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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 472 unique cruises and 2,742 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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472 Cruises (2,742 Departures)
472 Cruises (2,742 Departures)
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$400pp
$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
13 Day Exotic Caribbean Escape with Oceania Cruises
Cruise
 (4)

13 Days (12 Nights) Miami to Miami
Operator: Oceania
Ship: Oceania Marina
Departure: 01 February 2027
Visits: USA, Aruba, Curacao, Saint Vincent +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Your World Inclusions
Exclusive Savings
Inside
$3,758
Oceanview
$4,552
Balcony
$5,401
Suite
$8,178
From (Per Person)
A$3,758
Save 3,712
Per Person
View Trip
8 Day Western Caribbean with Mexico & Celebration Key with Princess
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departures: Dec 2027 to Mar 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$973
Oceanview
-
Balcony
$1,167
Suite
$1,586
From (Per Person)
A$973
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: 14 February 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$2,083
Oceanview
$2,666
Balcony
$4,123
Suite
$6,459
From (Per Person)
A$2,083
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
Departures: Oct 2026 to Feb 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,408
Oceanview
-
Balcony
$1,617
Suite
$1,962
From (Per Person)
A$1,408
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: 05 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,136
Oceanview
$2,464
Balcony
$2,806
Suite
$4,101
From (Per Person)
A$2,136
Per Person
View Trip
12 Day Eastern Caribbean: Windward & Leeward Islands with Holland America
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visits: USA, Saint Martin, Antigua and Barbuda, Dominica +4 more, Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas
Fare Saver
Exclusive Savings
Inside
$2,003
Oceanview
$2,310
Balcony
$3,231
Suite
$4,607
From (Per Person)
A$2,003
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sun Princess
Departures: Jan 2027 to Mar 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$972
Oceanview
$1,289
Balcony
$1,982
Suite
$2,378
From (Per Person)
A$972
Per Person
View Trip
8 Day Eastern Caribbean Holiday: Amber Cove & Bahamas with Holland America
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Holland America
Ships: Rotterdam, Zuiderdam
Departures: Dec 2027 to Feb 2028
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$1,952
Oceanview
$2,259
Balcony
$2,487
Suite
$3,566
From (Per Person)
A$1,952
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: MSC Cruises
Ships: MSC Grandiosa, MSC World Atlantic
Departures: Nov 2026 to Nov 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$744
Oceanview
$923
Balcony
$1,190
Suite
$2,507
From (Per Person)
A$744
Save 15
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
$2,198
Suite
$2,629
From (Per Person)
A$1,567
Save 1,119
Per Person
View Trip
8 Day St. Thomas & St. Kitts Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2026 to Apr 2027
Visits: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,435
Oceanview
$1,535
Balcony
$1,877
Suite
$5,001
From (Per Person)
A$1,435
Save 1,345
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: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,160
Oceanview
$1,678
Balcony
$1,902
Suite
$3,031
From (Per Person)
A$1,160
Per Person
View Trip
13 Day Ultimate Southern Caribbean with Celebrity Cruises
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Eclipse
Departure: 28 February 2028
Visits: USA, Dominican Republic, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$2,273
Oceanview
$2,573
Balcony
$3,047
Suite
$8,316
From (Per Person)
A$2,273
Save 1,536
Per Person
View Trip
8 Day Caribbean Cruise From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic, Norwegian Getaway
Departures: Nov 2026 to Feb 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,051
Oceanview
$1,305
Balcony
$1,334
Suite
$1,513
From (Per Person)
A$1,051
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$843
Oceanview
$1,002
Balcony
$1,299
Suite
$2,309
From (Per Person)
A$843
Save 16
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 2027 to Apr 2028
Visits: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$1,432
Oceanview
$1,502
Balcony
$2,137
Suite
$2,524
From (Per Person)
A$1,432
Save 1,273
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
Departure: 14 February 2027
Visits: Colombia, Aruba, Bonaire, Panama
Exclusive Savings
Inside
$1,970
Oceanview
$2,137
Balcony
$2,804
Suite
$3,142
From (Per Person)
A$1,970
Save 1,106
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
Operator: 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
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: 18 February 2028
Visits: USA, Cayman Islands, Jamaica, Dominican Republic, Aruba, Curacao
Just Cruise Fare
Exclusive Savings
Inside
$2,371
Oceanview
$2,819
Balcony
$3,637
Suite
$4,010
From (Per Person)
A$2,371
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: 07 February 2027
Visits: USA, Bahamas, Honduras, Mexico, Turks and Caicos Islands, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$2,140
Oceanview
-
Balcony
$4,142
Suite
$6,360
From (Per Person)
A$2,140
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
$2,260
Oceanview
$2,787
Balcony
$3,022
Suite
$4,220
From (Per Person)
A$2,260
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 3,605
Per Person
View Trip
6 Day Grand Turk & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Brilliant Lady, Resilient Lady +2 more, Scarlet Lady, Valiant Lady
Departures: Nov 2026 to Oct 2028
Visits: USA, Turks and Caicos Islands, Bahamas
Drinks On Us
Inside
$919
Oceanview
$1,133
Balcony
$1,204
Suite
$2,842
From (Per Person)
A$919
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: 13 February 2027
Visits: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Fare Saver
Exclusive Savings
Inside
$1,924
Oceanview
$2,231
Balcony
$2,924
Suite
$4,230
From (Per Person)
A$1,924
Per Person
View Trip
6 Day Dominican Republic & Bimini Beach Club with Virgin Voyages
Cruise
 (2)

6 Days (5 Nights) Miami to Miami
Operator: Virgin Voyages
Ships: Resilient Lady, Valiant Lady
Departures: Jun 2027 to Oct 2028
Visits: USA, Dominican Republic, Bahamas
Drinks On Us
Inside
$848
Oceanview
$1,132
Balcony
$1,346
Suite
$3,772
From (Per Person)
A$848
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 21 February 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$1,526
Oceanview
-
Balcony
$1,686
Suite
$2,497
From (Per Person)
A$1,526
Per Person
View Trip
8 Day Southern Caribbean Adventurer with Princess
Cruise
 (12)

8 Days (7 Nights) San Juan to San Juan
Operator: Princess
Ship: Crown Princess
Departure: 28 February 2027
Visits: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Exclusive Savings
Inside
$971
Oceanview
$999
Balcony
$1,684
Suite
$2,773
From (Per Person)
A$971
Per Person
View Trip
8 Day St. Thomas & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Oct 2027 to Apr 2028
Visits: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,334
Oceanview
$1,338
Balcony
$1,739
Suite
$4,268
From (Per Person)
A$1,334
Save 1,219
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
Departure: 21 February 2027
Visits: USA, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$992
Oceanview
$1,190
Balcony
$1,388
Suite
$1,804
From (Per Person)
A$992
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 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 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 Tampa to Tampa

Country Routes

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 Puerto Rico to Dominican Republic 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 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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