Caribbean Cruises Starting In February 2027 and 2028

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426 Cruises (2,609 Cruise Departures)
Cruise
 (1)

12 Days (11 Nights) San Juan to Manaus
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 06 February 2028
Visit: Puerto Rico, Montserrat, Barbados, French Guiana, Brazil
Inside
-
Oceanview
-
Balcony
-
Suite
$7,905
From
US$7,905
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
$619
Oceanview
$797
Balcony
$790
Suite
$1,149
From
US$619
Per Person
View Trip
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
Inside
$1,699
Oceanview
$1,889
Balcony
$2,369
Suite
$6,739
From
US$1,699
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2027 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$493
Oceanview
$613
Balcony
$1,018
Suite
$1,420
From
US$493
Save 520
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Inside
$1,449
Oceanview
$1,549
Balcony
$1,719
Suite
$1,919
From
US$1,449
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
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departures: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Inside
$419
Oceanview
$539
Balcony
$621
Suite
$1,461
From
US$419
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, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,243
Oceanview
$1,792
Balcony
$1,765
Suite
$2,758
From
US$1,243
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 07 February 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Inside
$1,290
Oceanview
$1,490
Balcony
$1,791
Suite
$4,950
From
US$1,290
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
 (7)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 14 February 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Dominican Republic, Honduras, Mexico, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,390
Oceanview
$1,560
Balcony
$2,040
Suite
$2,970
From
US$1,390
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
$1,013
Balcony
$1,196
Suite
$2,957
From
US$1,073
Save 482
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
 (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
 (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
 (3)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 23 February 2027
Visit: Barbados, Saint Vincent, Grenada, Martinique (+6 more), Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Inside
$2,420
Oceanview
$2,840
Balcony
$3,040
Suite
$5,140
From
US$2,420
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 February 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,728
Oceanview
-
Balcony
$2,208
Suite
$3,428
From
US$1,728
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
$2,905
From
US$1,334
Save 457
Per Person
View Trip
Cruise
 (9)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 21 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda (+5 more), Saint Lucia, Barbados, Martinique, Dominica, Grenada
Princess Standard
Inside
$1,592
Oceanview
$1,622
Balcony
$2,572
Suite
$3,432
From
US$1,592
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,169
Oceanview
$1,319
Balcony
$1,539
Suite
$2,339
From
US$1,169
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,389
Oceanview
$1,509
Balcony
$1,759
Suite
$2,519
From
US$1,389
Per Person
View Trip
Cruise
 (9)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 07 February 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Dominica, Barbados
Princess Standard
Inside
$789
Oceanview
$819
Balcony
$1,454
Suite
$1,699
From
US$789
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Departure: 10 February 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$8,030
From
US$5,360
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
 (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
 (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
 (3)

22 Days (21 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 (+9 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$2,219
Oceanview
$2,579
Balcony
$3,479
Suite
$4,779
From
US$2,219
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jun 2026 to Apr 2028
Visit: USA, Cayman Islands, Bahamas
Inside
$595
Oceanview
$695
Balcony
$895
Suite
$2,875
From
US$595
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 23 February 2027
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Dominican Republic, Bahamas
Your World Inclusions
Exclusive Savings
Inside
$3,249
Oceanview
$3,799
Balcony
$4,749
Suite
$6,299
From
US$3,249
Save 3,249
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 07 February 2028
Visit: USA, Saint Martin, Saint Lucia, Antigua and Barbuda, Puerto Rico, Dominican Republic
Inside
$1,259
Oceanview
$1,559
Balcony
$1,909
Suite
$2,359
From
US$1,259
Per Person
View Trip
Results: 121-150 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