Caribbean Cruises Starting In February 2026, 2027 and 2028

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536 Cruises (2,839 Cruise Departures)
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Feb 2026 to Mar 2026
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands (+4 more), Bahamas, Jamaica, Cayman Islands, Mexico
Have It All Fare Option
Inside
$1,219
Oceanview
$1,429
Balcony
$1,559
Suite
$2,659
From
US$1,219
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Sint Maarten, Saint Kitts and Nevis, Anguilla, Virgin Islands, Saint Barthelemy
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,421
Balcony
-
Suite
$6,119
From
US$4,421
Save 7,326
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Apr 2026
Visit: USA, Aruba, Curacao, Bahamas
Exclusive Savings
Inside
$1,060
Oceanview
$1,380
Balcony
$1,450
Suite
$3,705
From
US$1,090
Save 653
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Jan 2027 to Feb 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Inside
$1,648
Oceanview
$1,948
Balcony
$2,773
Suite
$3,860
From
US$1,648
Per Person
View Trip
Cruise

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Apr 2026
Visit: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$897
Oceanview
$878
Balcony
$1,027
Suite
$1,245
From
US$878
Save 722
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Jan 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Early Booking Savings
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,029
Suite
$8,341
From
US$4,029
Save 94
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Feb 2026 to Feb 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$398
Oceanview
$478
Balcony
$618
Suite
$894
From
US$398
Save 318
Per Person
View Trip
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Departure: 21 February 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Early Booking Savings
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,610
Suite
$15,312
From
US$6,610
Save 109
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 28 February 2027
Visit: Barbados, Saint Lucia, Saint Barthelemy, Virgin Islands, Antigua and Barbuda, Dominica, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,000
Balcony
$4,500
Suite
$5,600
From
US$4,000
Save 1,500
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 18 February 2027
Visit: Barbados, Saint Vincent, Grenada, Bonaire (+4 more), Curacao, Saint Kitts and Nevis, Martinique, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,700
Balcony
$5,300
Suite
$6,300
From
US$4,700
Save 1,500
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Dec 2025 to May 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$822
Oceanview
$839
Balcony
$1,113
Suite
$2,874
From
US$822
Save 1,448
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico, Dominican Republic
Bonus Onboard Credit
Drinks + WiFi + Onboard Credit
Inside
$1,078
Oceanview
$1,278
Balcony
$1,578
Suite
$2,825
From
US$1,078
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,227
Suite
$7,363
From
US$4,227
Save 87
Per Person
View Trip
Cruise

12 Days (11 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Jan 2026 to Feb 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Martin
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,619
From
US$4,619
Save 138
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$9,415
Suite
$11,445
From
US$9,415
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$674
Oceanview
$874
Balcony
$994
Suite
$1,364
From
US$674
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,425
Suite
$5,360
From
US$4,425
Per Person
View Trip
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 29 February 2028
Visit: Barbados, Saint Vincent, Grenada, Curacao (+5 more), Aruba, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Lucia
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,600
Balcony
$5,300
Suite
$6,300
From
US$4,600
Save 1,500
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Departures: Feb 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Early Payment Discount
Black Friday Sale
Exclusive Savings
Inside
-
Oceanview
$3,642
Balcony
-
Suite
$5,243
From
US$3,642
Save 18,047
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$604
Oceanview
$723
Balcony
$836
Suite
$1,679
From
US$604
Save 825
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Feb 2027
Visit: USA, Cayman Islands, Colombia, Panama, Costa Rica, Belize, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,028
From
US$6,028
Save 223
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 21 February 2026
Visit: USA, Cayman Islands, Jamaica, Costa Rica, Panama, Aruba, Curacao
Princess Standard
Inside
$1,029
Oceanview
$1,389
Balcony
$2,399
Suite
$4,198
From
US$1,029
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Dec 2025 to Oct 2027
Visit: USA, Honduras, Mexico, Bahamas
Exclusive Savings
Inside
$688
Oceanview
$798
Balcony
$1,078
Suite
$1,348
From
US$688
Save 58
Per Person
View Trip
Cruise

11 Days (10 Nights) Bridgetown to Bridgetown
Cruise Line: Regent Seven Seas
Departure: 14 February 2028
Visit: Barbados, Grenada, Saint Vincent, Saint Lucia (+5 more), Martinique, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Dominica
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,700
Suite
$6,729
From
US$5,700
Save 11,898
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

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departures: Dec 2025 to Mar 2026
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Inside
$734
Oceanview
$1,282
Balcony
$1,114
Suite
$1,874
From
US$734
Per Person
View Trip
Cruise

13 Days (12 Nights) Bridgetown to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 26 February 2027
Visit: Barbados, Saint Vincent, Grenada, Martinique (+7 more), Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico, USA
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,900
Suite
$12,500
From
US$6,900
Save 1,500
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 14 February 2026
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$565
Oceanview
$726
Balcony
$931
Suite
$1,437
From
US$851
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Feb 2027
Visit: Panama, Colombia, Aruba, Bonaire
Bonus Onboard Credit
Exclusive Savings
Inside
$773
Oceanview
$883
Balcony
$1,006
Suite
$1,283
From
US$773
Save 909
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$827
Oceanview
$1,027
Balcony
$1,277
Suite
$2,926
From
US$827
Save 1,317
Per Person
View Trip
Results: 361-390 of 536

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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 Cape Liberty to Cape Liberty 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 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 Panama City to Miami 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 Diego to Fort Lauderdale Cruises from San Diego to Vancouver Cruises from San Diego to San Diego 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 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 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 Barbados 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 France to USA 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 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