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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 500 unique cruises and 2,678 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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500 Cruises (2,678 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: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$839
Oceanview
$949
Balcony
$1,175
Suite
$1,190
From
US$839
Save 887
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
Inside
-
Oceanview
-
Balcony
$3,799
Suite
$5,999
From
US$3,799
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 03 January 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$669
Oceanview
$779
Balcony
$944
Suite
$1,229
From
US$669
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
11 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Princess Standard
Inside
$975
Oceanview
$1,224
Balcony
$1,199
Suite
$1,899
From
US$975
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,512
From
US$732
Save 435
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departure: 06 January 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Princess Standard
Inside
$925
Oceanview
-
Balcony
$1,554
Suite
$1,764
From
US$925
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos Celebration Key with Princess
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$534
Oceanview
$694
Balcony
$699
Suite
$904
From
US$534
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 09 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
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
Departure: 08 January 2028
Visit: Panama, Colombia, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$861
Oceanview
$981
Balcony
$1,371
Suite
$1,440
From
US$861
Save 482
Per Person
View Trip
15 Day Southern/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: 09 January 2027
Visit: USA, Aruba, Bonaire, Curacao, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$3,228
Oceanview
-
Balcony
$4,748
Suite
$6,248
From
US$3,228
Per Person
View Trip
8 Day Western Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 03 January 2027
Visit: USA, Bahamas, Belize, Mexico
Inside
$839
Oceanview
$1,119
Balcony
$1,149
Suite
$1,209
From
US$839
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 20 January 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,600
Suite
$11,000
From
US$6,600
Save 1,500
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Apr 2027 to Jan 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$833
Oceanview
$1,043
Balcony
$1,253
Suite
$3,073
From
US$833
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
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,442
Oceanview
$1,290
Balcony
$1,490
Suite
$4,990
From
US$1,290
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Lucia with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Princess Standard
Inside
$879
Oceanview
$1,069
Balcony
$1,454
Suite
$1,809
From
US$879
Per Person
View Trip
8 Day Southern Caribbean with Barbados and Tortola with Princess
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$719
Oceanview
$919
Balcony
$1,094
Suite
$1,469
From
US$719
Per Person
View Trip
8 Day St. Thomas & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Oct 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$886
Oceanview
$988
Balcony
$1,171
Suite
$2,907
From
US$886
Save 723
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
$836
Oceanview
$1,076
Balcony
$1,456
Suite
$2,960
From
US$836
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 Viva
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
$2,519
From
US$1,169
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
$1,019
Oceanview
$1,158
Balcony
$1,624
Suite
$1,679
From
US$1,019
Per Person
View Trip
12 Day Eastern Caribbean: St Kitts, Antigua & Martinique with Azamara Cruises
Cruise
 (3)

12 Days (11 Nights) Miami to Bridgetown
Cruise Line: Azamara Cruises
Ship: Azamara Journey
Departure: 14 January 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Barbados
Azamara Always Included
Inside
$2,969
Oceanview
$3,189
Balcony
$4,569
Suite
$6,619
From
US$2,969
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visit: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 22 January 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,528
Oceanview
$1,828
Balcony
$2,148
Suite
$3,098
From
US$1,528
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Apr 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$645
Oceanview
$745
Balcony
$895
Suite
$2,500
From
US$645
Per Person
View Trip
15 Day South Caribbean with MSC Cruises
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departures: Jan 2027 to Mar 2027
Visit: Barbados, Saint Vincent, Grenada, Martinique (+6 more), Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$1,960
Oceanview
$2,540
Balcony
$2,600
Suite
$4,680
From
US$1,960
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$4,491
Balcony
-
Suite
$5,890
From
US$4,491
Save 1,364
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Jan 2027 to Feb 2027
Visit: USA, Cayman Islands, Jamaica, Colombia (+4 more), Panama, Costa Rica, Belize, Mexico
Inside
$1,769
Oceanview
$1,829
Balcony
$3,029
Suite
$4,459
From
US$1,769
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2027 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$868
Oceanview
$998
Balcony
$1,408
Suite
$1,487
From
US$868
Save 787
Per Person
View Trip
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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 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 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 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 Philipsburg to Bridgetown 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

Country Routes

Cruises from USA to Germany Cruises from Germany to England Cruises from France to Spain Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from France to Brazil Cruises from France to USA Cruises from England to Germany Cruises from Singapore to China Cruises from Dominican Republic to USA Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Argentina to USA Cruises from Barbados to USA Cruises from Chile to Argentina Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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