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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 2,846 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 (2,846 Departures)
559 Cruises (2,846 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
12 Day Panama Canal & Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Nov 2027 to Jan 2028
Visits: USA, Aruba, Curacao, Panama, Cayman Islands, Bahamas
Exclusive Savings
Inside
$3,091
Oceanview
$3,811
Balcony
$4,522
Suite
$11,214
From (Per Person)
A$3,091
Save 1,708
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
$1,873
Oceanview
$2,163
Balcony
$2,600
Suite
$7,187
From (Per Person)
A$1,873
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
Operator: Princess
Ship: Emerald Princess
Departure: 16 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,132
Oceanview
$1,320
Balcony
$1,587
Suite
$2,518
From (Per Person)
A$1,132
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 Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

7 Days (6 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departures: Jan 2027 to Mar 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Drinks On Us
Inside
$1,211
Oceanview
$1,298
Balcony
$1,385
Suite
$4,957
From (Per Person)
A$1,211
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
Departures: Jan 2028 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,557
Oceanview
$1,714
Balcony
$2,326
Suite
$4,077
From (Per Person)
A$1,557
Save 751
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2027 to Mar 2028
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,382
Oceanview
$1,730
Balcony
$2,079
Suite
$5,691
From (Per Person)
A$1,382
Per Person
View Trip
22 Day Eastern & Western Caribbean: Leeward Islands & Mexico with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Eurodam, Rotterdam
Departures: Jan 2027 to Dec 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +9 more, Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$3,552
Oceanview
$4,136
Balcony
$5,670
Suite
$8,234
From (Per Person)
A$3,552
Per Person
View Trip
11 Day Southern Caribbean Cruise From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Joy
Departure: 04 January 2028
Visits: USA, Aruba, Curacao, Dominican Republic, Jamaica, Cayman Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,223
Oceanview
$2,669
Balcony
$3,488
Suite
$3,860
From (Per Person)
A$2,223
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,790
Oceanview
-
Balcony
$2,362
Suite
$3,472
From (Per Person)
A$1,790
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
Departure: 03 January 2027
Visits: USA, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,209
Oceanview
$1,310
Balcony
$1,412
Suite
$4,257
From (Per Person)
A$1,209
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
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
$2,308
Oceanview
$2,683
Balcony
$3,009
Suite
$4,692
From (Per Person)
A$2,308
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
$8,702
Suite
$16,562
From (Per Person)
A$8,702
Save 2,398
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
$2,181
Oceanview
$2,479
Balcony
$2,851
Suite
$4,191
From (Per Person)
A$2,181
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
Departures: Dec 2026 to Jan 2027
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,964
Oceanview
$2,034
Balcony
$3,040
Suite
$9,016
From (Per Person)
A$1,964
Save 869
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
Departures: Aug 2026 to Apr 2028
Visits: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$1,518
Oceanview
$1,244
Balcony
$1,739
Suite
$1,890
From (Per Person)
A$1,244
Save 1,313
Per Person
View Trip
8 Day Eastern Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Norwegian Cruise Line
Ship: Norwegian Luna
Departures: Dec 2027 to Jan 2028
Visits: USA, Dominican Republic, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$2,109
Oceanview
$2,288
Balcony
$2,541
Suite
$3,465
From (Per Person)
A$2,109
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
$1,209
Oceanview
$1,513
Balcony
$1,818
Suite
$4,878
From (Per Person)
A$1,209
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Operator: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Saint Barthelemy, Bonaire
Exclusive Savings
Oceanview
$6,870
Suite
$7,414
From (Per Person)
A$18,767
Save 8,368
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
Fare Saver
Exclusive Savings
Inside
$5,438
Oceanview
$6,894
Balcony
$8,201
Suite
$11,651
From (Per Person)
A$5,438
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
Operator: Princess
Ship: Regal Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,939
Oceanview
-
Balcony
$3,742
Suite
$5,325
From (Per Person)
A$1,939
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
Departures: Nov 2026 to Feb 2027
Visits: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Drinks On Us
Inside
$1,582
Oceanview
$1,727
Balcony
$2,018
Suite
$5,938
From (Per Person)
A$1,582
Per Person
View Trip
10 Day Eastern Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

10 Days (9 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Jan 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$2,122
Oceanview
$2,569
Balcony
$3,194
Suite
$3,418
From (Per Person)
A$2,122
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
Operator: Princess
Ship: Sun Princess
Departure: 22 January 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$2,502
Oceanview
$2,682
Balcony
$3,078
Suite
$4,761
From (Per Person)
A$2,502
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Mar 2027
Visits: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Exclusive Savings
Inside
$1,499
Oceanview
$1,875
Balcony
$2,033
Suite
$3,617
From (Per Person)
A$1,499
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ships: MSC Meraviglia, MSC World Europa
Departures: Jan 2027 to Apr 2028
Visits: Martinique, Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,489
Oceanview
$1,895
Balcony
$1,954
Suite
$3,696
From (Per Person)
A$1,489
Save 23
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: Aug 2026 to Mar 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,633
Oceanview
$1,789
Balcony
$2,411
Suite
$4,326
From (Per Person)
A$1,633
Save 1,474
Per Person
View Trip
8 Day Eastern Caribbean: Amber Cove & Bahamas with Holland America
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2028 to Mar 2028
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Fare Saver
Exclusive Savings
Inside
$1,725
Oceanview
$2,180
Balcony
$2,418
Suite
$3,338
From (Per Person)
A$1,725
Per Person
View Trip
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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

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
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