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Caribbean Cruises Starting In January 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in January 2027, 2028 or 2029? Choose from 559 unique cruises and 2,849 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveller reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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559 Cruises (2,849 Departures)
559 Cruises (2,849 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,830pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Operator: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Jan 2029
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Balcony
$5,924
Suite
$9,354
From (Per Person)
A$5,924
Save 1,385
Per Person
View Trip
15 Day Eastern Caribbean: Bahamas & San Juan with Holland America
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Statendam
Departure: 17 January 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Fare Saver
Exclusive Savings
Inside
$2,391
Oceanview
$2,757
Balcony
$3,549
Suite
$5,014
From (Per Person)
A$2,391
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2027 to Apr 2028
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,233
Oceanview
$1,543
Balcony
$1,853
Suite
$4,971
From (Per Person)
A$1,233
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
$8,802
Suite
$18,777
From (Per Person)
A$8,802
Save 6,168
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Apr 2027 to Jan 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Drinks On Us
Inside
$1,232
Oceanview
$1,543
Balcony
$1,853
Suite
$4,546
From (Per Person)
A$1,232
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
$1,335
Oceanview
$1,663
Balcony
$1,737
Suite
$1,887
From (Per Person)
A$1,335
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
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 15 January 2028
Visits: USA, Saint Martin, Saint Lucia, Barbados, Antigua and Barbuda, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,191
Oceanview
$2,369
Balcony
$3,009
Suite
$3,560
From (Per Person)
A$2,191
Per Person
View Trip
11 Day Classic Canal & Tropics with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Panama City to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 16 January 2028
Visits: Panama, Colombia, Curacao, Aruba, Jamaica, Cayman Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$4,721
Oceanview
$6,225
Balcony
$7,428
Suite
$10,435
From (Per Person)
A$4,721
Save 2,089
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ships: Regal Princess, Sun Princess
Departures: Apr 2027 to Jan 2028
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$1,113
Oceanview
$1,371
Balcony
$1,549
Suite
$2,202
From (Per Person)
A$1,113
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Operator: Royal Caribbean
Ship: Grandeur of the Seas
Departure: 08 January 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,522
Oceanview
$1,724
Balcony
$2,137
Suite
$2,524
From (Per Person)
A$1,522
Save 876
Per Person
View Trip
9 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 09 January 2027
Visits: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,534
Suite
$7,834
From (Per Person)
A$5,534
Per Person
View Trip
11 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Brilliant Lady
Departure: 10 January 2028
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,908
Oceanview
$2,204
Balcony
$2,648
Suite
$7,322
From (Per Person)
A$1,908
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
Departures: Dec 2026 to Jan 2027
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,856
Oceanview
$2,139
Balcony
$2,851
Suite
$3,296
From (Per Person)
A$1,856
Save 1,278
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 Meraviglia, 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
$1,697
Oceanview
$2,122
Balcony
$2,172
Suite
$3,330
From (Per Person)
A$1,697
Per Person
View Trip
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
$766
Oceanview
$1,549
Balcony
$912
Suite
$1,360
From (Per Person)
A$766
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
Operator: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,163
Oceanview
$1,391
Balcony
$1,529
Suite
$2,282
From (Per Person)
A$1,163
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: 09 January 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Balcony
$8,702
Suite
$16,562
From (Per Person)
A$8,702
Save 2,398
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
Departures: Jan 2027 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,462
Oceanview
$1,618
Balcony
$2,197
Suite
$2,628
From (Per Person)
A$1,462
Save 1,173
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visits: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Drinks On Us
Inside
$1,440
Oceanview
$1,646
Balcony
$1,749
Suite
$5,477
From (Per Person)
A$1,440
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Exclusive Savings
Inside
$1,939
Oceanview
-
Balcony
$2,197
Suite
$2,919
From (Per Person)
A$1,939
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$825
Oceanview
$1,016
Balcony
$1,064
Suite
$1,548
From (Per Person)
A$825
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$1,143
Oceanview
$1,321
Balcony
$1,440
Suite
$2,360
From (Per Person)
A$1,143
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
Ship: Rotterdam
Departure: 02 January 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$1,775
Oceanview
$2,082
Balcony
$2,617
Suite
$3,924
From (Per Person)
A$1,775
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
$1,510
Oceanview
-
Balcony
$2,389
Suite
$3,372
From (Per Person)
A$1,510
Per Person
View Trip
7 Day Eastern Caribbean Cruise with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 24 January 2027
Visits: USA, Turks and Caicos Islands, Dominican Republic
Drinks On Us
Inside
$1,234
Oceanview
$1,322
Balcony
$1,406
Suite
$4,340
From (Per Person)
A$1,234
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: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,851
Oceanview
$2,896
Balcony
$2,925
Suite
$3,194
From (Per Person)
A$2,851
Per Person
View Trip
7 Day Caribbean Sojourn with Emerald Cruises
New ReleaseCruise
 (3)

7 Days (6 Nights) Bridgetown to Marigot
Operator: Emerald Cruises
Ship: Emerald Azzurra
Departure: 03 January 2027
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin
Exclusive Savings
Oceanview
-
Suite
$19,922
From (Per Person)
A$19,922
Save 3,393
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
Operator: Princess
Ship: Sun Princess
Departure: 03 January 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$925
Oceanview
$1,044
Balcony
$1,321
Suite
$2,208
From (Per Person)
A$925
Per Person
View Trip
15 Day Southern Caribbean Adventurer From San Juan with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,215
Oceanview
$2,777
Balcony
$3,115
Suite
$4,165
From (Per Person)
A$2,215
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
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 03 January 2028
Visits: USA, Saint Martin, Barbados, Saint Lucia, Antigua and Barbuda, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,191
Oceanview
$2,369
Balcony
$3,009
Suite
$3,560
From (Per Person)
A$2,191
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Countries

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Cities

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Routes

Cruises from Bridgetown to San Juan 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 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 Miami to San Juan Cruises from Miami to Bridgetown Cruises from Miami to Panama City 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 San Juan to Bridgetown 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 Australia to England Cruises from Barbados to Puerto Rico Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Chile to USA Cruises from England to Canada Cruises from Singapore to China Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Argentina 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 Spain Cruises from England to USA Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Barbados to Saint Martin Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Canada Cruises from USA to Chile Cruises from USA to England 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

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