690
Balcony
$5,689
Suite
$8,825
From
A$3,661
Save 58
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
Just Cruise Fare
Exclusive Savings
Inside
$1,067
Oceanview
$1,156
Balcony
$1,381
Suite
$1,604
From
A$1,067
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 23 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$3,606
Oceanview
$4,202
Balcony
$5,169
Suite
$6,063
From
A$3,606
Per Person
View Trip
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
First Come, First Served Offer
Exclusive Savings
Inside
$2,716
Oceanview
$3,508
Balcony
$4,042
Suite
$11,834
From
A$2,716
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Limited Time Offer
Inside
$925
Oceanview
$1,083
Balcony
$1,392
Suite
$3,974
From
A$925
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$776
Oceanview
-
Balcony
$1,190
Suite
$1,618
From
A$776
Per Person
View Trip
Cruise
 (3)

9 Days (8 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 28 December 2026
Visit: Barbados, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$4,298
Oceanview
$4,680
Balcony
$5,924
Suite
$9,570
From
A$4,298
Save 71
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+6 more), Curacao, Bonaire, Grenada, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
$6,200
Oceanview
$7,956
Balcony
$8,935
Suite
$13,067
From
A$6,200
Save 2,140
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 24 December 2027
Visit: USA, Saint Kitts and Nevis, Dominica, Barbados (+4 more), Guadeloupe, Saint Martin, Puerto Rico, Dominican Republic
Princess Standard
Exclusive Savings
Inside
$2,431
Oceanview
-
Balcony
$3,141
Suite
$4,560
From
A$2,431
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,941
Oceanview
$3,358
Balcony
$3,477
Suite
$4,444
From
A$2,941
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,420
Balcony
$2,629
Suite
$3,418
From
A$2,181
Per Person
View Trip
Cruise
 (1)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Easter Flash Sale
Exclusive Savings
Inside
$1,802
Oceanview
$2,584
Balcony
$3,030
Suite
$5,465
From
A$1,802
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Mexico, Belize, Honduras
Your World Inclusions
Exclusive Savings
Inside
$3,043
Oceanview
$4,100
Balcony
$5,002
Suite
$6,807
From
A$3,043
Save 2,062
Per Person
View Trip
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 20 December 2027
Visit: USA, Mexico, Belize, Honduras (+6 more), Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$7,285
Oceanview
$9,768
Balcony
$11,883
Suite
$16,034
From
A$7,285
Save 2,145
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 19 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$3,532
Oceanview
-
Balcony
$4,404
Suite
$6,087
From
A$3,532
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 14 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,647
Oceanview
$1,929
Balcony
$2,079
Suite
$2,644
From
A$1,647
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 12 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Exclusive Savings
Inside
$2,779
Oceanview
$3,061
Balcony
$4,561
Suite
$6,125
From
A$2,779
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 01 December 2026
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+9 more), Saint Lucia, Saint Kitts and Nevis, Virgin Islands, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$2,770
Oceanview
$3,492
Balcony
$4,235
Suite
$6,997
From
A$2,770
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$2,031
Oceanview
$2,384
Balcony
$3,097
Suite
$3,968
From
A$2,031
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$1,261
Oceanview
$1,427
Balcony
$1,686
Suite
$2,825
From
A$1,261
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$2,282
Oceanview
$2,732
Balcony
$3,276
Suite
$4,684
From
A$2,282
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Feb 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Easter Flash Sale
Exclusive Savings
Inside
$1,445
Oceanview
$1,613
Balcony
$2,296
Suite
$3,276
From
A$1,445
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 04 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,107
Oceanview
$2,405
Balcony
$2,777
Suite
$4,116
From
A$2,107
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Limited Time Offer
Inside
$1,187
Oceanview
$1,405
Balcony
$1,949
Suite
$6,004
From
A$1,187
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 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
Exclusive Savings
Inside
$5,155
Oceanview
$6,302
Balcony
$7,997
Suite
$12,378
From
A$5,155
Save 102
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Aruba, Curacao
Princess Standard
Exclusive Savings
Inside
$1,711
Oceanview
-
Balcony
$2,608
Suite
$3,404
From
A$1,711
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,261
Oceanview
-
Balcony
$1,469
Suite
$1,964
From
A$1,261
Per Person
View Trip
Results: 1-30 of 564

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