Caribbean Cruises Starting In February 2027 and 2028

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409 Cruises (2,480 Cruise Departures)
Cruise

21 Days (20 Nights) San Juan to Miami
Cruise Line: Oceania Cruises
Departure: 19 February 2027
Visit: Puerto Rico, Saint Barthelemy, Saint Martin, Saint Kitts and Nevis (+10 more), Antigua and Barbuda, Virgin Islands, USA, Cayman Islands, Jamaica, Aruba, Curacao, Bonaire, Dominican Republic, Bahamas
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,949
Suite
$13,499
From
US$8,949
Save 8,949
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 27 February 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Fare Saver
Inside
$1,249
Oceanview
$1,449
Balcony
$1,999
Suite
$3,299
From
US$1,249
Per Person
View Trip
Cruise

13 Days (12 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2027
Visit: Puerto Rico, Saint Barthelemy, Martinique, Barbados, Trinidad and Tobago, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$9,540
From
US$9,540
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: May 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Inside
$597
Oceanview
$768
Balcony
$968
Suite
$1,318
From
US$597
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands, Bahamas
Fare Saver
Inside
$649
Oceanview
$699
Balcony
$949
Suite
$1,499
From
US$649
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
All-Inclusive Plus Fare
Inside
-
Oceanview
$5,200
Balcony
$5,700
Suite
$5,500
From
US$5,200
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico, Virgin Islands
Fare Saver
Inside
$1,404
Oceanview
$1,534
Balcony
$2,034
Suite
$3,244
From
US$1,404
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$957
Oceanview
$1,045
Balcony
$1,429
Suite
$3,708
From
US$957
Save 1,009
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jul 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Inside
$1,160
Oceanview
$1,511
Balcony
$1,911
Suite
$3,591
From
US$1,160
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Princess Standard
Inside
$914
Oceanview
$1,064
Balcony
$1,999
Suite
$3,279
From
US$914
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
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$6,225
From
US$6,225
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2028 to Mar 2028
Visit: USA, Bonaire, Aruba, Curacao
Exclusive Savings
Inside
$977
Oceanview
$1,077
Balcony
$1,352
Suite
$5,849
From
US$977
Save 852
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$532
Oceanview
$674
Balcony
$845
Suite
$1,508
From
US$532
Save 526
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$1,023
Oceanview
$1,101
Balcony
$1,401
Suite
$3,321
From
US$1,023
Save 620
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Mar 2027
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$714
Oceanview
$814
Balcony
$979
Suite
$3,373
From
US$714
Save 557
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
$853
Oceanview
$963
Balcony
$1,153
Suite
$1,728
From
US$853
Save 452
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: May 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$567
Oceanview
$763
Balcony
$897
Suite
$1,444
From
US$567
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 20 February 2028
Visit: Guadeloupe, Barbados, Saint Vincent, Trinidad and Tobago, Grenada, Martinique
Inside
$1,262
Oceanview
$1,542
Balcony
$1,672
Suite
$2,892
From
US$1,262
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2028 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$1,387
Oceanview
$1,507
Balcony
$1,627
Suite
$3,091
From
US$1,387
Save 973
Per Person
View Trip
Cruise

17 Days (16 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 12 February 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Guadeloupe, Dominican Republic, USA, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$9,600
From
US$9,600
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,116
Oceanview
$1,466
Balcony
$1,746
Suite
$6,636
From
US$1,116
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 20 February 2028
Visit: Puerto Rico, Virgin Islands, Bonaire, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$834
Oceanview
$884
Balcony
$1,534
Suite
$1,779
From
US$834
Save 460
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
Exclusive Savings
Inside
$852
Oceanview
$871
Balcony
$934
Suite
$1,879
From
US$852
Save 459
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Feb 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$513
Oceanview
$593
Balcony
$1,026
Suite
$1,541
From
US$513
Save 520
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, Saint Vincent, Grenada
Bonus Onboard Credit
Exclusive Savings
Inside
$591
Oceanview
$799
Balcony
$2,158
Suite
$2,389
From
US$591
Save 452
Per Person
View Trip
Cruise

19 Days (18 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 29 February 2028
Visit: Barbados, Saint Vincent, Grenada, Curacao (+10 more), Aruba, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Lucia, Guadeloupe, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Dominica
All-Inclusive Fare
Inside
-
Oceanview
-
Balcony
$8,100
Suite
$14,400
From
US$8,100
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 20 February 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Belize, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$2,048
Oceanview
$2,138
Balcony
$2,808
Suite
$3,668
From
US$2,048
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 22 February 2028
Visit: Barbados, Saint Vincent, Trinidad and Tobago, Grenada (+7 more), Martinique, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$2,261
Oceanview
$2,621
Balcony
$3,071
Suite
$5,731
From
US$2,261
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Barbados
Exclusive Savings
Inside
$702
Oceanview
$824
Balcony
$999
Suite
$2,244
From
US$702
Save 747
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 27 February 2028
Visit: USA, Mexico
Exclusive Savings
Inside
$948
Oceanview
$998
Balcony
$1,598
Suite
$5,039
From
US$948
Save 530
Per Person
View Trip
Results: 241-270 of 409

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Routes

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 Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to London 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 Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome 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 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 Paris to Paris 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 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 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 Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England 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 Italy Cruises from England to Spain 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 Argentina 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 USA to Panama Cruises from USA to Peru Cruises from USA to Spain