Caribbean Cruises Starting In January 2027 and 2028

Are you planning a cruise to the Caribbean in January 2027 or 2028? Choose from 473 unique cruises and 2,777 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
Filter Results
Departures
Duration
5 Days
122 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$130,398pp
Countries
Show More...
Filter Results
473 Cruises (2,777 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 $799 Air Deal
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Feb 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,489
Oceanview
$1,839
Balcony
$2,118
Suite
$3,370
From
US$1,489
Save 64
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Inside
$825
Oceanview
-
Balcony
$1,239
Suite
$1,900
From
US$825
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 31 January 2028
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,240
Suite
$10,240
From
US$6,240
Save 1,560
Per Person
View Trip
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$354
Oceanview
$382
Balcony
$540
Suite
$832
From
US$354
Save 365
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Princess Standard
Inside
$1,599
Oceanview
-
Balcony
$2,489
Suite
$3,738
From
US$1,599
Per Person
View Trip
Cruise

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Jul 2027
Visit: USA, Bahamas, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$675
Oceanview
$782
Balcony
$764
Suite
$1,277
From
US$675
Save 517
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Jan 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$898
Oceanview
$1,028
Balcony
$1,140
Suite
$1,488
From
US$898
Save 2,078
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 29 January 2027
Visit: Puerto Rico, Aruba, Curacao, Bonaire, Martinique, Saint Martin
Inside
$1,112
Oceanview
$1,352
Balcony
$1,592
Suite
$4,720
From
US$1,112
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 16 January 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$598
Oceanview
$818
Balcony
$928
Suite
$2,771
From
US$598
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$709
Oceanview
$1,049
Balcony
$1,149
Suite
$1,359
From
US$709
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,415
From
US$3,915
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+9 more), Honduras, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Virgin Islands
Fare Saver
Inside
$2,389
Oceanview
$2,769
Balcony
$3,852
Suite
$5,626
From
US$2,389
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,255
From
US$965
Save 718
Per Person
View Trip
New ReleaseCruise
 (3)

12 Days (11 Nights) Bridgetown to Panama City
Cruise Line: Emerald Cruises
Departure: 13 January 2028
Visit: Barbados, Saint Vincent, Bonaire, Curacao, Aruba, Colombia, Panama
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$10,249
Balcony
-
Suite
$12,917
From
US$10,249
Save 12,741
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Exclusive Savings
Inside
$638
Oceanview
$688
Balcony
$713
Suite
$1,752
From
US$638
Save 555
Per Person
View Trip
Cruise
 (6)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$902
Oceanview
$957
Balcony
$1,227
Suite
$1,727
From
US$902
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Jan 2027
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$746
Oceanview
$847
Balcony
$1,020
Suite
$1,426
From
US$746
Save 434
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,806
Oceanview
$1,916
Balcony
$2,506
Suite
$3,351
From
US$1,806
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departures: Jan 2028 to Jan 2028
Visit: USA, Belize, Honduras, Mexico (+4 more), Bahamas, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,699
Oceanview
-
Balcony
$2,449
Suite
$3,738
From
US$1,699
Per Person
View Trip
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Koningsdam
Departure: 24 January 2026
Visit: USA, Sint Maarten, Antigua and Barbuda, Martinique (+4 more), Dominica, Saint Kitts and Nevis, Virgin Islands, Bahamas
Exclusive Savings
Inside
-
Oceanview
$3,444
Balcony
-
Suite
-
From
US$3,444
Save 59
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Apr 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$674
Oceanview
$974
Balcony
$860
Suite
$1,349
From
US$674
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$603
Oceanview
$683
Balcony
$1,127
Suite
$1,476
From
US$603
Save 597
Per Person
View Trip
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departure: 03 January 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+5 more), Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$9,321
From
US$9,321
Save 11,959
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Mar 2027
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Bonus Onboard Credit
Inside
$788
Oceanview
$948
Balcony
$1,148
Suite
$1,618
From
US$788
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+9 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$2,299
Oceanview
$2,679
Balcony
$3,666
Suite
$5,156
From
US$2,299
Per Person
View Trip
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$629
Oceanview
$690
Balcony
$851
Suite
$1,617
From
US$629
Save 556
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Feb 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Bonus Onboard Credit
Inside
$399
Oceanview
$489
Balcony
$619
Suite
$1,377
From
US$399
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 January 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$949
Oceanview
$1,149
Balcony
$1,109
Suite
$1,549
From
US$949
Per Person
View Trip
Results: 1-30 of 473

No results found. Try amending the search filters.

Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa 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 Barcelona Cruises from London to Fort Lauderdale Cruises from London to London Cruises from London to New York Cruises from Marseille to Marseille 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 Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Philadelphia to Philadelphia Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa