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 590 unique cruises and 2,639 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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590 Cruises (2,639 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
$5,434
Suite
$8,864
From
A$5,434
Save 1,395
Per Person
View Trip
Cruise
 (2)

14 Days (13 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 23 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Saint Vincent, Dominica, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$3,712
Oceanview
$4,129
Balcony
$4,714
Suite
$12,136
From
A$3,712
Save 2,247
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,060
From
A$8,060
Save 165
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+6 more), Grenada, Saint Vincent, Saint Lucia, Martinique, Dominica, Virgin Islands
Your World Inclusions
Exclusive Savings
Inside
$6,677
Oceanview
$7,501
Balcony
$11,032
Suite
$15,242
From
A$6,677
Save 2,153
Per Person
View Trip
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 23 December 2027
Visit: 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
A$4,954
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 18 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Martinique
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,673
Suite
$19,600
From
A$9,673
Save 4,427
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Exclusive Savings
Inside
$2,282
Oceanview
-
Balcony
$2,464
Suite
$2,975
From
A$2,282
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$5,398
Balcony
-
Suite
$6,922
From
A$5,398
Save 4,636
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departure: 19 December 2026
Visit: Panama, Colombia, Aruba, Bonaire
Exclusive Savings
Inside
$1,705
Oceanview
$1,716
Balcony
$2,459
Suite
$2,758
From
A$1,705
Save 1,204
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,015
Oceanview
$2,203
Balcony
$2,480
Suite
$3,707
From
A$2,015
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 20 December 2026
Visit: Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$2,940
Oceanview
$3,346
Balcony
$3,465
Suite
$9,031
From
A$2,940
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 27 December 2026
Visit: Guadeloupe, Barbados, Saint Vincent, Grenada, Saint Lucia, Martinique
Exclusive Savings
Inside
$3,257
Oceanview
$3,752
Balcony
-
Suite
$6,058
From
A$3,257
Per Person
View Trip
Cruise
 (4)

7 Days (6 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$1,845
Oceanview
$2,355
Balcony
$3,051
Suite
$4,805
From
A$1,845
Per Person
View Trip
Cruise
 (7)

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
$1,770
Oceanview
$2,364
Balcony
$3,275
Suite
$5,225
From
A$1,770
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visit: USA, Saint Martin, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,669
Oceanview
$1,763
Balcony
$1,906
Suite
$6,814
From
A$1,669
Save 1,114
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
$1,266
Oceanview
$1,931
Balcony
$1,766
Suite
$4,550
From
A$1,266
Save 887
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
 (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
$2,777
Oceanview
$2,777
Balcony
$2,851
Suite
$3,849
From
A$2,777
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 Mar 2027
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,653
Oceanview
$1,970
Balcony
$2,079
Suite
$2,663
From
A$1,653
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 21 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$3,345
Oceanview
$3,821
Balcony
$4,632
Suite
-
From
A$3,345
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
$2,182
Oceanview
-
Balcony
$2,790
Suite
$3,330
From
A$2,182
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 23 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Inside
-
Oceanview
$1,741
Balcony
$1,741
Suite
$4,456
From
A$1,741
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
First Come, First Served Offer
Exclusive Savings
Inside
$4,855
Oceanview
$6,003
Balcony
$5,756
Suite
$14,111
From
A$4,855
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 20 December 2026
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,622
Oceanview
$1,616
Balcony
$2,149
Suite
$6,042
From
A$1,616
Save 1,166
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
$1,319
Oceanview
$1,797
Balcony
$1,840
Suite
$1,944
From
A$1,319
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
-
Oceanview
$1,523
Balcony
$1,697
Suite
$5,042
From
A$1,523
Save 1,061
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,421
Oceanview
$1,618
Balcony
$2,197
Suite
$2,491
From
A$1,421
Save 1,110
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
Sky & Sea
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,262
From
A$7,262
Save 148
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,659
Oceanview
$2,896
Balcony
$3,253
Suite
$4,965
From
A$2,659
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, Mexico
Exclusive Savings
Inside
$757
Oceanview
$935
Balcony
$1,203
Suite
$2,559
From
A$757
Save 14
Per Person
View Trip
Results: 1-30 of 590

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