Caribbean Cruises Starting In February 2026, 2027 and 2028

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517 Cruises (2,928 Cruise Departures)
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 19 February 2028
Visit: Puerto Rico, Saint Martin, Guadeloupe, Anguilla, Bahamas, USA
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,520
From
US$3,915
Per Person
View Trip
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Silversea
Ship: Silver Ray
Departure: 06 February 2026
Visit: USA, Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Guadeloupe
All-Inclusive Fare
Inside
-
Oceanview
-
Balcony
$8,300
Suite
-
From
US$8,300
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Apr 2026
Visit: USA, Sint Maarten, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,178
Oceanview
$1,230
Balcony
$1,293
Suite
$3,334
From
US$1,187
Save 737
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Grenada, Saint Vincent
Bonus Onboard Credit
Exclusive Savings
Inside
$817
Oceanview
$889
Balcony
$1,771
Suite
$2,038
From
US$817
Save 455
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
$1,569
Oceanview
$1,854
Balcony
$2,241
Suite
$5,664
From
US$1,569
Save 1,487
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to San Juan
Cruise Line: Silversea
Departure: 16 February 2027
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+7 more), Martinique, Dominica, Guadeloupe, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Puerto Rico
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,840
Balcony
$4,640
Suite
$8,360
From
US$3,840
Save 960
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

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Feb 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Inside
$1,179
Oceanview
$1,499
Balcony
$1,769
Suite
$1,949
From
US$1,179
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Dominican Republic
Inside
$1,379
Oceanview
$1,629
Balcony
$1,869
Suite
$2,499
From
US$1,379
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Feb 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,012
Suite
$7,092
From
US$4,012
Save 171
Per Person
View Trip
Cruise

7 Days (6 Nights) Pointe-A-Pitre to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departure: 08 February 2026
Visit: Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Martinique
Drinks & WiFi Package
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,507
From
US$2,507
Save 72
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,428
Oceanview
$1,751
Balcony
$1,921
Suite
$2,581
From
US$1,428
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Jan 2026 to Mar 2026
Visit: Martinique, Guadeloupe, Virgin Islands, Sint Maarten, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Inside
$721
Oceanview
$969
Balcony
$1,091
Suite
$2,004
From
US$721
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 06 February 2027
Visit: Barbados, Saint Kitts and Nevis, Martinique, Dominica, Guadeloupe, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,178
Suite
$7,510
From
US$4,178
Save 71
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Feb 2026 to Mar 2026
Visit: USA, Mexico, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Inside
$568
Oceanview
$678
Balcony
$818
Suite
$1,642
From
US$568
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
$891
Oceanview
$941
Balcony
$1,141
Suite
$2,916
From
US$891
Save 605
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$516
Oceanview
$586
Balcony
$737
Suite
$1,246
From
US$516
Save 326
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$715
Oceanview
$822
Balcony
$984
Suite
$1,442
From
US$715
Save 541
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 27 February 2027
Visit: USA, Belize, Honduras, Mexico, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,418
Oceanview
$1,748
Balcony
$2,208
Suite
$2,958
From
US$1,418
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Feb 2026 to Mar 2026
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Bonus Onboard Credit
Inside
$852
Oceanview
$1,282
Balcony
$1,232
Suite
$2,336
From
US$852
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Feb 2026 to May 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$807
Oceanview
$832
Balcony
$1,248
Suite
$2,898
From
US$956
Save 8,194
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 Oct 2027
Visit: Dominican Republic, Barbados, Martinique, Guadeloupe, Virgin Islands
Bonus Onboard Credit
Inside
$605
Oceanview
$763
Balcony
$1,172
Suite
$1,813
From
US$605
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 28 February 2026
Visit: USA, Bahamas, Dominican Republic, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Inside
$1,128
Oceanview
$1,278
Balcony
$1,608
Suite
$7,472
From
US$1,128
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Divina
Departures: Jan 2026 to Mar 2026
Visit: USA, Bahamas, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$545
Oceanview
$665
Balcony
$785
Suite
$1,195
From
US$545
Save 52
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Feb 2027 to Mar 2028
Visit: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Dominican Republic
Bonus Onboard Credit
Inside
$648
Oceanview
$868
Balcony
$978
Suite
$1,739
From
US$648
Per Person
View Trip
Cruise

7 Days (6 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Dec 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$674
Oceanview
$754
Balcony
$1,080
Suite
$1,416
From
US$674
Save 569
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Mar 2027
Visit: Dominican Republic, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Inside
$689
Oceanview
$849
Balcony
$1,319
Suite
$1,858
From
US$689
Per Person
View Trip
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Aug 2027
Visit: USA, Cayman Islands, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$930
Oceanview
$1,030
Balcony
$1,130
Suite
$2,984
From
US$930
Save 915
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 24 February 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Bonaire
Bonus Onboard Credit
Exclusive Savings
Inside
$941
Oceanview
$1,119
Balcony
$1,638
Suite
$1,941
From
US$941
Save 506
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 27 February 2027
Visit: USA, Cayman Islands, Jamaica, Aruba (+4 more), Curacao, Bonaire, Dominican Republic, Bahamas
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,345
Suite
$7,401
From
US$4,345
Save 4,553
Per Person
View Trip
Results: 421-450 of 517

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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 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 Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver 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 Barcelona 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 Vancouver 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 Philadelphia to Philadelphia 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 Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Miami Cruises from Rome to Barcelona Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome 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 Vancouver Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal 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 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 Germany Cruises from Singapore to China 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 Canada to USA Cruises from Chile to Argentina Cruises from England to Iceland Cruises from England to Spain Cruises from England to USA Cruises from France to Italy 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 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