Caribbean Cruises Starting In December 2026, 2027 and 2028

Are you planning a cruise to the Caribbean in December 2026, 2027 or 2028? Choose from 562 unique cruises and 2,606 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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562 Cruises (2,606 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 Savings Event
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,238
Suite
$8,864
From
A$5,238
Save 1,391
Per Person
View Trip
New ReleaseCruise
 (3)

10 Days (9 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Dec 2027 to Dec 2027
Visit: Barbados, Saint Lucia, Martinique, Saint Vincent
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$8,295
Balcony
-
Suite
$10,466
From
A$8,295
Save 4,164
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 22 December 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+4 more), Saint Lucia, Antigua and Barbuda, Virgin Islands, Bahamas
Fare Saver
Exclusive Savings
Inside
$2,924
Oceanview
$3,231
Balcony
$4,152
Suite
$6,607
From
A$2,924
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Jun 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,393
Oceanview
$1,482
Balcony
$1,631
Suite
$1,870
From
A$1,393
Save 21
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Jan 2027 to Apr 2028
Visit: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,524
Oceanview
$1,950
Balcony
$2,118
Suite
$3,932
From
A$1,524
Per Person
View Trip
Cruise
 (7)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis (+4 more), Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$2,104
Oceanview
$2,382
Balcony
$2,936
Suite
$4,124
From
A$2,104
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: May 2027 to Apr 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$840
Oceanview
$1,052
Balcony
$1,334
Suite
$4,059
From
A$840
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$2,003
Oceanview
-
Balcony
$2,501
Suite
$3,152
From
A$2,003
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 28 December 2027
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$2,920
Oceanview
$3,059
Balcony
$3,211
Suite
$6,030
From
A$2,920
Save 1,748
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 05 December 2027
Visit: USA, Mexico, Belize, Honduras
Exclusive Savings
Inside
$1,185
Oceanview
$1,266
Balcony
$1,582
Suite
$2,721
From
A$1,185
Save 687
Per Person
View Trip
Cruise
 (1)

14 Days (13 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Exclusive Savings
Inside
$3,008
Oceanview
-
Balcony
$4,541
Suite
$5,849
From
A$3,008
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
Inside
$911
Oceanview
$1,123
Balcony
$1,335
Suite
$3,530
From
A$911
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 27 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$2,462
Oceanview
$2,759
Balcony
$3,155
Suite
$8,199
From
A$2,462
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 26 December 2027
Visit: Puerto Rico, Saint Martin, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$2,364
Oceanview
$2,562
Balcony
$2,957
Suite
$6,324
From
A$2,364
Per Person
View Trip
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 12 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,428
Oceanview
$1,760
Balcony
$1,846
Suite
$5,852
From
A$1,428
Save 886
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,204
Oceanview
$1,286
Balcony
$1,614
Suite
$2,769
From
A$1,204
Save 756
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
$2,479
Balcony
$2,836
Suite
$3,209
From
A$2,181
Per Person
View Trip
Cruise
 (3)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+8 more), Saint Martin, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Martinique, Saint Vincent, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
$6,339
Balcony
$8,955
Suite
$12,346
From
A$6,339
Save 100
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2027 to Jan 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$2,109
Oceanview
$2,288
Balcony
$2,541
Suite
$3,465
From
A$2,109
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Exclusive Savings
Inside
$1,627
Oceanview
$1,635
Balcony
$2,230
Suite
$3,369
From
A$1,627
Per Person
View Trip
Cruise
 (3)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$3,218
Oceanview
$3,752
Balcony
$4,099
Suite
$6,920
From
A$3,218
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 20 December 2026
Visit: USA, Bahamas, Jamaica, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,840
Oceanview
-
Balcony
$2,094
Suite
$2,361
From
A$1,840
Per Person
View Trip
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Exclusive Savings
Inside
$4,894
Oceanview
$6,775
Balcony
$6,963
Suite
$15,349
From
A$4,894
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$1,389
Oceanview
$1,775
Balcony
$2,003
Suite
$3,072
From
A$1,389
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
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,690
Balcony
-
Suite
$7,214
From
A$5,690
Save 4,636
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 18 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,549
From
A$1,198
Save 713
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
Exclusive Savings
Inside
$1,320
Oceanview
$1,597
Balcony
$2,043
Suite
$2,667
From
A$1,320
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 06 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,692
Oceanview
$1,989
Balcony
$2,553
Suite
$3,404
From
A$1,692
Per Person
View Trip
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 03 December 2026
Visit: USA, Curacao, Aruba, Dominican Republic, Jamaica, Cayman Islands, Bonaire
Exclusive Savings
Inside
$2,801
Oceanview
$3,157
Balcony
$4,306
Suite
$15,409
From
A$2,796
Per Person
View Trip
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+6 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico
First Come, First Served Offer
Exclusive Savings
Inside
$4,362
Oceanview
$6,075
Balcony
$6,857
Suite
$18,311
From
A$4,362
Per Person
View Trip
Results: 1-30 of 562

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