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 560 unique cruises and 2,599 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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560 Cruises (2,599 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
$9,354
From
A$5,238
Save 1,391
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) 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
 (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
$1,830
Oceanview
-
Balcony
$2,406
Suite
$3,374
From
A$1,830
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Inclusions
Exclusive Savings
Inside
$5,315
Oceanview
$5,761
Balcony
$8,623
Suite
$11,931
From
A$5,315
Save 2,115
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 23 December 2027
Visit: USA, Aruba, Curacao, Bonaire, Dominican Republic, Jamaica
Exclusive Savings
Inside
$2,876
Oceanview
$3,114
Balcony
$3,490
Suite
$8,708
From
A$2,876
Per Person
View Trip
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Aug 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Exclusive Savings
Inside
$1,222
Oceanview
$1,188
Balcony
$1,327
Suite
$2,034
From
A$1,188
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Exclusive Savings
Inside
$855
Oceanview
$1,092
Balcony
$1,144
Suite
$1,707
From
A$855
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
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 26 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,766
Oceanview
$1,942
Balcony
$3,343
Suite
$4,068
From
A$1,766
Save 1,111
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
$3,001
Oceanview
$3,149
Balcony
$3,164
Suite
$4,101
From
A$3,001
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
$3,376
Oceanview
$4,160
Balcony
$5,257
Suite
$8,491
From
A$3,376
Save 53
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 14 December 2027
Visit: USA, Puerto Rico, Virgin Islands, Saint Martin, Bahamas
Inside
$1,513
Oceanview
$1,895
Balcony
$2,276
Suite
$8,641
From
A$1,513
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
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 20 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Saint Martin
Princess Standard
Exclusive Savings
Inside
$3,108
Oceanview
-
Balcony
$3,340
Suite
$5,295
From
A$3,108
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
 (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
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Exclusive Savings
Inside
$1,534
Oceanview
$1,890
Balcony
$2,425
Suite
$5,048
From
A$1,534
Save 24
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$2,297
Oceanview
$2,856
Balcony
$3,640
Suite
$5,541
From
A$2,297
Save 39
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
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$6,193
Balcony
$8,251
Suite
$11,681
From
A$6,193
Save 134
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
$3,427
Oceanview
$3,978
Balcony
$4,886
Suite
$5,719
From
A$3,427
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) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 13 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
-
Oceanview
$1,860
Balcony
$1,886
Suite
$5,004
From
A$1,860
Save 1,135
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$708
Oceanview
$886
Balcony
$1,153
Suite
$2,490
From
A$708
Save 11
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
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$2,440
Oceanview
-
Balcony
$2,517
Suite
$4,093
From
A$2,440
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Exclusive Savings
Inside
$1,162
Oceanview
$1,390
Balcony
$1,687
Suite
$2,241
From
A$1,162
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 20 December 2026
Visit: Colombia, Aruba, Bonaire, Panama
Exclusive Savings
Inside
$2,495
Oceanview
$2,510
Balcony
$3,450
Suite
$3,630
From
A$2,495
Save 1,281
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
 (5)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$6,579
Oceanview
$8,069
Balcony
$9,911
Suite
$15,046
From
A$6,579
Save 100
Per Person
View Trip
Results: 1-30 of 560

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