Caribbean Cruises Starting In February 2026, 2027 and 2028

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517 Cruises (2,928 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,462
From
US$732
Save 435
Per Person
View Trip
Cruise
 (2)

18 Days (17 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 17 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Mexico, Belize, Honduras
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$4,752
Oceanview
$6,159
Balcony
$7,371
Suite
$10,378
From
US$4,752
Save 4,946
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 February 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,949
Oceanview
-
Balcony
$2,629
Suite
$3,885
From
US$1,949
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Nov 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Turks and Caicos Islands, Belize, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$1,498
Oceanview
$1,898
Balcony
$2,198
Suite
$2,898
From
US$1,498
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Feb 2027 to Apr 2027
Visit: USA, Cayman Islands, Jamaica, Bahamas
Inside
$903
Oceanview
$1,113
Balcony
$1,393
Suite
$3,423
From
US$903
Per Person
View Trip
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$654
Oceanview
-
Balcony
$819
Suite
$1,139
From
US$654
Per Person
View Trip
Cruise
 (7)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 February 2026
Visit: USA, Dominican Republic, Puerto Rico, Sint Maarten, Virgin Islands
Princess Standard
Inside
$1,324
Oceanview
-
Balcony
-
Suite
-
From
US$1,324
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Jan 2026 to Feb 2027
Visit: USA, Bahamas, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,104
Oceanview
$1,155
Balcony
$1,230
Suite
$3,173
From
US$1,104
Save 7,178
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Inside
$825
Oceanview
-
Balcony
$1,239
Suite
$1,900
From
US$825
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Bonus Onboard Credit
Free Balcony Upgrade
Inside
$688
Oceanview
$947
Balcony
$958
Suite
$1,368
From
US$688
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2026 to Feb 2027
Visit: USA, Jamaica, Bahamas
Inside
$795
Oceanview
$895
Balcony
$1,095
Suite
$2,575
From
US$795
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$739
Oceanview
$837
Balcony
$1,132
Suite
$1,223
From
US$739
Save 763
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Feb 2026 to Feb 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$873
Oceanview
$923
Balcony
$1,323
Suite
$3,485
From
US$873
Save 605
Per Person
View Trip
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,820
From
US$4,180
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 13 February 2027
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Fare Saver
Inside
$1,249
Oceanview
$1,449
Balcony
$1,949
Suite
$2,749
From
US$1,249
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
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,660
Suite
$6,560
From
US$5,660
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) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$930
Oceanview
$1,072
Balcony
$1,098
Suite
$2,083
From
US$930
Save 710
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 13 February 2027
Visit: USA, Cayman Islands, Jamaica, Honduras (+9 more), Belize, Mexico, Saint Martin, Antigua and Barbuda, Dominica, Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Inside
$2,479
Oceanview
$2,859
Balcony
$3,940
Suite
$5,890
From
US$2,479
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Jan 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$979
Oceanview
$1,159
Balcony
$1,409
Suite
$1,819
From
US$979
Save 58
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Departure: 26 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Montserrat
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,680
Balcony
$4,320
Suite
$7,440
From
US$3,680
Save 920
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 15 February 2027
Visit: USA, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Princess Standard
Inside
$1,214
Oceanview
$1,541
Balcony
$1,419
Suite
$1,614
From
US$1,214
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Departure: 05 February 2027
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,434
From
US$2,737
Save 2,861
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 Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Martinique
Bonus Onboard Credit
Inside
$842
Oceanview
$1,092
Balcony
$1,222
Suite
-
From
US$842
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to Bridgetown
Cruise Line: Silversea
Departure: 06 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+7 more), Montserrat, Guadeloupe, Dominica, Martinique, Saint Lucia, Grenada, Barbados
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,960
Balcony
$5,920
Suite
$8,900
From
US$4,960
Save 1,240
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 20 February 2026
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Puerto Rico
Inside
$1,059
Oceanview
$1,299
Balcony
$1,680
Suite
-
From
US$1,059
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$603
Oceanview
$683
Balcony
$1,127
Suite
$1,476
From
US$603
Save 597
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 16 February 2026
Visit: USA, Saint Martin, Antigua and Barbuda, Martinique, Dominica, Virgin Islands
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$2,550
Oceanview
$2,831
Balcony
-
Suite
-
From
US$2,550
Save 3,448
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,395
Oceanview
$1,515
Balcony
$1,635
Suite
$3,135
From
US$1,395
Save 938
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Feb 2026 to Mar 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Have It All Fare Option
Fare Saver
Inside
$499
Oceanview
$579
Balcony
$749
Suite
$1,199
From
US$499
Per Person
View Trip
Results: 301-330 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