Caribbean Cruises Starting In February 2027 and 2028

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418 Cruises (2,657 Cruise Departures)
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 February 2028
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Apr 2026 to Mar 2027
Visit: USA, Sint Maarten, Antigua and Barbuda, Saint Lucia, Barbados, Dominica, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,543
Oceanview
$1,866
Balcony
$2,281
Suite
$5,047
From
US$1,619
Save 1,410
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Sint Maarten, Saint Lucia, Grenada, Barbados, Antigua and Barbuda
Exclusive Savings
Inside
$1,393
Oceanview
$1,475
Balcony
$1,713
Suite
$4,867
From
US$1,428
Save 855
Per Person
View Trip
Cruise

12 Days (11 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$979
Oceanview
$1,129
Balcony
$1,659
Suite
$2,199
From
US$979
Per Person
View Trip
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
-
Balcony
-
Suite
$9,150
From
US$9,150
Per Person
View Trip
Cruise

21 Days (20 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 14 February 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands (+11 more), Saint Martin, Antigua and Barbuda, Saint Lucia, Dominica, Barbados, Grenada, Trinidad and Tobago, Bonaire, Aruba, Curacao, Jamaica
Fare Saver
Inside
$2,799
Oceanview
$2,999
Balcony
$4,036
Suite
$7,270
From
US$2,799
Per Person
View Trip
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Departure: 07 February 2028
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Inside
$1,289
Oceanview
$1,539
Balcony
$2,084
Suite
$2,520
From
US$1,289
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Bridgetown
Cruise Line: Silversea
Departure: 06 February 2027
Visit: USA, Puerto Rico, Virgin Islands, Aruba (+5 more), Curacao, Bonaire, Grenada, Saint Lucia, Barbados
All-Inclusive Fare
Inside
-
Oceanview
$7,700
Balcony
$8,500
Suite
$8,000
From
US$7,700
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,225
From
US$6,225
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,387
Oceanview
$1,507
Balcony
$1,627
Suite
$3,037
From
US$1,387
Save 973
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 07 February 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$585
Oceanview
$715
Balcony
$918
Suite
$1,343
From
US$585
Save 331
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$861
Oceanview
$926
Balcony
$1,070
Suite
$2,095
From
US$861
Save 562
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 27 February 2027
Visit: USA, Belize, Honduras, Mexico
Princess Standard
Inside
$839
Oceanview
$909
Balcony
$1,244
Suite
$1,639
From
US$839
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 27 February 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$803
Oceanview
$853
Balcony
$878
Suite
$2,103
From
US$803
Save 450
Per Person
View Trip
Cruise

8 Days (7 Nights) Marigot to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$8,220
Balcony
$11,650
Suite
$12,530
From
US$8,220
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 16 February 2027
Visit: USA, Mexico, Belize, Honduras
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,808
Suite
$8,053
From
US$7,808
Save 8,090
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Bahamas, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$965
Oceanview
$1,075
Balcony
$1,115
Suite
$2,330
From
US$965
Save 718
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Dec 2027 to Feb 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$728
Oceanview
$878
Balcony
$1,048
Suite
$1,618
From
US$728
Per Person
View Trip
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$16,731
Suite
$24,491
From
US$16,731
Save 467
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$789
Oceanview
$949
Balcony
$1,024
Suite
$1,399
From
US$789
Per Person
View Trip
Cruise

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Regent Seven Seas
Departure: 24 February 2028
Visit: Barbados, Saint Lucia, Martinique, Dominica (+4 more), Guadeloupe, Saint Barthelemy, Saint Martin, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,247
Suite
$8,835
From
US$8,247
Save 8,551
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,848
Oceanview
$2,075
Balcony
$3,246
Suite
$3,944
From
US$1,848
Save 89
Per Person
View Trip
Cruise

12 Days (11 Nights) Panama City to Miami
Cruise Line: Regent Seven Seas
Departure: 22 February 2027
Visit: Panama, Costa Rica, Honduras, Belize (+5 more), Guatemala, Mexico, Cayman Islands, Jamaica, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$12,525
From
US$12,525
Save 12,973
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2026 to Nov 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Inside
$559
Oceanview
$789
Balcony
$1,229
Suite
$1,869
From
US$559
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 07 February 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$958
Oceanview
$1,131
Balcony
$1,183
Suite
$3,473
From
US$958
Save 605
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 04 February 2028
Visit: USA, Saint Martin, Saint Lucia, Barbados, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$1,489
Oceanview
$1,589
Balcony
$1,789
Suite
$5,329
From
US$1,489
Save 867
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 02 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,923
Suite
$13,997
From
US$9,923
Save 275
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Inside
$1,704
Oceanview
$1,964
Balcony
$2,837
Suite
$4,005
From
US$1,704
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Apr 2028
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Inside
$579
Oceanview
$799
Balcony
$1,289
Suite
$1,859
From
US$579
Per Person
View Trip
Results: 271-300 of 418

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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 Rome Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston 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 London 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 Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Fort Lauderdale Cruises from London to Reykjavik 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 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 Lisbon Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Francisco to San Francisco 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 Hong Kong Cruises from Tampa to Tampa Cruises from Vancouver to Los Angeles Cruises from Vancouver to Seattle Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from USA to Portugal Cruises from USA to Germany 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 USA Cruises from Portugal to France Cruises from Chile to USA Cruises from USA to Iceland Cruises from France to Brazil 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 Brazil to Spain Cruises from USA to Puerto Rico 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 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 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 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 USA to Panama Cruises from USA to Peru Cruises from USA to Spain