Caribbean Cruises Starting In January 2027 and 2028

Are you planning a cruise to the Caribbean in January 2027 or 2028? Choose from 465 unique cruises and 2,682 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.
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465 Cruises (2,682 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
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Mar 2027
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$878
Oceanview
$964
Balcony
$1,237
Suite
$1,823
From
US$878
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to New York
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Jan 2028
Visit: USA, Sint Maarten, Saint Lucia, Barbados, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,482
Oceanview
$1,682
Balcony
$1,843
Suite
$4,150
From
US$1,482
Save 729
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Feb 2027
Visit: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Limited Time Offer
Inside
$1,190
Oceanview
$1,581
Balcony
$1,790
Suite
$4,990
From
US$1,190
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 17 January 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Princess Standard
Inside
$1,743
Oceanview
-
Balcony
$2,468
Suite
$3,178
From
US$1,743
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 24 January 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$700
Oceanview
$789
Balcony
$1,072
Suite
$2,245
From
US$700
Save 369
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$649
Oceanview
$829
Balcony
$774
Suite
$1,239
From
US$649
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 02 January 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Belize, Mexico
Fare Saver
Inside
$1,049
Oceanview
$1,249
Balcony
$1,649
Suite
$2,449
From
US$1,049
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 January 2027
Visit: USA, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,850
From
US$3,850
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 17 January 2027
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$805
Oceanview
$934
Balcony
$1,097
Suite
$2,017
From
US$805
Save 412
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
-
Oceanview
$1,873
Balcony
$2,098
Suite
$2,798
From
US$1,873
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$811
Oceanview
$986
Balcony
$989
Suite
$2,560
From
US$956
Save 464
Per Person
View Trip
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Departure: 28 January 2028
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Inside
$1,219
Oceanview
$1,469
Balcony
$2,044
Suite
$2,452
From
US$1,219
Per Person
View Trip
Cruise
 (3)

21 Days (20 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 06 January 2028
Visit: USA, Mexico, Belize, Honduras (+7 more), Costa Rica, Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
$6,091
Oceanview
$7,643
Balcony
$9,147
Suite
$12,833
From
US$6,091
Save 6,307
Per Person
View Trip
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Departure: 25 January 2027
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+5 more), Curacao, Aruba, Virgin Islands, Puerto Rico, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,460
Balcony
$6,230
Suite
$5,740
From
US$5,460
Save 2,340
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Princess Standard
Inside
$1,224
Oceanview
$1,624
Balcony
$1,649
Suite
$2,449
From
US$1,224
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 14 January 2027
Visit: USA, Curacao, Aruba, Jamaica, Cayman Islands, Mexico
Inside
$969
Oceanview
$1,079
Balcony
$1,309
Suite
$5,197
From
US$969
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Mar 2028
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$785
Oceanview
$855
Balcony
$1,127
Suite
$1,807
From
US$785
Save 534
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 27 January 2028
Visit: USA, Antigua and Barbuda, Saint Lucia, Saint Martin, Puerto Rico, Dominican Republic
Inside
$1,259
Oceanview
$1,559
Balcony
$1,858
Suite
$2,295
From
US$1,259
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 31 January 2027
Visit: Colombia, Curacao, Aruba, Bonaire, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$1,222
Oceanview
$1,252
Balcony
$1,654
Suite
$1,645
From
US$1,222
Save 644
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 29 January 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Martin
Exclusive Savings
Inside
$1,135
Oceanview
$1,235
Balcony
$1,435
Suite
$4,648
From
US$1,338
Save 455
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
$3,666
Suite
$5,528
From
US$2,389
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 15 January 2027
Visit: Barbados, Saint Vincent, Grenada, Aruba (+4 more), Curacao, Bonaire, Martinique, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$5,360
Balcony
$5,920
Suite
$5,440
From
US$5,360
Save 1,340
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 16 January 2028
Visit: Puerto Rico, Aruba, Barbados, Saint Martin, Saint Kitts and Nevis
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,447
From
US$1,169
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$626
Oceanview
$721
Balcony
$1,010
Suite
$1,484
From
US$626
Save 789
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Honduras, Belize, Bahamas
Limited Time Offer
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$3,592
From
US$952
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
$1,633
Oceanview
-
Balcony
$2,433
Suite
$3,619
From
US$1,633
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 22 January 2028
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$951
Oceanview
$1,051
Balcony
$1,176
Suite
$3,037
From
US$1,125
Save 397
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
$749
Oceanview
$929
Balcony
$1,074
Suite
$1,399
From
US$749
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 10 January 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Turks and Caicos Islands, Dominican Republic
Fare Saver
Inside
$1,489
Oceanview
$1,769
Balcony
$2,249
Suite
$2,919
From
US$1,489
Per Person
View Trip
Results: 1-30 of 465

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Routes

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 London 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 Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from London to Fort Lauderdale Cruises from London to London Cruises from London to New York Cruises from Los Angeles to Miami 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 Panama City to Miami Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre 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