Caribbean Cruises Starting In December 2026 and 2027

Filter Results
Departures
Duration
5 Days
37 Days
Start & End Cities
Ship Size
Cruise Lines
Show More...
Price
$100pp
$135,698pp
Countries
Show More...
Filter Results
526 Cruises (2,663 Cruise Departures)
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departure: 20 December 2026
Visit: Colombia, Aruba, Bonaire, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$1,810
Oceanview
$1,886
Balcony
$2,143
Suite
$2,028
From
US$1,810
Save 896
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Sanctuary Collection
Inside
$749
Oceanview
$949
Balcony
$984
Suite
$1,349
From
US$749
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 26 December 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Inside
$1,159
Oceanview
$1,329
Balcony
$1,509
Suite
$2,043
From
US$1,159
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 05 December 2026
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$638
Oceanview
$818
Balcony
$978
Suite
$2,819
From
US$638
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,699
Oceanview
$2,159
Balcony
$2,741
Suite
$4,225
From
US$1,699
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Mar 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,136
Oceanview
$1,458
Balcony
$1,461
Suite
$4,000
From
US$1,341
Save 737
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Exclusive Savings
Inside
$849
Oceanview
$1,509
Balcony
$1,259
Suite
$1,359
From
US$849
Save 54
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2027 to Feb 2028
Visit: USA, Mexico, Belize, Honduras
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$1,999
Oceanview
$2,641
Balcony
$3,223
Suite
$4,387
From
US$1,999
Save 2,099
Per Person
View Trip
Cruise
 (7)

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Departure: 19 December 2026
Visit: USA, Aruba, Curacao, Antigua and Barbuda, Virgin Islands, Puerto Rico
Princess Standard
Inside
$869
Oceanview
$966
Balcony
$1,544
Suite
$1,999
From
US$869
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, Cayman Islands, Mexico
Exclusive Savings
Inside
$939
Oceanview
$1,184
Balcony
$1,294
Suite
$3,592
From
US$1,098
Save 585
Per Person
View Trip
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 27 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Limited Time Offer
Inside
$1,883
Oceanview
$2,093
Balcony
$2,373
Suite
$5,523
From
US$1,883
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departure: 25 December 2027
Visit: Martinique, Guadeloupe, Saint Vincent, Barbados, Trinidad and Tobago, Grenada
Exclusive Savings
Inside
$1,839
Oceanview
$2,013
Balcony
$2,295
Suite
$3,672
From
US$1,839
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 05 December 2027
Visit: USA, Belize, Mexico
Exclusive Savings
Inside
$620
Oceanview
$670
Balcony
$950
Suite
$2,890
From
US$720
Save 250
Per Person
View Trip
Cruise
 (3)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 23 December 2027
Visit: USA, Aruba, Curacao, Bonaire, Dominican Republic, Jamaica
Inside
$1,749
Oceanview
$1,909
Balcony
$2,102
Suite
$5,429
From
US$1,749
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 20 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Dominican Republic
Exclusive Savings
Inside
$2,101
Oceanview
$2,353
Balcony
$2,673
Suite
$3,566
From
US$2,101
Save 51
Per Person
View Trip
Cruise
 (4)

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Martinique, Barbados, Saint Lucia, Saint Martin
Princess Standard
Inside
$1,704
Oceanview
$1,709
Balcony
$1,819
Suite
$2,349
From
US$1,704
Per Person
View Trip
New ReleaseCruise
 (3)

10 Days (9 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departures: Dec 2027 to Dec 2027
Visit: Barbados, Saint Lucia, Martinique, Saint Vincent
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,783
Balcony
-
Suite
$8,639
From
US$6,783
Save 1,399
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Princess
Departure: 19 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands, Bahamas, Turks and Caicos Islands
Princess Standard
Inside
$2,303
Oceanview
-
Balcony
$2,728
Suite
$4,079
From
US$2,303
Per Person
View Trip
Cruise
 (3)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 10 December 2026
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,909
Oceanview
$4,733
Balcony
$4,613
Suite
$6,795
From
US$3,909
Save 4,089
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Jan 2027
Visit: Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Inside
$837
Oceanview
$997
Balcony
$1,497
Suite
$2,031
From
US$837
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 29 December 2026
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+6 more), Martinique, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$2,695
Oceanview
$2,919
Balcony
$3,439
Suite
$4,190
From
US$2,695
Save 72
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 19 December 2026
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$2,753
Oceanview
$3,113
Balcony
$3,285
Suite
$7,441
From
US$2,753
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 26 December 2026
Visit: Martinique, Guadeloupe, Barbados, Saint Vincent, Grenada, Saint Lucia
Inside
$1,802
Oceanview
$1,908
Balcony
$2,123
Suite
$2,937
From
US$1,802
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 19 December 2026
Visit: USA, Dominican Republic, Turks and Caicos Islands, Bahamas
Fare Saver
Inside
$944
Oceanview
$1,094
Balcony
$1,444
Suite
$2,544
From
US$944
Per Person
View Trip
Cruise
 (5)

16 Days (15 Nights) Bridgetown to Bridgetown
Cruise Line: Azamara Cruises
Departure: 12 December 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis (+7 more), Saint Martin, Virgin Islands, Puerto Rico, Antigua and Barbuda, Saint Vincent, Grenada, Trinidad and Tobago
Azamara Always Included
Exclusive Savings
Inside
$3,844
Oceanview
$4,824
Balcony
$5,978
Suite
$9,179
From
US$3,844
Save 85
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Mar 2028
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$785
Oceanview
$855
Balcony
$1,127
Suite
$1,807
From
US$785
Save 534
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Feb 2027 to Dec 2027
Visit: USA, Cayman Islands, Colombia, Panama, Costa Rica, Belize, Mexico
Inside
$1,499
Oceanview
$1,849
Balcony
$2,868
Suite
$3,246
From
US$1,499
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,025
From
US$4,025
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Bonus Onboard Credit
Inside
$2,899
Oceanview
$3,689
Balcony
$3,699
Suite
$10,104
From
US$2,899
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
$649
Oceanview
$829
Balcony
$774
Suite
$1,239
From
US$649
Per Person
View Trip
Results: 181-210 of 526

No trips found. Try adjusting the search filters.

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