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Caribbean Cruises Starting In January 2027 and 2028

Are you planning a cruise to the Caribbean in January 2027 or 2028? Choose from 486 unique cruises and 2,596 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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486 Cruises (2,596 Cruise Departures)
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jun 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$856
Oceanview
$919
Balcony
$1,197
Suite
$1,185
From
US$856
Save 1,260
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess
Departures: Jul 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$494
Oceanview
$694
Balcony
$599
Suite
$889
From
US$494
Per Person
View Trip
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ships: Viking Sea, Viking Sky
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Save 750
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Jan 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Inside
$1,263
Oceanview
$1,628
Balcony
$1,615
Suite
$2,648
From
US$1,263
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$544
Oceanview
$644
Balcony
$849
Suite
$1,254
From
US$544
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Jan 2027 to Jan 2028
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$1,043
Oceanview
$1,163
Balcony
$1,463
Suite
$5,103
From
US$1,043
Per Person
View Trip
8 Day Western Caribbean with Mexico From Fort Lauderdale with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess, Sun Princess
Departures: May 2026 to Mar 2027
Visit: USA, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$444
Oceanview
$789
Balcony
$648
Suite
$834
From
US$444
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Getaway
Departures: Nov 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$699
Oceanview
$1,029
Balcony
$1,029
Suite
$1,129
From
US$699
Per Person
View Trip
9 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Jan 2027 to Mar 2027
Visit: USA, Mexico, Honduras, Belize, Bahamas
Inside
$1,032
Oceanview
$1,112
Balcony
$1,272
Suite
$3,592
From
US$1,032
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,089
Oceanview
$1,304
Balcony
$1,674
Suite
$1,799
From
US$1,089
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,500
From
US$833
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 10 January 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Inside
$1,429
Oceanview
$1,609
Balcony
$1,709
Suite
$1,959
From
US$1,429
Per Person
View Trip
7 Day Mexico & Bahamas Cruise with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 02 January 2028
Visit: USA, Mexico, Bahamas
Exclusive Savings
Inside
$866
Oceanview
$973
Balcony
$1,082
Suite
$2,324
From
US$866
Save 538
Per Person
View Trip
8 Day A Journey to Island Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departures: Jan 2028 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,755
From
US$3,755
Per Person
View Trip
13 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 15 January 2028
Visit: USA, Saint Martin, Saint Lucia, Barbados, Antigua and Barbuda, Puerto Rico, Dominican Republic
Inside
$1,119
Oceanview
$1,239
Balcony
$1,669
Suite
$2,039
From
US$1,119
Per Person
View Trip
10 Day Antigua, Dominica & St. Maarten with Celebrity Cruises
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 08 January 2027
Visit: USA, Antigua and Barbuda, Dominica, Martinique, Saint Martin
Exclusive Savings
Inside
$892
Oceanview
$1,010
Balcony
$1,169
Suite
$4,286
From
US$892
Save 566
Per Person
View Trip
11 Day Western Caribbean: Greater Antilles, Belize & Mexico with Holland America
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$899
Oceanview
$1,049
Balcony
$1,149
Suite
$1,899
From
US$899
Per Person
View Trip
8 Day St. Thomas & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2026 to Apr 2027
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$871
Oceanview
$1,079
Balcony
$1,200
Suite
$3,199
From
US$871
Save 1,167
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 17 January 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Princess Standard
Inside
$1,713
Oceanview
-
Balcony
$2,698
Suite
$3,638
From
US$1,713
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visit: USA, Bahamas, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$579
Oceanview
$689
Balcony
$834
Suite
$1,079
From
US$579
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 17 January 2027
Visit: Puerto Rico, Bonaire, Curacao, Virgin Islands
Inside
$1,379
Oceanview
$1,479
Balcony
$1,599
Suite
$1,959
From
US$1,379
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
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
Inside
$779
Oceanview
$949
Balcony
$1,124
Suite
$1,499
From
US$779
Per Person
View Trip
15 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Inside
$776
Oceanview
$1,016
Balcony
$1,396
Suite
$2,960
From
US$776
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visit: Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia, Barbados
Princess Standard
Inside
$899
Oceanview
$969
Balcony
$1,554
Suite
$1,979
From
US$899
Per Person
View Trip
14 Day Discover the Hidden Wonders of the Caribbean with Emerald Cruises
New ReleaseCruise
 (3)

14 Days (13 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
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
Inside
-
Oceanview
-
Balcony
-
Suite
$15,765
From
US$15,765
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Jan 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,155
Oceanview
$1,375
Balcony
$1,730
Suite
$2,130
From
US$1,155
Per Person
View Trip
7 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 24 January 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic
Inside
$834
Oceanview
$1,014
Balcony
$1,134
Suite
$2,910
From
US$834
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 10 January 2028
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,290
Oceanview
$1,491
Balcony
$1,790
Suite
$4,950
From
US$1,290
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted 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
$1,749
Suite
$2,599
From
US$1,224
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Princess Standard
Inside
$1,628
Oceanview
-
Balcony
$1,728
Suite
$2,358
From
US$1,628
Per Person
View Trip
Results: 1-30 of 486

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Cruise Lines Exploring The Caribbean & Bahamas

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