Caribbean Cruises Starting In February 2027 and 2028

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426 Cruises (2,609 Cruise Departures)
Cruise
 (3)

30 Days (29 Nights) Buenos Aires to Fort Lauderdale
Cruise Line: Holland America
Ship: Zaandam
Departure: 13 February 2027
Visit: Argentina, Brazil, French Guiana, Barbados (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, USA
Advantage Fare
Inside
$6,769
Oceanview
$7,619
Balcony
$13,819
Suite
$27,919
From
US$6,769
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Inside
$1,199
Oceanview
$1,349
Balcony
$1,899
Suite
$3,999
From
US$1,199
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 14 February 2027
Visit: USA, Bahamas, Mexico
Inside
$1,113
Oceanview
$1,253
Balcony
$1,463
Suite
$4,585
From
US$1,113
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$12,950
From
US$12,690
Save 2,820
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 13 February 2028
Visit: USA, Belize, Honduras, Mexico (+4 more), Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Inside
$1,718
Oceanview
-
Balcony
$2,018
Suite
$2,958
From
US$1,718
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
Inside
$1,569
Oceanview
$1,689
Balcony
$2,139
Suite
$2,819
From
US$1,569
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
$479
Oceanview
$689
Balcony
$584
Suite
$799
From
US$479
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Jan 2027 to Feb 2027
Visit: USA, Cayman Islands, Jamaica, Colombia (+4 more), Panama, Costa Rica, Belize, Mexico
Inside
$1,769
Oceanview
$1,829
Balcony
$3,029
Suite
$4,459
From
US$1,769
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,703
From
US$973
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Jan 2027 to Feb 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Dominica (+4 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas
Fare Saver
Inside
$1,299
Oceanview
$1,499
Balcony
$2,099
Suite
$2,899
From
US$1,299
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departures: Oct 2026 to Nov 2027
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$919
Oceanview
$1,015
Balcony
$1,164
Suite
$3,169
From
US$1,079
Save 748
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 21 February 2027
Visit: USA, Bahamas, Cayman Islands, Jamaica
Inside
$979
Oceanview
-
Balcony
$1,299
Suite
$1,429
From
US$979
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$859
Oceanview
$979
Balcony
$1,409
Suite
$1,559
From
US$859
Per Person
View Trip
Cruise
 (3)

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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,999
Oceanview
$6,299
Balcony
$7,549
Suite
$10,649
From
US$4,999
Save 4,999
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Jan 2027 to Feb 2027
Visit: USA, Bahamas, Honduras, Mexico
Princess Standard
Sanctuary Collection
Inside
$609
Oceanview
$719
Balcony
$864
Suite
$1,109
From
US$609
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 22 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,400
Suite
$10,700
From
US$6,400
Save 1,500
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Jan 2027 to Mar 2028
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,019
Oceanview
$1,158
Balcony
$1,624
Suite
$1,679
From
US$1,019
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 21 February 2027
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,389
Oceanview
$1,538
Balcony
$2,148
Suite
$2,938
From
US$1,389
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departure: 05 February 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica
Princess Standard
Inside
$1,049
Oceanview
$1,226
Balcony
$1,624
Suite
$1,849
From
US$1,049
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Oct 2026 to Mar 2028
Visit: USA, Dominican Republic, Bahamas
Inside
$509
Oceanview
$569
Balcony
$649
Suite
$759
From
US$509
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 20 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Inside
$1,728
Oceanview
-
Balcony
$2,208
Suite
$3,318
From
US$1,728
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 24 February 2028
Visit: USA, Aruba, Bonaire, Curacao (+7 more), Dominican Republic, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$2,811
Oceanview
$3,121
Balcony
$3,901
Suite
-
From
US$2,811
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 27 February 2028
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,915
From
US$3,915
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$519
Oceanview
-
Balcony
$664
Suite
$889
From
US$519
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
Inside
$1,043
Oceanview
$1,253
Balcony
$1,463
Suite
$3,983
From
US$1,043
Per Person
View Trip
Cruise
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 28 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Turks and Caicos Islands, Mexico, Honduras, Belize
Princess Standard
Sanctuary Collection
Inside
$1,360
Oceanview
$1,569
Balcony
$2,089
Suite
$2,789
From
US$1,360
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,378
Oceanview
$1,992
Balcony
$1,920
Suite
$2,838
From
US$1,378
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 Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$699
Oceanview
$949
Balcony
$974
Suite
$1,370
From
US$699
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
$829
Oceanview
-
Balcony
$904
Suite
$1,299
From
US$829
Per Person
View Trip
Cruise
 (9)

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
$1,516
Oceanview
$1,636
Balcony
$2,316
Suite
$3,248
From
US$1,516
Per Person
View Trip
Results: 31-60 of 426

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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 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 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 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 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 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 France to USA Cruises from Iceland 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 Brazil to Argentina 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 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 Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain