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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 520 unique cruises and 2,788 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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520 Cruises (2,788 Departures)
520 Cruises (2,788 Departures)
Departures
Duration
5 Days
76 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$203,150pp
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11 Day West Indies Explorer with Viking Cruises
Cruise
 (1)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia +4 more, Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,532
Suite
$8,864
From (Per Person)
A$5,532
Save 1,391
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
Departures: Jan 2027 to Feb 2027
Visits: USA, Mexico, Belize, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,440
Oceanview
$2,035
Balcony
$1,887
Suite
$2,035
From (Per Person)
A$1,440
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
Visits: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda +5 more, Saint Barthelemy, Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$31,830
From (Per Person)
A$31,830
Save 18,620
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ships: Emerald Azzurra
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Saint Barthelemy, Bonaire
Exclusive Savings
Inside
-
Oceanview
$6,870
Balcony
-
Suite
$7,414
From (Per Person)
A$18,767
Save 8,368
Per Person
View Trip
11 Day Southern Caribbean Cruise From Tampa To Tampa with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Gem
Departure: 18 January 2027
Visits: USA, Dominican Republic, Curacao, Aruba, Jamaica, Cayman Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,222
Oceanview
$2,370
Balcony
$4,291
Suite
$4,737
From (Per Person)
A$2,222
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Mar 2028
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$1,489
Oceanview
$1,746
Balcony
$2,151
Suite
$2,444
From (Per Person)
A$1,489
Save 25
Per Person
View Trip
8 Day Southern Caribbean with St. Lucia with Princess
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Crown Princess
Departure: 15 January 2027
Visits: Barbados, Puerto Rico, Saint Martin, Martinique, Grenada, Saint Lucia
Exclusive Savings
Inside
$1,943
Oceanview
$2,290
Balcony
$2,983
Suite
$3,745
From (Per Person)
A$1,943
Per Person
View Trip
8 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visits: Puerto Rico, Saint Martin, Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands
Inside
$1,088
Oceanview
$1,287
Balcony
$1,786
Suite
$5,490
From (Per Person)
A$1,088
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Jan 2028
Visits: USA, Belize, Honduras, Mexico +4 more, Bahamas, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,765
Oceanview
-
Balcony
$2,352
Suite
$3,706
From (Per Person)
A$1,765
Per Person
View Trip
6 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (12)

6 Days (5 Nights) San Juan to Bridgetown
Cruise Line: Princess
Ship: Crown Princess
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$1,210
Oceanview
$1,388
Balcony
$1,586
Suite
$2,299
From (Per Person)
A$1,210
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
Cruise Line: 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
$5,839
Suite
$11,670
From (Per Person)
A$3,651
Per Person
View Trip
8 Day Southern Caribbean with Barbados and St. Kitts with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$993
Oceanview
$1,201
Balcony
$1,731
Suite
$2,156
From (Per Person)
A$993
Per Person
View Trip
13 Day Panama Canal Discovery: Costa Rica & Greater Antilles with Holland America
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ships: Nieuw Amsterdam, Oosterdam
Departures: Oct 2026 to Mar 2028
Visits: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$1,846
Oceanview
$2,153
Balcony
$3,073
Suite
$6,449
From (Per Person)
A$1,846
Save 49
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
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,554
Oceanview
$1,840
Balcony
$2,125
Suite
$6,404
From (Per Person)
A$1,554
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
Visits: USA, Aruba, Bonaire, Curacao, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$4,334
Oceanview
-
Balcony
$6,631
Suite
$8,770
From (Per Person)
A$4,334
Per Person
View Trip
8 Day St. Thomas, & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: 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
$1,051
Oceanview
$1,264
Balcony
$1,620
Suite
$4,700
From (Per Person)
A$1,051
Save 1,170
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2027 to Apr 2028
Visits: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$1,189
Oceanview
$1,489
Balcony
$1,787
Suite
$4,992
From (Per Person)
A$1,189
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
Cruise Line: Princess
Ship: Regal Princess
Departures: Nov 2026 to Feb 2027
Visits: USA, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$757
Oceanview
-
Balcony
$947
Suite
$1,460
From (Per Person)
A$757
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
Departures: Jan 2028 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,384
Oceanview
$1,541
Balcony
$2,079
Suite
$2,323
From (Per Person)
A$1,384
Save 924
Per Person
View Trip
8 Day Wonders of the Caribbean with Ponant
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Bougainville
Departures: Dec 2026 to Jan 2027
Visits: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Guadeloupe
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,698
Suite
$11,626
From (Per Person)
A$7,698
Save 428
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 Prima
Departure: 31 January 2027
Visits: Puerto Rico, Curacao, Aruba, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,523
Oceanview
$2,523
Balcony
$2,821
Suite
$2,986
From (Per Person)
A$2,523
Per Person
View Trip
9 Day Southern Caribbean with ABC Islands with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 09 January 2027
Visits: USA, Aruba, Bonaire, Curacao
Exclusive Savings
Inside
$3,801
Oceanview
-
Balcony
$5,381
Suite
-
From (Per Person)
A$3,801
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 Prima
Departure: 03 January 2027
Visits: Puerto Rico, Virgin Islands, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$3,075
Oceanview
$3,119
Balcony
$3,194
Suite
$3,521
From (Per Person)
A$3,075
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
Departure: 10 January 2028
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,840
Oceanview
$2,125
Balcony
$2,552
Suite
$7,060
From (Per Person)
A$1,840
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: 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
$1,963
Oceanview
-
Balcony
$2,282
Suite
$3,487
From (Per Person)
A$1,963
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
Cruise Line: 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
$2,494
Balcony
$3,046
Suite
$3,268
From (Per Person)
A$2,122
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
Cruise Line: Holland America
Ship: Rotterdam
Departure: 02 January 2027
Visits: USA, Bahamas, Jamaica, Cayman Islands +8 more, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Puerto Rico
Fare Saver
Exclusive Savings
Inside
$3,562
Oceanview
$4,146
Balcony
$5,680
Suite
$8,155
From (Per Person)
A$3,562
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: 30 January 2027
Visits: Panama, Colombia, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,782
Oceanview
$1,802
Balcony
$2,433
Suite
$2,956
From (Per Person)
A$1,782
Save 996
Per Person
View Trip
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 10 January 2027
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda +4 more, Saint Lucia, Barbados, Martinique, Grenada
Exclusive Savings
Inside
$2,482
Oceanview
$2,594
Balcony
$4,858
Suite
$6,372
From (Per Person)
A$2,482
Per Person
View Trip
8 Day Southern Caribbean 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 Prima
Departures: Nov 2026 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,181
Oceanview
$2,479
Balcony
$2,851
Suite
$3,194
From (Per Person)
A$2,181
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

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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 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 Barbados to Puerto Rico Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Chile to USA 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 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 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 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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