Caribbean Cruises Starting In February 2027 and 2028

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377 Cruises (2,578 Cruise Departures)
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Aruba, Curacao, Puerto Rico, Dominican Republic
Princess Standard
Inside
$870
Oceanview
$1,020
Balcony
$1,099
Suite
$1,599
From
US$870
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Inside
$644
Oceanview
$834
Balcony
$894
Suite
$1,434
From
US$644
Per Person
View Trip
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
$845
Oceanview
$905
Balcony
$1,482
Suite
$1,962
From
US$845
Save 322
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
$1,507
Oceanview
$1,627
Balcony
$1,785
Suite
$3,625
From
US$1,507
Save 826
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Inside
$549
Oceanview
$679
Balcony
$829
Suite
$1,279
From
US$549
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Mar 2026 to Feb 2027
Visit: USA, Puerto Rico, Dominican Republic, Bahamas
With Love From the World
Inside
$833
Oceanview
$1,043
Balcony
$1,183
Suite
$3,003
From
US$833
Per Person
View Trip
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Feb 2028 to Apr 2028
Visit: USA, Turks and Caicos Islands, Aruba, Curacao, Saint Lucia, Saint Kitts and Nevis, Virgin Islands
Exclusive Savings
Inside
$1,411
Oceanview
$1,611
Balcony
$1,911
Suite
$5,862
From
US$1,411
Save 807
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,808
Oceanview
$2,075
Balcony
$2,705
Suite
$3,831
From
US$1,808
Save 73
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 20 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Lucia, Barbados, Dominica, Saint Martin
With Love From the World
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$3,983
From
US$1,043
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Feb 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$673
Oceanview
$974
Balcony
$1,067
Suite
$1,977
From
US$673
Save 426
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Mar 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
$7,927
From
US$4,012
Save 79
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 14 February 2027
Visit: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
$1,148
Oceanview
$1,193
Balcony
$1,803
Suite
-
From
US$1,148
Save 643
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
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,044
Suite
$6,387
From
US$6,044
Save 10,454
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+4 more), Dominica, Barbados, Saint Kitts and Nevis, Grenada
Princess Standard
Inside
$1,456
Oceanview
$1,676
Balcony
$2,376
Suite
$3,076
From
US$1,456
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Oct 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$911
Oceanview
$1,011
Balcony
$1,136
Suite
$2,661
From
US$911
Save 698
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Grenada, Barbados
Princess Standard
Inside
$925
Oceanview
$1,064
Balcony
$1,410
Suite
$1,725
From
US$925
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 02 February 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+9 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Fare Saver
Inside
$2,479
Oceanview
$2,859
Balcony
$3,940
Suite
$5,704
From
US$2,479
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 22 February 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Martinique, Antigua and Barbuda, Saint Kitts and Nevis, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,640
Balcony
$5,200
Suite
$9,940
From
US$4,640
Save 1,160
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departure: 12 February 2028
Visit: Martinique, Guadeloupe, Dominica, Saint Martin (+6 more), Antigua and Barbuda, Saint Kitts and Nevis, Barbados, Saint Vincent, Trinidad and Tobago, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$2,427
Oceanview
$2,776
Balcony
$3,222
Suite
$5,647
From
US$2,427
Save 63
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Apr 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$759
Oceanview
$879
Balcony
$1,049
Suite
$1,319
From
US$759
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,640
Balcony
$5,120
Suite
$4,720
From
US$4,640
Save 1,160
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Feb 2027 to Mar 2027
Visit: USA, Curacao, Bonaire, Aruba, Dominican Republic, Jamaica
Bonus Onboard Credit
Inside
$998
Oceanview
$1,158
Balcony
$1,398
Suite
$5,827
From
US$998
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visit: USA, Saint Martin, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,056
Oceanview
$1,156
Balcony
$1,356
Suite
$4,570
From
US$1,056
Save 717
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Mar 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Bonus Onboard Credit
Drinks, WiFi & Onboard Credit
Inside
$420
Oceanview
$575
Balcony
$700
Suite
$1,387
From
US$420
Per Person
View Trip
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$531
Oceanview
$591
Balcony
$714
Suite
$1,271
From
US$531
Save 481
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Feb 2027 to Mar 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+4 more), Martinique, Saint Kitts and Nevis, Virgin Islands, Bahamas
Fare Saver
Inside
$1,384
Oceanview
$1,584
Balcony
$2,284
Suite
$3,376
From
US$1,384
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$892
Oceanview
$952
Balcony
$1,649
Suite
$2,129
From
US$892
Save 383
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2028 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Exclusive Savings
Inside
$979
Oceanview
$1,109
Balcony
$1,556
Suite
$1,936
From
US$979
Save 459
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Feb 2027 to Jan 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,239
Oceanview
$1,429
Balcony
$1,519
Suite
$2,138
From
US$1,239
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Bonus Onboard Credit
Inside
$969
Oceanview
$1,129
Balcony
$1,409
Suite
$1,829
From
US$969
Per Person
View Trip
Results: 31-60 of 377

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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 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