Caribbean Cruises Starting In December 2026 and 2027

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526 Cruises (2,663 Cruise Departures)
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Aruba (+4 more), Curacao, Colombia, Panama, Costa Rica
Exclusive Savings
Inside
$1,869
Oceanview
$2,255
Balcony
$3,545
Suite
$4,942
From
US$1,869
Save 71
Per Person
View Trip
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 23 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Saint Lucia, Saint Martin
Inside
$3,129
Oceanview
$3,679
Balcony
$4,229
Suite
$11,618
From
US$3,129
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Miami
Cruise Line: Princess
Departure: 12 December 2027
Visit: USA, Belize, Honduras, Mexico (+5 more), Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$1,983
Oceanview
-
Balcony
$2,298
Suite
$3,463
From
US$1,983
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 07 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Lucia, Guadeloupe, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,603
Suite
$10,995
From
US$10,603
Save 10,995
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Mar 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Inside
$578
Oceanview
$778
Balcony
$928
Suite
$1,318
From
US$578
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Belize, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$671
Oceanview
$720
Balcony
$892
Suite
$1,226
From
US$671
Save 356
Per Person
View Trip
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,427
Oceanview
$3,718
Balcony
$5,561
Suite
$7,695
From
US$3,427
Save 3,571
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 21 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Jamaica, Cayman Islands, Mexico
Inside
$2,051
Oceanview
$2,274
Balcony
$2,749
Suite
$4,437
From
US$2,051
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Exclusive Savings
Inside
$1,789
Oceanview
$1,992
Balcony
$2,128
Suite
$2,788
From
US$1,789
Save 50
Per Person
View Trip
Cruise
 (2)

14 Days (13 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 23 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+4 more), Saint Vincent, Dominica, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$2,433
Oceanview
$2,733
Balcony
$3,032
Suite
$8,138
From
US$2,896
Save 975
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,125
From
US$4,125
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 28 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,277
Oceanview
$1,546
Balcony
$2,049
Suite
$2,823
From
US$1,277
Save 673
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico, Cayman Islands, Bahamas
Exclusive Savings
Inside
$807
Oceanview
$915
Balcony
$1,015
Suite
$2,186
From
US$939
Save 318
Per Person
View Trip
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: May 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$689
Oceanview
$919
Balcony
$774
Suite
$1,219
From
US$689
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 06 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$6,399
Balcony
$6,693
Suite
$12,769
From
US$6,399
Save 100
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,069
Oceanview
-
Balcony
$1,354
Suite
$1,979
From
US$1,069
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 12 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique, Dominica, Barbados
Princess Standard
Inside
$709
Oceanview
$756
Balcony
$1,184
Suite
$1,919
From
US$709
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 03 December 2026
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Dominica, Antigua and Barbuda
Exclusive Savings
Inside
$1,003
Oceanview
$1,257
Balcony
$1,390
Suite
$4,486
From
US$1,187
Save 418
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$881
Oceanview
$981
Balcony
$1,010
Suite
$2,081
From
US$881
Save 726
Per Person
View Trip
Cruise
 (4)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 06 December 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+5 more), Saint Lucia, Barbados, Grenada, Aruba, Curacao
Princess Standard
Inside
$1,424
Oceanview
$1,674
Balcony
$1,849
Suite
$2,299
From
US$1,424
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,362
Oceanview
$1,624
Balcony
$1,645
Suite
$2,918
From
US$1,362
Save 720
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Mar 2026 to Feb 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Inside
$779
Oceanview
$919
Balcony
$1,019
Suite
$1,329
From
US$779
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic (+4 more), Turks and Caicos Islands, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$1,474
Oceanview
$1,983
Balcony
$1,833
Suite
$2,719
From
US$1,474
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 23 December 2027
Visit: USA, Aruba, Colombia, Panama, Costa Rica, Mexico
Princess Standard
Inside
$1,424
Oceanview
$1,724
Balcony
$2,049
Suite
$2,649
From
US$1,424
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: Puerto Rico, Dominica, Barbados, Saint Lucia, Antigua and Barbuda, Virgin Islands
Exclusive Savings
Inside
$574
Oceanview
$666
Balcony
$917
Suite
$2,627
From
US$671
Save 350
Per Person
View Trip
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 05 December 2026
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Limited Time Offer
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$3,432
From
US$952
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 13 December 2026
Visit: Puerto Rico, Saint Martin, Saint Kitts and Nevis, Barbados, Saint Lucia, Virgin Islands
Inside
$1,419
Oceanview
$1,499
Balcony
$1,579
Suite
$2,022
From
US$1,419
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,480
From
US$5,480
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, Mexico
Inside
$449
Oceanview
$639
Balcony
$639
Suite
$1,511
From
US$449
Per Person
View Trip
Results: 61-90 of 526

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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 Los Angeles Cruises from Fort Lauderdale to London 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 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 Barcelona Cruises from Rome to Lisbon 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 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 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 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