Caribbean Cruises Starting In February 2027, 2028 and 2029

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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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New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Apr 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Exclusive Savings
Inside
-
Oceanview
$5,890
Balcony
-
Suite
$7,414
From (Per Person)
A$5,890
Save 8,368
Per Person
Cruise
 (3)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Nov 2026 to Apr 2029
Visits: Barbados, Grenada, Saint Vincent
Exclusive Savings
Inside
-
Oceanview
$5,690
Balcony
-
Suite
$7,214
From (Per Person)
A$5,690
Save 3,605
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 12 February 2028
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$1,187
Oceanview
$1,388
Balcony
$1,887
Suite
$5,491
From (Per Person)
A$1,187
Per Person
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2027 to Mar 2027
Visits: Saint Martin, Anguilla, Virgin Islands, Saint Kitts and Nevis +5 more, Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Exclusive Savings
Inside
-
Oceanview
$9,721
Balcony
-
Suite
$12,768
From (Per Person)
A$9,721
Save 9,169
Per Person
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Oosterdam
Departures: Feb 2028 to Mar 2028
Visits: USA, Curacao, Bonaire, Aruba +5 more, Bahamas, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,394
Suite
-
From (Per Person)
A$8,394
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Feb 2028
Visits: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$1,319
Oceanview
$1,603
Balcony
$1,646
Suite
$1,796
From (Per Person)
A$1,319
Per Person
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: 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
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 15 February 2027
Visits: USA, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Exclusive Savings
Inside
$2,223
Oceanview
$2,778
Balcony
$2,916
Suite
$3,886
From (Per Person)
A$2,223
Per Person
Cruise
 (1)

8 Days (7 Nights) Vieux Fort to Vieux Fort
Cruise Line: Ponant
Departures: Feb 2027 to Mar 2027
Visits: Saint Lucia, Saint Vincent, Guadeloupe, England
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,971
Suite
$8,978
From (Per Person)
A$5,971
Save 181
Per Person
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Feb 2027
Visits: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Inside
$1,556
Oceanview
$1,840
Balcony
$2,269
Suite
$6,547
From (Per Person)
A$1,556
Per Person
New ReleaseCruise
 (3)

19 Days (18 Nights) San Jose to Bridgetown
Cruise Line: Emerald Cruises
Departures: Feb 2028 to Feb 2029
Visits: Costa Rica, Panama, Colombia, Aruba +5 more, Curacao, Bonaire, Grenada, Saint Vincent, Barbados
Exclusive Savings
Inside
-
Oceanview
$22,817
Balcony
-
Suite
$30,359
From (Per Person)
A$22,817
Save 6,873
Per Person
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Dec 2026 to Feb 2027
Visits: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Exclusive Savings
Inside
$1,643
Oceanview
$2,257
Balcony
$2,168
Suite
$2,970
From (Per Person)
A$1,643
Per Person
Cruise
 (3)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$796
Oceanview
$1,161
Balcony
$1,119
Suite
$1,429
From (Per Person)
A$796
Per Person
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Aug 2026 to Mar 2028
Visits: Colombia, Aruba, Curacao, Panama
Exclusive Savings
Inside
$1,460
Oceanview
$1,616
Balcony
$1,664
Suite
$1,961
From (Per Person)
A$1,460
Save 1,718
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 13 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Dominica +5 more, Saint Lucia, Barbados, Saint Kitts and Nevis, Martinique, Grenada
Exclusive Savings
Inside
$2,299
Oceanview
$3,000
Balcony
$3,759
Suite
$5,279
From (Per Person)
A$2,299
Per Person
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,064
Oceanview
$1,341
Balcony
$1,455
Suite
$2,099
From (Per Person)
A$1,064
Per Person
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 14 February 2027
Visits: USA, Bahamas, Mexico
Inside
$1,688
Oceanview
$1,887
Balcony
$2,187
Suite
$11,232
From (Per Person)
A$1,688
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
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
$2,836
Suite
$3,194
From (Per Person)
A$2,181
Per Person
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 06 February 2028
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica +4 more, Grenada, Barbados, Saint Martin, Saint Lucia
Exclusive Savings
Inside
$2,061
Oceanview
$2,972
Balcony
$3,878
Suite
$5,427
From (Per Person)
A$2,061
Per Person
Cruise
 (2)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2027 to Apr 2027
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,392
Oceanview
$2,154
Balcony
$2,223
Suite
$3,055
From (Per Person)
A$1,392
Per Person
Cruise
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departures: Jan 2027 to Mar 2027
Visits: Barbados, Saint Vincent, Grenada, Martinique +6 more, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Exclusive Savings
Inside
$3,681
Oceanview
$4,018
Balcony
$4,612
Suite
$7,582
From (Per Person)
A$3,681
Per Person
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 20 February 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$2,187
Oceanview
-
Balcony
$3,624
Suite
$4,513
From (Per Person)
A$2,187
Per Person
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 February 2027
Visits: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$2,087
Oceanview
$2,483
Balcony
$3,117
Suite
$4,196
From (Per Person)
A$2,087
Per Person
Cruise
 (1)

55 Days (54 Nights) Valparaiso to Miami
Cruise Line: Oceania
Departure: 14 February 2027
Visits: Chile, Argentina, Antarctica, Falkland Islands +6 more, Uruguay, Brazil, Barbados, Antigua and Barbuda, Virgin Islands, USA
Your World Inclusions
Exclusive Savings
Inside
$23,500
Oceanview
$24,975
Balcony
-
Suite
-
From (Per Person)
A$23,500
Save 2,490
Per Person
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
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
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Feb 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$977
Oceanview
$1,054
Balcony
$1,444
Suite
$2,481
From (Per Person)
A$977
Save 836
Per Person
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Mexico, Honduras, Belize
Exclusive Savings
Inside
$2,117
Oceanview
$2,553
Balcony
$3,433
Suite
$4,384
From (Per Person)
A$2,117
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Apr 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,063
Oceanview
-
Balcony
$1,191
Suite
$1,613
From (Per Person)
A$1,063
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,181
Oceanview
$1,263
Balcony
$1,994
Suite
$2,483
From (Per Person)
A$1,181
Save 726
Per Person
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania
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
$4,702
Oceanview
$5,634
Balcony
$6,681
Suite
$9,245
From (Per Person)
A$4,702
Save 2,948
Per Person
Results: 91-120 of 438

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Routes

Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to San Juan Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York 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 Paris to Paris Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Reykjavik to New York Cruises from Reykjavik to London Cruises from Reykjavik to Reykjavik Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to London Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Sydney Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle

Country Routes

Cruises from Peru to Argentina Cruises from Barbados to Puerto Rico Cruises from USA to Portugal Cruises from USA to Germany Cruises from Italy to England Cruises from Germany to England Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to Barbados Cruises from Puerto Rico to USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland 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 Brazil to Italy Cruises from Argentina to USA Cruises from Peru 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 Iceland Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Portugal to USA Cruises from Singapore to Australia Cruises from Barbados to Saint Martin Cruises from Spain to France Cruises from Spain to Italy Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Australia Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain