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

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$644
Oceanview
$744
Balcony
$994
Suite
$1,499
From
US$644
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 02 December 2027
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$1,063
Oceanview
$1,315
Balcony
$1,705
Suite
$2,210
From
US$1,063
Save 518
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 20 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,021
Balcony
-
Suite
$7,610
From
US$6,021
Save 774
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Apr 2027
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$537
Oceanview
$642
Balcony
$738
Suite
$1,370
From
US$537
Save 607
Per Person
View Trip
Cruise

6 Days (5 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Feb 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$502
Oceanview
$586
Balcony
$737
Suite
$1,246
From
US$502
Save 326
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 13 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Barbados, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,192
Oceanview
$1,294
Balcony
$1,780
Suite
$4,916
From
US$1,406
Save 480
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departures: Dec 2027 to Jan 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin
Exclusive Savings
Inside
$1,399
Oceanview
$1,799
Balcony
$2,092
Suite
$2,383
From
US$1,399
Save 63
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Departures: Jan 2027 to Apr 2028
Visit: Martinique, Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$769
Oceanview
$1,029
Balcony
$1,199
Suite
$1,850
From
US$769
Save 52
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize, Honduras
Inside
-
Oceanview
-
Balcony
-
Suite
$4,620
From
US$4,620
Per Person
View Trip
Cruise

5 Days (4 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Feb 2027 to Mar 2028
Visit: USA, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$448
Oceanview
$479
Balcony
$516
Suite
$821
From
US$448
Save 285
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$644
Oceanview
$844
Balcony
$894
Suite
$1,404
From
US$644
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 26 December 2027
Visit: USA, Bahamas, Jamaica, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,393
Oceanview
$1,573
Balcony
$1,882
Suite
$2,812
From
US$1,393
Save 675
Per Person
View Trip
Cruise

11 Days (10 Nights) Tampa to Tampa
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,280
Suite
$10,211
From
US$9,280
Save 9,618
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 05 December 2026
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands (+4 more), Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$969
Oceanview
$1,189
Balcony
$1,729
Suite
$2,949
From
US$969
Per Person
View Trip
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$568
Oceanview
$688
Balcony
$869
Suite
$1,694
From
US$568
Save 488
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 26 December 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Saint Martin, Virgin Islands
Inside
$1,826
Oceanview
$2,094
Balcony
$2,424
Suite
$3,501
From
US$1,826
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departure: 26 December 2027
Visit: Guadeloupe, Saint Vincent, Barbados, Trinidad and Tobago, Grenada, Martinique
Exclusive Savings
Inside
$1,832
Oceanview
$2,103
Balcony
$2,288
Suite
$4,073
From
US$1,832
Save 50
Per Person
View Trip
Cruise

10 Days (9 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 07 December 2026
Visit: USA, Puerto Rico, Sint Maarten, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$970
Oceanview
$1,120
Balcony
$1,652
Suite
$3,779
From
US$970
Save 544
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$598
Oceanview
$778
Balcony
$928
Suite
$1,688
From
US$598
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 28 December 2026
Visit: USA, Belize, Honduras, Mexico
Inside
$1,169
Oceanview
$1,199
Balcony
$1,629
Suite
$1,709
From
US$1,169
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,720
Balcony
$5,280
Suite
$9,040
From
US$4,720
Save 1,180
Per Person
View Trip
New ReleaseCruise

10 Days (9 Nights) Saint John's to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Guadeloupe, Dominica, Saint Kitts and Nevis, Antigua and Barbuda
Preferred Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$7,652
Balcony
-
Suite
$9,695
From
US$7,652
Save 993
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Sep 2026 to Nov 2027
Visit: USA, Aruba, Curacao, Dominican Republic, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$790
Oceanview
$1,031
Balcony
$1,304
Suite
$2,105
From
US$790
Save 574
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 30 December 2027
Visit: USA, Puerto Rico, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,634
Oceanview
$1,932
Balcony
$1,991
Suite
$4,287
From
US$1,634
Save 785
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 05 December 2027
Visit: USA, Antigua and Barbuda, Virgin Islands, Dominican Republic
Inside
$659
Oceanview
$809
Balcony
$969
Suite
$1,489
From
US$659
Per Person
View Trip
Cruise

9 Days (8 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departure: 31 December 2027
Visit: USA, Mexico, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,366
Oceanview
$1,467
Balcony
$1,667
Suite
$2,218
From
US$1,366
Save 675
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Volendam
Departure: 22 December 2026
Visit: USA, Aruba, Trinidad and Tobago, Grenada (+4 more), Barbados, Saint Lucia, Puerto Rico, Bahamas
Fare Saver
Inside
$2,089
Oceanview
$2,159
Balcony
$3,923
Suite
$9,313
From
US$2,089
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 05 December 2026
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$484
Oceanview
$636
Balcony
$768
Suite
$1,237
From
US$484
Save 408
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 05 December 2026
Visit: Barbados, Saint Vincent, Martinique, Guadeloupe, Saint Barthelemy, Antigua and Barbuda, Saint Lucia
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$4,550
Balcony
$5,040
Suite
$4,760
From
US$4,550
Save 1,950
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2027 to Dec 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin
Exclusive Savings
Inside
$1,114
Oceanview
$1,210
Balcony
$1,500
Suite
$4,153
From
US$1,312
Save 509
Per Person
View Trip
Results: 391-420 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