Caribbean Cruises Starting In December 2026, 2027 and 2028

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37 Days
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562 Cruises (2,606 Cruise Departures)
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Jamaica
Exclusive Savings
Inside
$1,100
Oceanview
$1,386
Balcony
$1,259
Suite
$4,903
From
US$1,100
Save 571
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 05 December 2027
Visit: Puerto Rico, Barbados, Grenada, Dominica, Antigua and Barbuda, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$679
Oceanview
$729
Balcony
$1,309
Suite
$1,489
From
US$679
Save 396
Per Person
View Trip
Cruise

12 Days (11 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departure: 28 December 2027
Visit: Saint Martin, Virgin Islands, Anguilla, Antigua and Barbuda (+6 more), Saint Kitts and Nevis, Guadeloupe, Aruba, Curacao, Bonaire, Barbados
Inside
-
Oceanview
-
Balcony
$6,498
Suite
$12,998
From
US$6,498
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2028
Visit: USA, Turks and Caicos Islands, Bahamas
Inside
$299
Oceanview
$439
Balcony
$589
Suite
$1,399
From
US$299
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

5 Days (4 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$414
Oceanview
$454
Balcony
$534
Suite
$844
From
US$414
Save 417
Per Person
View Trip
Cruise

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departure: 23 December 2026
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Saint Martin, Virgin Islands
Inside
$2,299
Oceanview
$2,799
Balcony
$4,249
Suite
$4,879
From
US$2,299
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2028
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Inside
-
Oceanview
-
Balcony
$4,098
Suite
$7,998
From
US$4,098
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe, Saint Vincent
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,800
Balcony
$5,500
Suite
$9,600
From
US$4,800
Save 2,500
Per Person
View Trip
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Dec 2027 to Jan 2028
Visit: USA, Turks and Caicos Islands, Aruba, Curacao, Bonaire
Princess Standard
Inside
$704
Oceanview
$724
Balcony
$949
Suite
$1,379
From
US$704
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,900
From
US$4,900
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 12 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Dominican Republic, Turks and Caicos Islands
Fare Saver
Inside
$1,314
Oceanview
$1,534
Balcony
$1,944
Suite
$3,064
From
US$1,314
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 06 December 2026
Visit: USA, Bahamas, Cayman Islands, Jamaica
Exclusive Savings
Inside
$639
Oceanview
$779
Balcony
$1,032
Suite
$2,291
From
US$639
Save 348
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis (+4 more), Puerto Rico, Saint Martin, Antigua and Barbuda, Montserrat
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$9,835
From
US$9,835
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,435
From
US$7,435
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,116
Oceanview
$1,466
Balcony
$1,746
Suite
$6,636
From
US$1,116
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 31 December 2027
Visit: USA, Bahamas, Honduras, Mexico, Dominican Republic, Puerto Rico
Inside
$2,163
Oceanview
$2,602
Balcony
$2,868
Suite
$4,669
From
US$2,163
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
$2,099
From
US$1,159
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
$886
Oceanview
$977
Balcony
$1,274
Suite
$2,969
From
US$886
Save 640
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 28 December 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$10,199
Suite
$10,549
From
US$10,199
Save 10,199
Per Person
View Trip
Cruise

22 Days (21 Nights) Bridgetown to Bridgetown
Cruise Line: Seabourn
Departure: 18 December 2027
Visit: Barbados, Grenada, Saint Vincent, Martinique (+9 more), Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Anguilla, Saint Martin, Aruba, Curacao, Bonaire
Inside
-
Oceanview
-
Balcony
$11,898
Suite
$23,598
From
US$11,898
Per Person
View Trip
Cruise

15 Days (14 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Nov 2027 to Dec 2027
Visit: Dominican Republic, Aruba, Curacao, Bonaire (+5 more), Grenada, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Inside
$1,292
Oceanview
$1,592
Balcony
$2,572
Suite
$3,712
From
US$1,292
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 02 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Bahamas
Exclusive Savings
Inside
$796
Oceanview
$1,084
Balcony
$1,225
Suite
$2,867
From
US$1,324
Save 50
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Fare Saver
Inside
$599
Oceanview
$649
Balcony
$899
Suite
$1,499
From
US$599
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
$12,849
Suite
$13,799
From
US$12,849
Save 12,849
Per Person
View Trip
Cruise

18 Days (17 Nights) Galveston to Galveston
Cruise Line: Regent Seven Seas
Departure: 11 December 2026
Visit: USA, Jamaica, Dominican Republic, Puerto Rico (+5 more), Virgin Islands, Saint Martin, Saint Barthelemy, Antigua and Barbuda, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$13,499
Suite
$15,399
From
US$13,499
Save 13,499
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 16 December 2027
Visit: USA, Haiti, Dominican Republic, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$869
Oceanview
$906
Balcony
$1,192
Suite
$1,532
From
US$869
Save 451
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: May 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$879
Oceanview
$1,009
Balcony
$1,239
Suite
$1,619
From
US$879
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 18 December 2027
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Turks and Caicos Islands, Bahamas
Inside
$2,181
Oceanview
$2,531
Balcony
$2,881
Suite
$4,871
From
US$2,181
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
Results: 391-420 of 562

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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