Caribbean Cruises Starting In December 2026, 2027 and 2028

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5 Days
37 Days
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561 Cruises (2,600 Cruise Departures)
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Inside
-
Oceanview
-
Balcony
-
Suite
$5,050
From
US$5,050
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
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,800
From
US$4,800
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 19 December 2026
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba
Exclusive Savings
Inside
$1,187
Oceanview
$1,377
Balcony
$1,890
Suite
$3,182
From
US$1,187
Save 593
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Honduras, Belize, Mexico
Princess Standard
Sanctuary Collection
Inside
$2,728
Oceanview
$2,998
Balcony
$3,298
Suite
$4,998
From
US$2,728
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 Mar 2027
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Inside
$729
Oceanview
$869
Balcony
$1,369
Suite
$1,959
From
US$729
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departures: Dec 2026 to Mar 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,899
Suite
$6,549
From
US$3,899
Save 5,249
Per Person
View Trip
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 19 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,089
Oceanview
$1,392
Balcony
$1,461
Suite
$4,623
From
US$1,089
Save 671
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
$1,509
Oceanview
$1,849
Balcony
$2,939
Suite
$3,329
From
US$1,509
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$844
Oceanview
$964
Balcony
$1,143
Suite
$1,899
From
US$844
Save 583
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Mar 2028
Visit: USA, Cayman Islands, Mexico
Exclusive Savings
Inside
$597
Oceanview
$647
Balcony
$927
Suite
$2,577
From
US$597
Save 513
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: Ponant
Ship: Le Champlain
Departure: 22 December 2027
Visit: Martinique, Antigua and Barbuda, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis, Guadeloupe
Inside
-
Oceanview
-
Balcony
$5,210
Suite
$7,780
From
US$5,210
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2026 to Jan 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$644
Oceanview
$684
Balcony
$959
Suite
$1,254
From
US$644
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
$849
Oceanview
$1,049
Balcony
$1,249
Suite
$2,149
From
US$849
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
$1,399
Oceanview
$1,789
Balcony
$2,099
Suite
$2,749
From
US$1,399
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 21 December 2026
Visit: USA, Mexico, Honduras, Belize
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,199
Suite
$5,149
From
US$3,199
Save 3,199
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
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,686
Balcony
-
Suite
$7,324
From
US$5,686
Save 1,109
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$633
Oceanview
$742
Balcony
$1,005
Suite
$1,484
From
US$633
Save 482
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 13 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Martin, Puerto Rico, Saint Kitts and Nevis, Saint Barthelemy, Anguilla
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$8,645
From
US$8,645
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$567
Oceanview
$677
Balcony
$820
Suite
$1,330
From
US$567
Save 841
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Saint Martin, Virgin Islands, Dominican Republic
Exclusive Savings
Inside
$913
Oceanview
$1,154
Balcony
$1,324
Suite
$3,798
From
US$913
Save 892
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,315
From
US$7,315
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departure: 17 December 2026
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Kitts and Nevis, Saint Martin
Inside
-
Oceanview
-
Balcony
$3,595
Suite
$4,765
From
US$3,595
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Apr 2028
Visit: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$848
Oceanview
$970
Balcony
$1,162
Suite
$2,964
From
US$848
Save 1,285
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Dec 2026 to Feb 2028
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Inside
-
Oceanview
-
Balcony
$4,498
Suite
$7,998
From
US$4,498
Per Person
View Trip
Cruise

12 Days (11 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$999
Oceanview
$1,049
Balcony
$1,849
Suite
$1,929
From
US$999
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Tampa
Cruise Line: Regent Seven Seas
Departure: 01 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,499
Suite
$10,899
From
US$10,499
Save 10,499
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 13 December 2027
Visit: USA, Jamaica, Bonaire, Curacao, Aruba, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$5,350
From
US$5,350
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 28 December 2026
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,631
Oceanview
$2,818
Balcony
$2,799
Suite
$6,713
From
US$1,631
Save 788
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Departure: 17 December 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$3,300
Balcony
$4,000
Suite
$6,300
From
US$3,300
Save 1,500
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,505
From
US$5,505
Per Person
View Trip
Results: 301-330 of 561

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Routes

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 Barcelona Cruises from London to Fort Lauderdale Cruises from London to Reykjavik Cruises from London to Rome 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 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 Peru to Argentina 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 Canada Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Dominican Republic to USA Cruises from France to Iceland Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England 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 Italy 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 USA to Panama Cruises from USA to Peru Cruises from USA to Spain