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Caribbean Cruises Starting In February 2027, 2028 and 2029

Are you planning a cruise to the Caribbean in February 2027, 2028 or 2029? Choose from 438 unique cruises and 2,662 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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438 Cruises (2,662 Departures)
438 Cruises (2,662 Departures)
Departures
Duration
5 Days
55 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
$9,354
From (Per Person)
A$5,532
Save 1,391
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
$981
Oceanview
$1,194
Balcony
$1,560
Suite
$4,630
From (Per Person)
A$1,187
Save 1,170
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Feb 2027
Visits: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$1,702
Oceanview
$2,197
Balcony
$2,187
Suite
$2,970
From (Per Person)
A$1,702
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Celebration Key with Princess
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 20 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$2,538
Oceanview
-
Balcony
$3,060
Suite
$4,439
From (Per Person)
A$2,538
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$846
Oceanview
-
Balcony
$975
Suite
$1,391
From (Per Person)
A$846
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: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica +5 more, Grenada, Barbados, Virgin Islands, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,126
Oceanview
$2,228
Balcony
$3,571
Suite
$5,452
From (Per Person)
A$2,126
Per Person
View Trip
8 Day Western Caribbean with Mexico with Princess
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Regal Princess, Star Princess
Departures: Jul 2026 to Mar 2027
Visits: USA, Honduras, Belize, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$894
Oceanview
$1,132
Balcony
$1,003
Suite
$1,290
From (Per Person)
A$894
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Ship: Grandeur of the Seas
Departures: Jan 2028 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,460
Oceanview
$1,616
Balcony
$2,289
Suite
$2,480
From (Per Person)
A$1,460
Save 969
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Island Princess, Sky Princess
Departures: Oct 2027 to Feb 2028
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$865
Oceanview
$945
Balcony
$1,059
Suite
$1,820
From (Per Person)
A$865
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 07 February 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Bahamas
Exclusive Savings
Inside
$1,242
Oceanview
$1,502
Balcony
$1,515
Suite
$2,044
From (Per Person)
A$1,242
Per Person
View Trip
9 Day Aruba, Curacao & Grand Turk with Celebrity Cruises
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 26 February 2028
Visits: USA, Turks and Caicos Islands, Curacao, Aruba
Exclusive Savings
Inside
$1,917
Oceanview
$2,057
Balcony
$2,437
Suite
$5,845
From (Per Person)
A$1,917
Save 1,110
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
Cruise Line: MSC Cruises
Ship: MSC World Europa
Departures: Dec 2026 to Mar 2027
Visits: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Exclusive Savings
Inside
$1,603
Oceanview
$2,108
Balcony
$2,049
Suite
$2,930
From (Per Person)
A$1,603
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
Cruise Line: 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
$1,808
Oceanview
$2,002
Balcony
$2,818
Suite
$2,999
From (Per Person)
A$1,808
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Inside
$848
Oceanview
$1,063
Balcony
$1,347
Suite
$3,779
From (Per Person)
A$848
Per Person
View Trip
8 Day St. Thomas & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2026 to Apr 2027
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,249
Oceanview
$1,252
Balcony
$1,527
Suite
$4,709
From (Per Person)
A$1,249
Save 1,731
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: 06 February 2027
Visits: USA, Aruba, Curacao, Bonaire, Bahamas, Turks and Caicos Islands
Exclusive Savings
Inside
$4,998
Oceanview
-
Balcony
$6,654
Suite
$8,364
From (Per Person)
A$4,998
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
Ships: Crown Princess, Emerald Princess
Departures: Jan 2027 to Jan 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
$2,190
Oceanview
$2,390
Balcony
$3,353
Suite
$3,962
From (Per Person)
A$2,190
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
Cruise Line: Princess
Ship: Emerald Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,063
Oceanview
$1,631
Balcony
$1,870
Suite
$2,850
From (Per Person)
A$1,063
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 21 February 2027
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,487
Oceanview
$1,787
Balcony
$1,987
Suite
$5,680
From (Per Person)
A$1,487
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
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 February 2027
Visits: USA, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$974
Oceanview
$1,192
Balcony
$1,390
Suite
$1,945
From (Per Person)
A$974
Per Person
View Trip
11 Day Paradise At Sea with Oceania Cruises
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania
Ship: Oceania Marina
Departure: 07 February 2028
Visits: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis +4 more, Antigua and Barbuda, Saint Martin, Virgin Islands, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$4,705
Oceanview
$5,908
Balcony
$6,965
Suite
$10,118
From (Per Person)
A$4,705
Save 2,105
Per Person
View Trip
12 Day Southern Caribbean with Barbados with Princess
Cruise
 (2)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Enchanted Princess
Departures: Jan 2028 to Feb 2028
Visits: USA, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Barbados, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,733
Oceanview
$2,287
Balcony
$2,376
Suite
$3,737
From (Per Person)
A$1,733
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: 13 February 2027
Visits: USA, Cayman Islands, Jamaica, Honduras +9 more, Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas
Fare Saver
Exclusive Savings
Inside
$3,770
Oceanview
$4,354
Balcony
$5,948
Suite
$8,363
From (Per Person)
A$3,770
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
12 Day Miami, Fl to Miami, Fl with Silversea
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 22 February 2028
Visits: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,330
Suite
$16,562
From (Per Person)
A$9,330
Save 2,570
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
15 Day Southern Caribbean Adventurer with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 20 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique +5 more, Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Exclusive Savings
Inside
$2,507
Oceanview
$2,709
Balcony
$3,690
Suite
$4,437
From (Per Person)
A$2,507
Per Person
View Trip
8 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Feb 2027 to Dec 2027
Visits: USA, Cayman Islands, Jamaica, Bahamas
Inside
$1,189
Oceanview
$1,488
Balcony
$1,787
Suite
$4,382
From (Per Person)
A$1,189
Per Person
View Trip
12 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 08 February 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Grenada, Dominica, Saint Martin
Exclusive Savings
Inside
$2,282
Oceanview
$2,465
Balcony
$3,721
Suite
$11,173
From (Per Person)
A$2,282
Save 1,580
Per Person
View Trip
7 Day Western Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departures: Nov 2026 to Apr 2028
Visits: USA, Jamaica, Cayman Islands, Bahamas
Inside
$1,104
Oceanview
$1,360
Balcony
$1,446
Suite
$3,756
From (Per Person)
A$1,104
Per Person
View Trip
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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 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 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 Dominican Republic to USA Cruises from USA to Puerto Rico Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Chile to Argentina Cruises from England to USA Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Panama to USA Cruises from Barbados to Saint Martin Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to England Cruises from USA to Panama

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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