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 561 unique cruises and 2,601 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.
Filter Results
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$400pp
$132,995pp
Countries
Show More...
Filter Results
561 Cruises (2,601 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
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
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,777
From
A$6,777
Save 138
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
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Exclusive Savings
Inside
$1,112
Oceanview
$1,036
Balcony
$1,756
Suite
$2,102
From
A$1,036
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Aruba (+4 more), Curacao, Colombia, Panama, Costa Rica
Just Cruise Fare
Exclusive Savings
Inside
$3,494
Oceanview
$3,763
Balcony
$5,669
Suite
$8,199
From
A$3,494
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
$3,376
Oceanview
$4,327
Balcony
$5,248
Suite
$8,129
From
A$3,376
Save 53
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 05 December 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Barbados, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$1,942
Oceanview
$2,225
Balcony
$2,552
Suite
$3,743
From
A$1,942
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
 (3)

14 Days (13 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departure: 05 December 2026
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
-
Oceanview
$4,730
Balcony
$6,641
Suite
$9,777
From
A$4,730
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,348
Oceanview
$1,842
Balcony
$1,840
Suite
$1,989
From
A$1,348
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
$3,968
Oceanview
-
Balcony
$4,919
Suite
$6,403
From
A$3,968
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) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,348
Oceanview
$1,617
Balcony
$1,721
Suite
$2,019
From
A$1,348
Save 22
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
Inside
$1,078
Oceanview
$1,276
Balcony
$1,770
Suite
$5,433
From
A$1,078
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visit: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$2,593
Oceanview
$2,760
Balcony
$3,155
Suite
$6,815
From
A$2,593
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) San Juan to Bridgetown
Cruise Line: Azamara Cruises
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+4 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados
Azamara Always Included
Exclusive Savings
Inside
$3,044
Oceanview
$3,818
Balcony
$4,651
Suite
$7,081
From
A$3,044
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort-de-France to Colon
Cruise Line: Ponant
Ship: Le Laperouse
Departure: 07 December 2026
Visit: Martinique, Guadeloupe, Saint Lucia, Saint Vincent, Holland, Colombia, Panama
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,250
Suite
$18,040
From
A$11,250
Save 320
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Dec 2027 to Dec 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Martin, Curacao, Aruba
Just Cruise Fare
Exclusive Savings
Inside
$2,001
Oceanview
$2,285
Balcony
$2,627
Suite
$3,833
From
A$2,001
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 05 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Dominica
Princess Standard
Exclusive Savings
Inside
$2,155
Oceanview
$2,504
Balcony
$3,333
Suite
$4,224
From
A$2,155
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 03 December 2026
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Dominica, Antigua and Barbuda
Exclusive Savings
Inside
$1,423
Oceanview
$1,770
Balcony
$1,871
Suite
$6,383
From
A$1,423
Save 910
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 December 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$4,707
Oceanview
$6,288
Balcony
$7,714
Suite
$10,420
From
A$4,707
Save 2,103
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$1,546
Oceanview
$1,617
Balcony
$1,699
Suite
$3,065
From
A$1,546
Save 1,104
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)

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
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,742
Oceanview
$2,098
Balcony
$2,168
Suite
$3,603
From
A$1,742
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
 (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
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Exclusive Savings
Inside
$3,107
Oceanview
$4,057
Balcony
$3,957
Suite
$5,424
From
A$3,107
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 23 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,628
Oceanview
$1,817
Balcony
$2,094
Suite
$3,321
From
A$1,628
Per Person
View Trip
Results: 1-30 of 561

No trips found. Try adjusting the search filters.