Caribbean Cruises Starting In February 2027 and 2028

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

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Dec 2026 to Mar 2027
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$858
Oceanview
$1,068
Balcony
$1,158
Suite
$1,816
From
US$858
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visit: Puerto Rico, Saint Martin, Barbados, Martinique, Saint Kitts and Nevis, Virgin Islands
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 04 February 2027
Visit: USA, Cayman Islands, Jamaica, Aruba (+7 more), Bonaire, Dominican Republic, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$1,995
Oceanview
$2,275
Balcony
$3,055
Suite
-
From
US$1,995
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2026 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Lucia, Saint Martin
Inside
$1,259
Oceanview
$1,459
Balcony
$1,699
Suite
$1,999
From
US$1,259
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Dec 2026 to Feb 2027
Visit: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Inside
$1,040
Oceanview
$1,330
Balcony
$1,615
Suite
$5,735
From
US$1,040
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 28 February 2027
Visit: Puerto Rico, Saint Martin, Martinique, Dominica, Grenada, Barbados
Princess Standard
Inside
$859
Oceanview
$869
Balcony
$1,244
Suite
$1,599
From
US$859
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 07 February 2028
Visit: USA, Bahamas, Puerto Rico, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Saint Martin, Virgin Islands, Dominican Republic
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,099
Oceanview
$3,899
Balcony
$4,599
Suite
$6,699
From
US$3,099
Save 3,099
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Nov 2026 to Mar 2028
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Inside
$943
Oceanview
$1,063
Balcony
$1,363
Suite
$3,983
From
US$943
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$749
Oceanview
$949
Balcony
$1,124
Suite
$1,499
From
US$749
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Inside
$1,040
Oceanview
$1,260
Balcony
$1,340
Suite
$1,868
From
US$1,040
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, Virgin Islands, Saint Kitts and Nevis (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Inside
-
Oceanview
$12,690
Balcony
-
Suite
$15,680
From
US$12,690
Per Person
View Trip
Cruise
 (6)

29 Days (28 Nights) London to London
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 27 February 2028
Visit: England, USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$4,709
Oceanview
$6,259
Balcony
$6,359
Suite
$15,959
From
US$4,709
Per Person
View Trip
New ReleaseCruise
 (3)

19 Days (18 Nights) San Jose to Bridgetown
Cruise Line: Emerald Cruises
Departure: 22 February 2028
Visit: Costa Rica, Panama, Colombia, Aruba (+5 more), Curacao, Bonaire, Grenada, Saint Vincent, Barbados
Inside
-
Oceanview
$19,240
Balcony
-
Suite
-
From
US$19,240
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departures: Feb 2027 to Mar 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,049
Oceanview
$1,292
Balcony
$1,624
Suite
$1,849
From
US$1,049
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Jan 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$699
Oceanview
$769
Balcony
$1,124
Suite
$1,379
From
US$699
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Apr 2028
Visit: USA, Jamaica, Cayman Islands, Bahamas
Inside
$774
Oceanview
$954
Balcony
$1,074
Suite
$2,754
From
US$774
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$868
Oceanview
$998
Balcony
$1,408
Suite
$1,512
From
US$868
Save 787
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departure: 13 February 2027
Visit: Panama, Colombia, Aruba, Bonaire
Bonus Onboard Credit
Exclusive Savings
Inside
$1,038
Oceanview
$1,068
Balcony
$1,708
Suite
$2,321
From
US$1,038
Save 564
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Jan 2028 to Feb 2028
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Princess Standard
Inside
$975
Oceanview
$1,224
Balcony
$1,199
Suite
$1,899
From
US$975
Per Person
View Trip
Cruise
 (9)

8 Days (7 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, Grenada, Barbados
Princess Standard
Inside
$779
Oceanview
$889
Balcony
$1,224
Suite
$1,619
From
US$779
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
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,537
From
US$732
Save 435
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,588
Oceanview
$1,878
Balcony
$2,208
Suite
$3,208
From
US$1,588
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Belize, Honduras, Mexico
Princess Standard
Inside
$1,628
Oceanview
-
Balcony
$1,818
Suite
$2,388
From
US$1,628
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Departure: 26 February 2027
Visit: Barbados, Puerto Rico, Saint Martin, Martinique, Dominica, Grenada
Princess Standard
Inside
$1,049
Oceanview
$1,225
Balcony
$1,624
Suite
$1,849
From
US$1,049
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Aruba, Curacao, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
Cruise
 (2)

7 Days (6 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$534
Oceanview
$694
Balcony
$719
Suite
$904
From
US$534
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 01 February 2027
Visit: USA, Aruba, Curacao, Saint Vincent (+4 more), Saint Lucia, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,899
Oceanview
$4,799
Balcony
$6,149
Suite
$7,699
From
US$3,899
Save 3,899
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 12 February 2028
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$1,032
Oceanview
$1,272
Balcony
$1,432
Suite
$3,920
From
US$1,032
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
$1,299
Oceanview
$1,499
Balcony
$2,099
Suite
$3,099
From
US$1,299
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Nov 2026 to Feb 2027
Visit: USA, Saint Martin, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Bahamas
Inside
$1,485
Oceanview
$1,290
Balcony
$1,490
Suite
$4,590
From
US$1,290
Per Person
View Trip
Results: 91-120 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