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 603 unique cruises and 2,777 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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603 Cruises (2,777 Departures)
603 Cruises (2,777 Departures)
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$400pp
$203,150pp
Countries
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Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,532
Suite
$8,864
From (Per Person)
A$5,532
Save 1,391
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$754
Oceanview
$933
Balcony
$1,200
Suite
$2,536
From (Per Person)
A$754
Save 12
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 13 December 2026
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,189
Oceanview
$1,399
Balcony
$1,360
Suite
$3,842
From (Per Person)
A$1,189
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$846
Oceanview
-
Balcony
$975
Suite
$1,391
From (Per Person)
A$846
Per Person
Cruise
 (4)

17 Days (16 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara
Departure: 12 December 2026
Visits: 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
$5,446
Balcony
$7,681
Suite
$10,582
From (Per Person)
A$5,446
Save 83
Per Person
Cruise
 (1)

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Jan 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$2,122
Oceanview
$2,494
Balcony
$3,046
Suite
$3,268
From (Per Person)
A$2,122
Per Person
Cruise
 (4)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Martinique, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$2,015
Oceanview
$2,265
Balcony
$2,556
Suite
$3,708
From (Per Person)
A$2,015
Per Person
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Saint Lucia, Barbados, Grenada, Aruba, Curacao
Exclusive Savings
Inside
$2,016
Oceanview
$2,238
Balcony
$2,945
Suite
$3,194
From (Per Person)
A$2,016
Per Person
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,499
From (Per Person)
A$1,198
Save 713
Per Person
Cruise
 (2)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 07 December 2026
Visits: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Holland, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,250
Suite
$18,040
From (Per Person)
A$11,250
Save 320
Per Person
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Dec 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic +4 more, Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,109
Oceanview
$2,683
Balcony
$2,849
Suite
$4,237
From (Per Person)
A$2,109
Per Person
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visits: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia +6 more, Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico
Exclusive Savings
Inside
$4,709
Oceanview
$5,570
Balcony
$6,857
Suite
$18,311
From (Per Person)
A$4,709
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 04 December 2027
Visits: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,557
Oceanview
$1,662
Balcony
$2,083
Suite
$5,491
From (Per Person)
A$1,557
Save 844
Per Person
Cruise
 (13)

13 Days (12 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 17 December 2026
Visits: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Exclusive Savings
Inside
$2,716
Oceanview
$3,508
Balcony
$4,419
Suite
$11,834
From (Per Person)
A$2,716
Per Person
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 18 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,698
Oceanview
$2,015
Balcony
$2,540
Suite
$7,956
From (Per Person)
A$1,698
Per Person
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 23 December 2027
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$4,954
Oceanview
$5,845
Balcony
$6,736
Suite
$16,834
From (Per Person)
A$4,954
Per Person
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 27 December 2026
Visits: Barbados, Saint Vincent, Saint Lucia, Guadeloupe +4 more, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$11,736
From (Per Person)
A$11,736
Save 11,214
Per Person
Cruise
 (4)

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Azamara
Departure: 18 December 2026
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy +4 more, Martinique, Saint Vincent, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$2,709
Oceanview
$3,464
Balcony
$4,199
Suite
$6,492
From (Per Person)
A$2,709
Per Person
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 27 December 2026
Visits: Guadeloupe, Barbados, Saint Vincent, Grenada, Saint Lucia, Martinique
Exclusive Savings
Inside
$3,346
Oceanview
$3,960
Balcony
$3,791
Suite
$4,524
From (Per Person)
A$3,346
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Oct 2026 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$1,846
Oceanview
$2,153
Balcony
$3,073
Suite
$6,449
From (Per Person)
A$1,846
Save 49
Per Person
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2027 to Dec 2027
Visits: USA, Saint Martin, Saint Kitts and Nevis, Dominica +5 more, Saint Lucia, Barbados, Grenada, Aruba, Curacao
Exclusive Savings
Inside
$2,086
Oceanview
$2,058
Balcony
$2,779
Suite
$3,333
From (Per Person)
A$2,058
Per Person
Cruise
 (4)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara
Departure: 05 December 2026
Visits: 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
-
Oceanview
$4,906
Balcony
$7,023
Suite
$9,669
From (Per Person)
A$4,906
Per Person
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 27 December 2026
Visits: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,778
Oceanview
-
Balcony
$3,817
Suite
$5,688
From (Per Person)
A$2,778
Per Person
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$1,579
Oceanview
$1,652
Balcony
$1,667
Suite
$2,989
From (Per Person)
A$1,579
Save 878
Per Person
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 26 December 2026
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,800
Oceanview
$1,949
Balcony
$2,083
Suite
$2,127
From (Per Person)
A$1,800
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Apr 2028
Visits: 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 (Per Person)
A$2,181
Per Person
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,204
Oceanview
$1,286
Balcony
$1,614
Suite
$2,719
From (Per Person)
A$1,204
Save 737
Per Person
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 13 December 2026
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,180
Oceanview
$1,778
Balcony
$1,621
Suite
$4,291
From (Per Person)
A$1,180
Save 830
Per Person
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 17 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,273
Oceanview
-
Balcony
$1,932
Suite
$2,698
From (Per Person)
A$1,273
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$920
Oceanview
$991
Balcony
$1,275
Suite
$3,059
From (Per Person)
A$920
Per Person
Results: 1-30 of 603

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