Home > Cruises > Caribbean Cruises > January

Caribbean Cruises Starting In January 2027, 2028 and 2029

Filter Results
559 Cruises (2,846 Departures)
559 Cruises (2,846 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$400pp
$209,450pp
Countries
Show More...
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (3)

7 Days (6 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,012
Oceanview
$1,316
Balcony
$979
Suite
$1,437
From (Per Person)
A$979
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
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 22 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,449
Balcony
$2,777
Suite
$4,101
From (Per Person)
A$2,121
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Princess
Cruise
 (3)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 02 January 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic +4 more, Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,946
Oceanview
$2,318
Balcony
$2,360
Suite
$3,718
From (Per Person)
A$1,946
Per Person
View Trip
22 Day Western & Eastern Caribbean: Mexico & Leeward Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Mar 2027
Visits: 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
Exclusive Savings
Inside
$3,552
Oceanview
$4,136
Balcony
$5,670
Suite
$8,353
From (Per Person)
A$3,552
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean Holiday with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Oosterdam
Departures: Jan 2028 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia +5 more, Panama, Costa Rica, Cayman Islands, Curacao, Bonaire
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$5,438
Oceanview
$6,894
Balcony
$8,201
Suite
$11,651
From (Per Person)
A$5,438
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$744
Oceanview
-
Balcony
$1,110
Suite
$1,803
From (Per Person)
A$744
Per Person
View Trip
36 Day Caribbean Winter Warmth with P&O Cruises Worldwide
Cruise
 (4)

36 Days (35 Nights) London to London
Operator: P&O Cruises Worldwide
Ship: Iona
Departure: 04 January 2027
Visits: England, Spain, Saint Kitts and Nevis, Barbados +4 more, Grenada, Saint Lucia, Saint Martin, Antigua and Barbuda
Bonus Onboard Spend
Exclusive Savings
Inside
$6,464
Oceanview
$7,717
Balcony
$10,643
Suite
$17,052
From (Per Person)
A$6,464
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 31 January 2028
Visits: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Puerto Rico
Exclusive Savings
Balcony
$8,869
Suite
$14,896
From (Per Person)
A$8,869
Save 1,931
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 13 January 2027
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,495
Oceanview
$1,629
Balcony
$2,686
Suite
$2,835
From (Per Person)
A$1,495
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Brilliant Lady, Resilient Lady +2 more, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Inside
$919
Oceanview
$1,133
Balcony
$1,204
Suite
$2,842
From (Per Person)
A$919
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$973
Oceanview
-
Balcony
$1,167
Suite
$1,586
From (Per Person)
A$973
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise
 (3)

8 Days (7 Nights) Marigot to Bridgetown
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Dec 2026 to Mar 2027
Visits: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis +4 more, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Oceanview
$5,790
Balcony
-
Suite
$7,314
From (Per Person)
A$6,770
Save 5,428
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
Operator: Princess
Ship: Sun Princess
Departures: Nov 2027 to Jan 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico +4 more, Turks and Caicos Islands, Belize, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$2,138
Oceanview
$2,480
Balcony
$2,876
Suite
$4,536
From (Per Person)
A$2,138
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departure: 06 January 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,151
Oceanview
-
Balcony
$2,838
Suite
$4,091
From (Per Person)
A$2,151
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 17 January 2027
Visits: Puerto Rico, Saint Martin, Martinique, Grenada +4 more, Saint Lucia, Barbados, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$2,537
Oceanview
$2,756
Balcony
$5,844
Suite
$8,487
From (Per Person)
A$2,537
Per Person
View Trip
13 Day Miami to Bridgetown with Silversea
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
$8,183
Suite
$15,337
From (Per Person)
A$8,183
Save 167
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 24 January 2027
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$2,101
Oceanview
$2,165
Balcony
$3,057
Suite
$3,359
From (Per Person)
A$2,101
Save 1,155
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
Operator: Norwegian Cruise Line
Ship: Norwegian Epic
Departure: 03 January 2027
Visits: USA, Bahamas, Honduras, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,187
Oceanview
-
Balcony
$1,515
Suite
$1,752
From (Per Person)
A$1,187
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$894
Oceanview
$1,125
Balcony
$1,153
Suite
$1,587
From (Per Person)
A$894
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
Operator: Princess
Ship: Regal Princess
Departure: 31 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$4,459
Oceanview
-
Balcony
$5,852
Suite
$7,528
From (Per Person)
A$4,459
Per Person
View Trip
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Operator: Silversea
Ship: Silver Nova
Departure: 20 January 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Antigua and Barbuda
Exclusive Savings
Balcony
$8,869
Suite
$14,896
From (Per Person)
A$8,869
Save 1,931
Per Person
View Trip
26 Day Epic Caribbean Escape: Barbados to Costa Rica with Emerald Cruises
New ReleaseCruise
 (3)

26 Days (25 Nights) Bridgetown to San Jose
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 06 January 2028
Visits: Barbados, Saint Vincent, Grenada, Bonaire +5 more, Curacao, Aruba, Colombia, Panama, Costa Rica
Exclusive Savings
Oceanview
$29,932
Balcony
-
Suite
$36,915
From (Per Person)
A$29,932
Save 10,003
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Resilient Lady, Scarlet Lady
Departures: Sep 2026 to Apr 2027
Visits: USA, Dominican Republic, Bahamas
Inside
$776
Oceanview
$848
Balcony
$1,133
Suite
$2,842
From (Per Person)
A$776
Per Person
View Trip
22 Day Panama Canal & Eastern Caribbean: U.S. Virgin Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Feb 2027
Visits: USA, Bahamas, Aruba, Colombia +6 more, Panama, Costa Rica, Cayman Islands, Antigua and Barbuda, Virgin Islands, Puerto Rico
Fare Saver
Exclusive Savings
Inside
$3,651
Oceanview
$4,810
Balcony
$6,126
Suite
$11,957
From (Per Person)
A$3,651
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Operator: MSC Cruises
Ships: MSC World Asia, MSC World Europa
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
$1,895
Balcony
$2,053
Suite
$3,330
From (Per Person)
A$1,439
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
Operator: Holland America
Ships: Eurodam, Rotterdam
Departures: Oct 2026 to Dec 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$1,389
Oceanview
$1,775
Balcony
$2,003
Suite
$3,072
From (Per Person)
A$1,389
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
Operator: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,159
Oceanview
$1,318
Balcony
$1,506
Suite
$2,179
From (Per Person)
A$1,159
Per Person
View Trip
8 Day Western Caribbean Vistas with Oceania Cruises
Cruise
 (4)

8 Days (7 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 25 January 2027
Visits: USA, Mexico, Belize, Honduras
Your World Inclusions
Exclusive Savings
Inside
$2,309
Oceanview
$2,869
Balcony
$3,130
Suite
$4,101
From (Per Person)
A$2,309
Save 3,951
Per Person
View Trip
11 Day Eastern Caribbean with St. Kitts & Celebration Key with Princess
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Enchanted Princess
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,468
Oceanview
$1,978
Balcony
$2,012
Suite
$2,705
From (Per Person)
A$1,468
Per Person
View Trip
9 Day St. Maarten, San Juan & St. Thomas with Celebrity Cruises
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 15 January 2028
Visits: USA, Virgin Islands, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,839
Oceanview
$1,977
Balcony
$2,254
Suite
$5,901
From (Per Person)
A$1,839
Save 1,249
Per Person
View Trip
Results: 91-120 of 559

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Caribbean & Bahamas Cruises

Aruba Cruises Bahamas Cruises Barbados Cruises Bermunda Cruises Caribbean Cruises Central America Cruises Jamaica Cruises Mexico Cruises Panama Cruises Puerto Rico Cruises Virgin Islands Cruises

Travel Styles

Festivals & Events Luxury Cruises Short Cruise Breaks Wildlife Cruises

Countries

Aruba Bahamas Barbados Belize Canada Cayman Islands China Curacao Dominican Republic Haiti Honduras Jamaica Martinique Mexico Morocco Puerto Rico Saint Barthelemy Saint Lucia Saint Martin Saint Vincent Singapore Spain Turks and Caicos Islands USA Vietnam Virgin Islands

Cities

Cruises from Barcelona Cruises from Boston Cruises from Bridgetown Cruises from Fort Lauderdale Cruises from Fort-de-France Cruises from Galveston Cruises from Jacksonville Cruises from La Romana Cruises from Los Angeles Cruises from Marigot Cruises from Miami Cruises from Montreal Cruises from New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from San Francisco Cruises from San Juan Cruises from San Juan Cruises from San Juan Cruises from Seattle Cruises from Singapore Cruises from Tampa Cruises from Valparaiso Cruises from Vancouver

Routes

Cruises from Athens to Lisbon Cruises from Athens to Barcelona Cruises from Athens to Rome Cruises from Athens to Venice Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego 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 Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles 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 Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York 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 Reykjavik to London Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Lisbon Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Vancouver to San Diego

Country Routes

Cruises from Peru to Argentina Cruises from Australia to England Cruises from USA to Portugal Cruises from Italy to England Cruises from Greece to Portugal Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Peru to USA Cruises from Australia to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from Greece to Italy Cruises from Greece to Spain Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Greece to USA Cruises from Portugal to USA Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal 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 Crystal 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 P&O (UK) 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
© 2010-2026. Global Journeys.
    

Global Journeys | Terms & Conditions

Global Journeys Pty Ltd. Accredited Member of The Australian Travel Industry Association (ATIA). No. A11351.

Travel Industry Associations