Caribbean Cruises Starting In February 2027, 2028 and 2029

Filter Results
438 Cruises (2,662 Departures)
438 Cruises (2,662 Departures)
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$400pp
$203,150pp
Countries
Show More...
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Feb 2027 to Mar 2027
Visits: USA, Curacao, Bonaire, Aruba +7 more, Dominican Republic, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Exclusive Savings
Inside
$2,904
Oceanview
$3,320
Balcony
$4,508
Suite
-
From (Per Person)
A$2,904
Per Person
Cruise
 (5)

36 Days (35 Nights) Buenos Aires to Miami
Cruise Line: Azamara
Departure: 16 February 2028
Visits: Argentina, Uruguay, Brazil, French Guiana +9 more, Trinidad and Tobago, Barbados, Grenada, Saint Lucia, Martinique, Dominica, Saint Martin, Virgin Islands, USA
Azamara Always Included
Exclusive Savings
Inside
$16,624
Oceanview
$18,937
Balcony
$22,896
Suite
$33,117
From (Per Person)
A$16,624
Save 255
Per Person
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
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
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Mar 2028
Visits: USA, Mexico, Honduras
Exclusive Savings
Inside
$1,187
Oceanview
$1,255
Balcony
$1,651
Suite
$2,801
From (Per Person)
A$1,187
Save 744
Per Person
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Oosterdam
Departures: Feb 2028 to Mar 2028
Visits: USA, Curacao, Bonaire, Aruba, Bahamas
Fare Saver
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,672
Suite
$23,228
From (Per Person)
A$3,672
Per Person
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 07 February 2028
Visits: USA, Saint Martin, Saint Lucia, Antigua and Barbuda, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,043
Oceanview
$2,192
Balcony
$2,787
Suite
$3,278
From (Per Person)
A$2,043
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 14 February 2027
Visits: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Just Cruise Fare
Exclusive Savings
Inside
$2,419
Oceanview
$2,599
Balcony
$2,986
Suite
$3,968
From (Per Person)
A$2,419
Per Person
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 03 February 2028
Visits: USA, Aruba, Bonaire, Dominican Republic, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,678
Oceanview
$1,837
Balcony
$2,203
Suite
$7,371
From (Per Person)
A$1,678
Per Person
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Jan 2028
Visits: USA, Bonaire, Curacao, Aruba +5 more, Bahamas, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Exclusive Savings
Inside
$3,661
Oceanview
$4,819
Balcony
$5,839
Suite
$11,670
From (Per Person)
A$3,661
Save 75
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, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$1,113
Oceanview
$1,321
Balcony
$1,390
Suite
$2,237
From (Per Person)
A$1,113
Per Person
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visits: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$1,421
Oceanview
$1,618
Balcony
$2,197
Suite
$2,442
From (Per Person)
A$1,421
Save 970
Per Person
Cruise
 (4)

30 Days (29 Nights) Buenos Aires to Fort Lauderdale
Cruise Line: Holland America
Ship: Zaandam
Departure: 13 February 2027
Visits: Argentina, Brazil, French Guiana, Barbados +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, USA
Book Early & Have It All Fare Option
Exclusive Savings
Inside
$9,514
Oceanview
$10,900
Balcony
$19,810
Suite
$36,244
From (Per Person)
A$9,514
Per Person
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 13 February 2028
Visits: USA, Jamaica, Colombia, Panama +7 more, Costa Rica, Honduras, Belize, Aruba, Bonaire, Curacao, Dominican Republic
Exclusive Savings
Inside
$3,786
Oceanview
-
Balcony
$4,934
Suite
-
From (Per Person)
A$3,786
Per Person
Cruise
 (12)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departure: 05 February 2027
Visits: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
$1,854
Oceanview
$1,934
Balcony
$2,795
Suite
$3,171
From (Per Person)
A$1,854
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visits: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,688
Oceanview
$2,911
Balcony
$3,729
Suite
$4,385
From (Per Person)
A$2,688
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 07 February 2028
Visits: USA, Bonaire, Aruba, Curacao +4 more, Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,281
Oceanview
$2,552
Balcony
$3,072
Suite
$8,912
From (Per Person)
A$2,281
Save 1,289
Per Person
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visits: USA, Bahamas, Mexico
Just Cruise Fare
Exclusive Savings
Inside
$903
Oceanview
$1,082
Balcony
$1,379
Suite
$1,499
From (Per Person)
A$903
Per Person
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visits: USA, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$814
Oceanview
$977
Balcony
$1,275
Suite
$1,425
From (Per Person)
A$814
Per Person
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visits: USA, Bahamas, Honduras, Mexico
Sanctuary Collection
Exclusive Savings
Inside
$856
Oceanview
$1,034
Balcony
$1,291
Suite
$1,558
From (Per Person)
A$856
Per Person
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visits: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$1,089
Oceanview
$1,287
Balcony
$1,787
Suite
$5,491
From (Per Person)
A$1,089
Per Person
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: May 2027 to Apr 2028
Visits: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,101
Oceanview
$1,203
Balcony
$1,834
Suite
$2,319
From (Per Person)
A$1,101
Save 964
Per Person
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visits: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$2,308
Oceanview
$2,573
Balcony
$3,130
Suite
$10,609
From (Per Person)
A$2,308
Save 2,271
Per Person
Cruise
 (6)

29 Days (28 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 27 February 2028
Visits: England, USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Exclusive Savings
Inside
$7,434
Oceanview
$9,810
Balcony
$10,206
Suite
$22,581
From (Per Person)
A$7,434
Per Person
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visits: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Sanctuary Collection
Exclusive Savings
Inside
$2,240
Oceanview
$2,588
Balcony
$3,088
Suite
$4,539
From (Per Person)
A$2,240
Per Person
Cruise
 (3)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Jan 2027 to Jan 2028
Visits: USA, Bonaire, Curacao, Aruba, Bahamas
Fare Saver
Exclusive Savings
Inside
$1,537
Oceanview
$1,844
Balcony
$2,309
Suite
$4,913
From (Per Person)
A$1,537
Save 33
Per Person
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas
Exclusive Savings
Inside
$1,341
Oceanview
-
Balcony
$1,496
Suite
$2,098
From (Per Person)
A$1,341
Per Person
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$754
Oceanview
$933
Balcony
$1,200
Suite
$2,536
From (Per Person)
A$754
Save 12
Per Person
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 28 February 2027
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Curacao, Aruba
Exclusive Savings
Inside
$2,780
Oceanview
-
Balcony
$4,284
Suite
$4,978
From (Per Person)
A$2,780
Per Person
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 08 February 2027
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$2,124
Oceanview
$2,553
Balcony
$3,548
Suite
-
From (Per Person)
A$2,124
Per Person
Cruise
 (3)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania
Departure: 17 February 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands +6 more, Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Mexico, Belize, Honduras
Your World Inclusions
Exclusive Savings
Inside
$7,136
Oceanview
$9,250
Balcony
$11,074
Suite
$15,594
From (Per Person)
A$7,136
Save 2,144
Per Person
Results: 31-60 of 438

No trips found. Try adjusting the search filters.

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