Caribbean Cruises Starting In January 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in January 2027, 2028 or 2029? Choose from 620 unique cruises and 3,006 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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620 Cruises (3,006 Departures)
620 Cruises (3,006 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$300pp
$191,550pp
Countries
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CruiseFlights Included
 (1)

11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Departures: Nov 2027 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$8,129
Suite
$11,461
From (Per Person)
A$8,129
Save 200
Per Person
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departures: Jan 2027 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$1,063
Oceanview
$1,132
Balcony
$1,320
Suite
$1,587
From (Per Person)
A$1,063
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Dominican Republic
Exclusive Savings
Inside
$626
Oceanview
$764
Balcony
$982
Suite
$2,031
From (Per Person)
A$626
Save 51
Per Person
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Rotterdam
Departures: Dec 2026 to Dec 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Exclusive Savings
Inside
$1,389
Oceanview
$1,775
Balcony
$2,003
Suite
$3,924
From (Per Person)
A$1,389
Per Person
Cruise
 (3)

12 Days (11 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Poesia
Departures: Jan 2027 to Jan 2028
Visits: USA, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Exclusive Savings
Inside
$1,455
Oceanview
$1,455
Balcony
$1,653
Suite
$6,346
From (Per Person)
A$1,455
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 05 January 2028
Visits: USA, Cayman Islands, Aruba, Curacao +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,356
Oceanview
$2,798
Balcony
$3,365
Suite
$8,880
From (Per Person)
A$2,356
Save 1,559
Per Person
Cruise
 (2)

9 Days (8 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visits: USA, Cayman Islands, Mexico, Honduras
Exclusive Savings
Inside
$1,204
Oceanview
$1,423
Balcony
$1,586
Suite
$2,816
From (Per Person)
A$1,204
Save 758
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Departures: Dec 2027 to Jan 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,752
Oceanview
$1,990
Balcony
$2,676
Suite
$3,285
From (Per Person)
A$1,752
Per Person
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Operator: Emerald Cruises
Departures: Dec 2026 to Apr 2029
Visits: Barbados, Grenada, Saint Vincent
Exclusive Savings
Oceanview
$6,480
Balcony
$9,021
Suite
$7,214
From (Per Person)
A$6,480
Save 4,636
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Departure: 22 January 2028
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,678
Oceanview
$1,818
Balcony
$2,024
Suite
$4,654
From (Per Person)
A$1,678
Save 1,195
Per Person
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departures: Jan 2027 to Mar 2027
Visits: USA, Antigua and Barbuda, Virgin Islands, Puerto Rico +6 more, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Exclusive Savings
Inside
$3,711
Oceanview
$4,948
Balcony
$5,968
Suite
$12,096
From (Per Person)
A$3,711
Per Person
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visits: USA, Curacao, Aruba, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$2,134
Oceanview
$2,134
Balcony
$2,381
Suite
$6,748
From (Per Person)
A$2,134
Per Person
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Departures: Dec 2026 to Mar 2027
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,390
Oceanview
$1,706
Balcony
$1,994
Suite
$3,568
From (Per Person)
A$1,390
Save 42
Per Person
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Departure: 08 January 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,427
Oceanview
$1,612
Balcony
$2,139
Suite
$2,593
From (Per Person)
A$1,427
Save 831
Per Person
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 31 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$4,463
Oceanview
-
Balcony
$6,467
Suite
$9,498
From (Per Person)
A$4,463
Per Person
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Departure: 13 January 2027
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,407
Oceanview
$1,496
Balcony
$2,612
Suite
$2,657
From (Per Person)
A$1,407
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Departures: Dec 2026 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Exclusive Savings
Inside
$2,390
Oceanview
$3,004
Balcony
$3,994
Suite
$6,727
From (Per Person)
A$2,390
Per Person
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 23 January 2028
Visits: USA, Bahamas, Puerto Rico, Turks and Caicos Islands, Dominican Republic
Exclusive Savings
Inside
$1,044
Oceanview
$1,266
Balcony
$1,292
Suite
$1,668
From (Per Person)
A$1,044
Per Person
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Operator: MSC Cruises
Departures: Jan 2027 to Apr 2028
Visits: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,439
Oceanview
$1,914
Balcony
$2,053
Suite
$3,439
From (Per Person)
A$1,439
Per Person
Cruise
 (2)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 23 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
Exclusive Savings
Inside
$1,539
Oceanview
-
Balcony
$2,281
Suite
$4,541
From (Per Person)
A$1,539
Per Person
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Departures: Jan 2027 to Feb 2027
Visits: USA, Cayman Islands, Jamaica, Colombia +4 more, Panama, Costa Rica, Belize, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$2,735
Oceanview
$2,469
Balcony
$4,671
Suite
$6,532
From (Per Person)
A$2,469
Per Person
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Departures: Jan 2028 to Mar 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,358
Oceanview
$1,633
Balcony
$2,269
Suite
$2,620
From (Per Person)
A$1,358
Save 850
Per Person
Cruise
 (2)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$975
Oceanview
-
Balcony
$1,613
Suite
$1,687
From (Per Person)
A$975
Per Person
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Departure: 09 January 2027
Visits: USA, Aruba, Bonaire, Curacao, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,574
Suite
-
From (Per Person)
A$7,574
Per Person
Cruise
 (1)

13 Days (12 Nights) Miami to Bridgetown
Operator: Silversea
Ship: Silver Nova
Departure: 06 January 2027
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy +5 more, Saint Kitts and Nevis, Aruba, Curacao, Bonaire, Barbados
Exclusive Savings
Balcony
$9,310
Suite
$15,839
From (Per Person)
A$9,310
Save 190
Per Person
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Inside
$863
Oceanview
$1,081
Balcony
$1,298
Suite
$3,845
From (Per Person)
A$863
Per Person
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2027 to Jan 2028
Visits: USA, Aruba, Curacao, Panama, Cayman Islands, Bahamas
Exclusive Savings
Inside
$3,018
Oceanview
$3,671
Balcony
$4,300
Suite
$10,666
From (Per Person)
A$3,018
Save 1,849
Per Person
Cruise
 (2)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$836
Oceanview
-
Balcony
$1,094
Suite
$1,668
From (Per Person)
A$836
Per Person
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Departures: Jan 2028 to Mar 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,521
Oceanview
$1,697
Balcony
$2,322
Suite
$2,828
From (Per Person)
A$1,521
Save 896
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 17 January 2028
Visits: USA, Aruba, Curacao, Bonaire, Saint Martin, Saint Lucia, Antigua and Barbuda
Exclusive Savings
Inside
$2,453
Oceanview
$2,894
Balcony
$3,600
Suite
$9,531
From (Per Person)
A$2,453
Save 1,650
Per Person
Results: 1-30 of 620

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Routes

Cruises from Bridgetown to Marigot Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Bridgetown to Philipsburg Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Rome Cruises from Fort Lauderdale to San Juan Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from London to Hamburg Cruises from London to Fort Lauderdale Cruises from London to Rome Cruises from London to London Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Miami to San Juan Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Miami Cruises from Miami to London Cruises from New Orleans to New Orleans Cruises from New York to Miami Cruises from New York to Fort Lauderdale Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Philipsburg Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from San Juan to Fort Lauderdale Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa