Caribbean Cruises Starting In December 2026 and 2027

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5 Days
37 Days
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$130,398pp
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499 Cruises (2,642 Cruise Departures)
Cruise
 (13)

34 Days (33 Nights) Miami to London
Cruise Line: Cunard
Departure: 17 December 2026
Visit: USA, Puerto Rico, Antigua and Barbuda, Saint Lucia (+8 more), Barbados, Saint Martin, Cayman Islands, Jamaica, Honduras, Mexico, Portugal, England
Inside
$4,809
Oceanview
$6,009
Balcony
$7,447
Suite
$20,218
From
US$4,809
Per Person
View Trip
Cruise
 (13)

27 Days (26 Nights) Miami to London
Cruise Line: Cunard
Departure: 23 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent (+5 more), Barbados, Saint Lucia, Saint Martin, Portugal, England
Inside
$4,959
Oceanview
$5,859
Balcony
$7,197
Suite
$18,879
From
US$4,959
Per Person
View Trip
Cruise
 (5)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departures: Jun 2026 to Mar 2027
Visit: USA, Mexico, Bahamas
Inside
$645
Oceanview
$795
Balcony
$995
Suite
$2,575
From
US$645
Per Person
View Trip
Cruise
 (5)

22 Days (21 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ship: Viking Sea
Departure: 15 December 2026
Visit: Puerto Rico, Barbados, French Guiana, Brazil (+4 more), Trinidad and Tobago, Saint Lucia, Antigua and Barbuda, Virgin Islands
Viking $799 Air Deal
Inside
-
Oceanview
-
Balcony
$11,699
Suite
-
From
US$11,699
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2026 to Dec 2026
Visit: USA, Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Princess Standard
Inside
$1,149
Oceanview
$1,209
Balcony
$1,549
Suite
$2,499
From
US$1,149
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 12 December 2027
Visit: USA, Jamaica, Colombia, Panama (+7 more), Costa Rica, Honduras, Belize, Aruba, Curacao, Bonaire, Dominican Republic
Bonus Onboard Credit
Exclusive Savings
Inside
$2,682
Oceanview
$2,953
Balcony
$3,487
Suite
-
From
US$2,682
Save 62
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Aug 2027
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$708
Oceanview
$848
Balcony
$900
Suite
$1,677
From
US$708
Save 771
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Oct 2026 to Dec 2027
Visit: USA, Bonaire, Aruba, Curacao (+7 more), Dominican Republic, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Bonus Onboard Credit
Inside
$1,934
Oceanview
$2,308
Balcony
$2,643
Suite
$11,717
From
US$1,934
Per Person
View Trip
Cruise

26 Days (25 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 19 December 2027
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy (+14 more), Saint Kitts and Nevis, Antigua and Barbuda, Dominica, Saint Lucia, Barbados, Grenada, Aruba, Bonaire, Curacao, Colombia, Panama, Costa Rica, Jamaica, Cayman Islands
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$15,529
Suite
$17,489
From
US$15,529
Save 25,069
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 02 December 2027
Visit: USA, Jamaica, Panama, Costa Rica, Colombia
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$5,215
Suite
$5,880
From
US$5,215
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Feb 2027
Visit: USA, Mexico, Belize, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$531
Oceanview
$601
Balcony
$931
Suite
$1,438
From
US$531
Save 635
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 13 December 2026
Visit: USA, Cayman Islands, Jamaica, Curacao (+7 more), Bonaire, Aruba, Colombia, Panama, Costa Rica, Honduras, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$2,754
Oceanview
$2,987
Balcony
$3,472
Suite
$13,308
From
US$2,754
Save 65
Per Person
View Trip
Cruise
 (1)

16 Days (15 Nights) Miami to Lima
Cruise Line: Oceania Cruises
Departure: 19 December 2026
Visit: USA, Curacao, Aruba, Colombia, Panama, Ecuador, Peru
Upgrade Your Experience
Your World Inclusions
Exclusive Savings
Inside
$3,600
Oceanview
$3,765
Balcony
$5,042
Suite
$7,310
From
US$3,600
Save 4,998
Per Person
View Trip
Cruise
 (3)

12 Days (11 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departures: Nov 2026 to Mar 2028
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Bonus Onboard Credit
Inside
$946
Oceanview
$1,066
Balcony
$1,366
Suite
$3,314
From
US$946
Per Person
View Trip
Cruise
 (3)

23 Days (22 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Poesia
Departure: 23 December 2026
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Honduras, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$2,718
Oceanview
$2,970
Balcony
$3,688
Suite
-
From
US$2,718
Save 66
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 22 December 2027
Visit: USA, Mexico, Guatemala, Belize (+5 more), Honduras, Costa Rica, Panama, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,245
Suite
$9,882
From
US$9,245
Save 16,553
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Jan 2026 to Apr 2028
Visit: USA, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$698
Oceanview
$808
Balcony
$790
Suite
$1,938
From
US$698
Save 1,108
Per Person
View Trip
Cruise
 (4)

29 Days (28 Nights) Bridgetown to Valparaiso
Cruise Line: Azamara Cruises
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba (+11 more), Dominican Republic, Bahamas, USA, Mexico, Belize, Honduras, Costa Rica, Panama, Ecuador, Peru, Chile
Azamara Always Included
Exclusive Savings
Inside
$8,979
Oceanview
$10,570
Balcony
$12,878
Suite
$18,824
From
US$8,979
Save 210
Per Person
View Trip
Cruise
 (1)

37 Days (36 Nights) Miami to Buenos Aires
Cruise Line: Oceania Cruises
Departure: 19 December 2026
Visit: USA, Curacao, Aruba, Colombia (+7 more), Panama, Ecuador, Peru, Chile, Argentina, Falkland Islands, Uruguay
Your World Inclusions
Black Friday Sale + Your World Included
Exclusive Savings
Inside
$10,002
Oceanview
$10,633
Balcony
$14,076
Suite
$20,430
From
US$10,002
Save 10,396
Per Person
View Trip
Results: 481-499 of 499

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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 Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver 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 London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Vancouver 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 Philadelphia to Philadelphia 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 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 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 Vancouver Cruises from Seattle to Seattle Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Venice to Barcelona Cruises from Venice to Rome

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal 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 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 Germany Cruises from Singapore to China 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 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 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 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