Caribbean Cruises Starting In February 2027 and 2028

Filter Results
Departures
Duration
5 Days
55 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$135,098pp
Countries
Show More...
Filter Results
377 Cruises (2,578 Cruise Departures)
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 24 February 2028
Visit: USA, Aruba, Bonaire, Curacao, Dominican Republic, Jamaica
Bonus Onboard Credit
Inside
$1,049
Oceanview
$1,149
Balcony
$1,409
Suite
$3,819
From
US$1,049
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
$4,428
Suite
$9,176
From
US$4,428
Save 76
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 11 February 2028
Visit: USA, Dominican Republic, Haiti, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,136
Oceanview
$1,257
Balcony
$1,544
Suite
$2,744
From
US$1,136
Save 391
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$374
Oceanview
$416
Balcony
$510
Suite
$837
From
US$374
Save 824
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Feb 2027
Visit: USA, Haiti, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$891
Oceanview
$1,021
Balcony
$1,212
Suite
$2,351
From
US$891
Save 356
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 19 February 2027
Visit: USA, Antigua and Barbuda, Dominica, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,231
Oceanview
$1,368
Balcony
$1,382
Suite
$5,144
From
US$1,231
Save 768
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$815
Oceanview
-
Balcony
$1,249
Suite
$1,925
From
US$815
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 05 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Inside
$1,259
Oceanview
$1,459
Balcony
$1,709
Suite
$2,536
From
US$1,259
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Exclusive Savings
Inside
$1,449
Oceanview
$1,499
Balcony
$1,789
Suite
$2,497
From
US$1,449
Save 66
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 19 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,466
Suite
$7,697
From
US$5,466
Save 5,732
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to San Juan
Cruise Line: Emerald Cruises
Departures: Feb 2027 to Apr 2027
Visit: Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,854
Balcony
-
Suite
$5,455
From
US$3,854
Save 6,136
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
Exclusive Savings
Inside
$923
Oceanview
$982
Balcony
$1,236
Suite
$1,230
From
US$923
Save 785
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Feb 2028
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Inside
$1,049
Oceanview
$1,269
Balcony
$1,769
Suite
$1,976
From
US$1,049
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
With Love From the World
Inside
$695
Oceanview
$795
Balcony
$995
Suite
$2,575
From
US$695
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jul 2026 to Mar 2027
Visit: USA, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$504
Oceanview
$654
Balcony
$479
Suite
$674
From
US$479
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
-
Suite
$5,960
From
US$5,960
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$945
Oceanview
$1,025
Balcony
$1,463
Suite
$2,163
From
US$945
Save 407
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 26 February 2028
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,130
Oceanview
$1,230
Balcony
$1,355
Suite
$2,880
From
US$1,130
Save 661
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Jan 2028 to Feb 2028
Visit: Barbados, Saint Vincent, Saint Lucia, Guadeloupe (+5 more), Antigua and Barbuda, Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,660
Balcony
-
Suite
$15,055
From
US$11,660
Save 12,320
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: May 2026 to Apr 2028
Visit: Panama, Colombia, Aruba, Curacao
Exclusive Savings
Inside
$713
Oceanview
$722
Balcony
$1,020
Suite
$1,091
From
US$713
Save 917
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$684
Oceanview
$1,023
Balcony
$906
Suite
$1,304
From
US$684
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 08 February 2027
Visit: USA, Haiti, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$904
Oceanview
$1,036
Balcony
$1,134
Suite
$2,014
From
US$904
Save 321
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,797
Suite
$6,385
From
US$5,797
Save 11,001
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
Sanctuary Collection
Inside
$764
Oceanview
$844
Balcony
$1,079
Suite
$1,444
From
US$764
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica (+5 more), Grenada, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,616
Oceanview
$1,918
Balcony
$2,366
Suite
$3,064
From
US$1,616
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 20 February 2028
Visit: USA, Cayman Islands, Jamaica, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,036
Oceanview
$1,146
Balcony
$1,372
Suite
$2,253
From
US$1,036
Save 369
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
$2,649
From
US$1,249
Per Person
View Trip
Cruise

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: Panama, Colombia, Curacao, Aruba
Exclusive Savings
Inside
$953
Oceanview
$1,063
Balcony
$1,398
Suite
$1,418
From
US$953
Save 742
Per Person
View Trip
New ReleaseCruise

15 Days (14 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Saint Barthelemy, Anguilla, Saint Martin, Bonaire, Virgin Islands
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,169
Balcony
-
Suite
$14,564
From
US$11,169
Save 12,326
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, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Inside
$729
Oceanview
$889
Balcony
$1,369
Suite
$1,907
From
US$729
Per Person
View Trip
Results: 61-90 of 377

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 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 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 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 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 Miami 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 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 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 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 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 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