Caribbean Cruises Starting In December 2026 and 2027

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5 Days
37 Days
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$135,698pp
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526 Cruises (2,663 Cruise Departures)
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
Exclusive Savings
Inside
$3,013
Oceanview
$3,265
Balcony
$4,002
Suite
-
From
US$3,013
Save 75
Per Person
View Trip
Cruise

30 Days (29 Nights) Miami to Los Angeles
Cruise Line: Oceania Cruises
Departure: 06 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+11 more), Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,336
Suite
$19,380
From
US$14,336
Save 15,062
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
$657
Oceanview
$720
Balcony
$871
Suite
$1,888
From
US$657
Save 711
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$20,429
Suite
$21,605
From
US$20,429
Save 21,169
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
Exclusive Savings
Inside
$2,851
Oceanview
$3,084
Balcony
$3,579
Suite
$14,424
From
US$2,851
Save 68
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
$12,283
Suite
$13,214
From
US$12,283
Save 12,715
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
Inside
$1,929
Oceanview
$2,347
Balcony
$2,638
Suite
$12,008
From
US$1,929
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
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
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
Exclusive Savings
Inside
$943
Oceanview
$1,063
Balcony
$1,363
Suite
$3,767
From
US$943
Save 54
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
Exclusive Savings
Inside
$2,677
Oceanview
$2,948
Balcony
$3,482
Suite
-
From
US$2,677
Save 62
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
Your World Inclusions
Exclusive Savings
Inside
$3,225
Oceanview
$3,375
Balcony
$4,565
Suite
$7,257
From
US$3,225
Save 5,373
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
$1,224
Oceanview
$1,414
Balcony
$1,649
Suite
$2,549
From
US$1,224
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: May 2026 to Feb 2027
Visit: USA, Mexico, Belize, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$526
Oceanview
$606
Balcony
$770
Suite
$1,176
From
US$526
Save 825
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: USA, Honduras, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$650
Oceanview
$739
Balcony
$781
Suite
$1,948
From
US$650
Save 1,108
Per Person
View Trip
Cruise
 (5)

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 Included Credit
Your World Inclusions
Exclusive Savings
Inside
$10,148
Oceanview
$10,778
Balcony
$14,949
Suite
-
From
US$10,148
Save 10,550
Per Person
View Trip
Results: 511-526 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