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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 563 unique cruises and 2,843 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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563 Cruises (2,843 Departures)
563 Cruises (2,843 Departures)
Departures
Duration
5 Days
141 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$300pp
$209,450pp
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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: Jan 2027 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
$8,129
Suite
$11,461
From (Per Person)
A$8,129
Save 200
Per Person
View Trip
10 Day Eastern Caribbean: U.S. And British Virgin Islands with Holland America
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Amsterdam
Departures: Jan 2027 to Mar 2027
Visits: USA, Antigua and Barbuda, Virgin Islands, Puerto Rico, Bahamas
Fare Saver
Exclusive Savings
Inside
$1,537
Oceanview
$1,844
Balcony
$2,309
Suite
$4,913
From (Per Person)
A$1,537
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
Departure: 30 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Drinks On Us
Inside
$1,287
Oceanview
$1,404
Balcony
$1,641
Suite
$5,302
From (Per Person)
A$1,287
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
$1,854
Oceanview
$1,992
Balcony
$2,261
Suite
$5,943
From (Per Person)
A$1,854
Save 1,234
Per Person
View Trip
7 Day Cayman, Mexico & Bahamas with Celebrity Cruises
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 02 January 2028
Visits: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$1,309
Oceanview
$1,457
Balcony
$1,605
Suite
$3,683
From (Per Person)
A$1,309
Save 915
Per Person
View Trip
9 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (1)

9 Days (8 Nights) Bridgetown to Bridgetown
Operator: Princess
Ship: Emerald Princess
Departure: 20 January 2028
Visits: Barbados, Saint Lucia, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Exclusive Savings
Inside
$2,110
Oceanview
$2,912
Balcony
$3,733
Suite
$4,921
From (Per Person)
A$2,110
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
$1,567
Oceanview
$1,623
Balcony
$2,113
Suite
$2,587
From (Per Person)
A$1,567
Save 1,119
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 17 January 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$864
Oceanview
-
Balcony
$1,230
Suite
$1,923
From (Per Person)
A$864
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
$1,231
Oceanview
$1,319
Balcony
$1,408
Suite
$3,622
From (Per Person)
A$1,231
Per Person
View Trip
8 Day St Thomas & Caribbean Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ships: Celebrity Beyond, Celebrity Xcel
Departures: Jan 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,312
Oceanview
$1,577
Balcony
$1,705
Suite
$5,200
From (Per Person)
A$1,360
Save 1,322
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 2028 to Mar 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,521
Oceanview
$1,697
Balcony
$2,322
Suite
$2,784
From (Per Person)
A$1,521
Save 971
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: Jan 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$1,938
Oceanview
$2,451
Balcony
$3,290
Suite
$4,460
From (Per Person)
A$1,938
Per Person
View Trip
15 Day Western & Eastern Caribbean: Mexico & Bahamas with Holland America
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Nieuw Statendam
Departure: 10 January 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Turks and Caicos Islands, Dominican Republic
Fare Saver
Exclusive Savings
Inside
$2,232
Oceanview
$2,599
Balcony
$3,480
Suite
$4,856
From (Per Person)
A$2,232
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
$1,127
Oceanview
$1,332
Balcony
$1,540
Suite
$5,156
From (Per Person)
A$1,127
Per Person
View Trip
12 Day Best Of Southern Caribbean with Celebrity Cruises
Cruise
 (1)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Ascent
Departures: Dec 2026 to Mar 2027
Visits: USA, Sint Maarten, Antigua and Barbuda, Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,305
Oceanview
$2,710
Balcony
$3,513
Suite
$11,604
From (Per Person)
A$3,061
Save 3,462
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: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Saint Kitts and Nevis
Just Cruise Fare
Exclusive Savings
Inside
$1,690
Oceanview
$1,584
Balcony
$2,083
Suite
$2,524
From (Per Person)
A$1,584
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
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
$1,528
Oceanview
$1,786
Balcony
$2,083
Suite
$3,746
From (Per Person)
A$1,528
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
-
Balcony
-
Suite
$19,922
From (Per Person)
A$19,922
Save 3,393
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departure: 23 January 2027
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Turks and Caicos Islands
Exclusive Savings
Inside
$1,487
Oceanview
-
Balcony
$2,655
Suite
$4,021
From (Per Person)
A$1,487
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
Departure: 10 January 2027
Visits: USA, Bahamas, Honduras, Mexico, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$2,220
Oceanview
$2,386
Balcony
$4,036
Suite
$4,410
From (Per Person)
A$2,220
Per Person
View Trip
10 Day Belize, Costa Rica & Panama Cruise: Belize City, Puerto Limon & Panama City with Azamara Cruises
Cruise
 (6)

10 Days (9 Nights) Miami to Panama City
Operator: Azamara
Ship: Azamara Quest
Departure: 05 January 2028
Visits: USA, Mexico, Belize, Honduras, Costa Rica, Panama
Azamara Always Included
Exclusive Savings
Inside
$4,893
Oceanview
$5,648
Balcony
$6,716
Suite
$9,411
From (Per Person)
A$4,893
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
$2,478
Oceanview
$2,756
Balcony
$5,972
Suite
$8,744
From (Per Person)
A$2,478
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
$1,532
Oceanview
$1,731
Balcony
$2,139
Suite
$2,506
From (Per Person)
A$1,532
Save 880
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
$2,474
Oceanview
$3,087
Balcony
$3,279
Suite
$4,384
From (Per Person)
A$2,474
Save 4,096
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
$1,024
Oceanview
-
Balcony
$1,239
Suite
$1,321
From (Per Person)
A$1,024
Per Person
View Trip
7 Day Eastern Caribbean with Turks & Caicos & Celebration Key with Princess
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$824
Oceanview
-
Balcony
$1,190
Suite
$1,666
From (Per Person)
A$824
Save 14
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
Departures: Nov 2026 to Feb 2028
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$1,510
Oceanview
$1,659
Balcony
$2,701
Suite
$2,775
From (Per Person)
A$1,510
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Operator: Princess
Ship: Emerald Princess
Departure: 09 January 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,260
Oceanview
$2,717
Balcony
$2,973
Suite
$4,656
From (Per Person)
A$2,260
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Thomas with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 31 January 2027
Visits: Puerto Rico, Virgin Islands, Guadeloupe, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$832
Oceanview
$951
Balcony
$1,763
Suite
$2,199
From (Per Person)
A$832
Per Person
View Trip
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Caribbean & Bahamas Cruises

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Travel Styles

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Countries

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Cities

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 New Orleans Cruises from New York Cruises from Orlando Cruises from Philadelphia Cruises from Philipsburg Cruises from San Juan Cruises from Singapore Cruises from Tampa

Routes

Cruises from Bridgetown to Marigot Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Bridgetown to Philipsburg Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to San Juan 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 Miami Cruises from New York to Fort Lauderdale 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 Philipsburg Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from San Juan to Fort Lauderdale 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 Dominican Republic to Puerto Rico Cruises from Puerto Rico to USA Cruises from Brazil to USA Cruises from Chile to USA Cruises from England to Canada Cruises from Singapore to China Cruises from Puerto Rico to Dominican Republic 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 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 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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