Caribbean Cruises Starting In December 2026 and 2027

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526 Cruises (2,663 Cruise Departures)
Cruise
 (2)

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Curacao, Bonaire, Aruba
Exclusive Savings
Inside
$1,732
Oceanview
$1,974
Balcony
$2,058
Suite
$5,917
From
US$2,053
Save 890
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Mexico, Honduras, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,718
Oceanview
$1,868
Balcony
$1,943
Suite
$2,873
From
US$1,718
Per Person
View Trip
Cruise
 (2)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2027 to Apr 2028
Visit: USA, Saint Martin, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Exclusive Savings
Inside
$946
Oceanview
$1,081
Balcony
$1,193
Suite
$4,530
From
US$1,116
Save 495
Per Person
View Trip
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$576
Oceanview
$625
Balcony
$735
Suite
$1,055
From
US$576
Save 456
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 12 December 2027
Visit: USA, Bahamas, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Virgin Islands
Inside
$1,511
Oceanview
$1,821
Balcony
$2,078
Suite
$3,145
From
US$1,511
Per Person
View Trip
Cruise

6 Days (5 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2028
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$524
Oceanview
$583
Balcony
$655
Suite
$1,281
From
US$524
Save 471
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, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Aruba, Curacao, Bonaire, Grenada
Exclusive Savings
Inside
$1,372
Oceanview
$1,672
Balcony
$2,583
Suite
$3,689
From
US$1,372
Save 52
Per Person
View Trip
Cruise
 (5)

18 Days (17 Nights) San Juan to Miami
Cruise Line: Azamara Cruises
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica (+10 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$4,623
Oceanview
$5,670
Balcony
$6,960
Suite
$10,569
From
US$4,623
Save 106
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
$869
Oceanview
$996
Balcony
$1,175
Suite
$2,958
From
US$1,036
Save 582
Per Person
View Trip
Cruise
 (5)

7 Days (6 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 13 December 2026
Visit: USA, Cayman Islands, Jamaica, Bahamas
Limited Time Offer
Inside
$714
Oceanview
$894
Balcony
$1,074
Suite
$2,574
From
US$714
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2027 to Jan 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Exclusive Savings
Inside
$1,399
Oceanview
$1,649
Balcony
$1,869
Suite
$2,480
From
US$1,399
Save 55
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 25 December 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Barbados, Antigua and Barbuda, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$2,002
Oceanview
$2,245
Balcony
$2,536
Suite
$3,651
From
US$2,002
Save 57
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Departure: 23 December 2026
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,919
Oceanview
$1,967
Balcony
$2,549
Suite
$3,199
From
US$1,919
Save 50
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
$2,413
Oceanview
$2,743
Balcony
$3,048
Suite
$3,932
From
US$2,413
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,371
Oceanview
-
Balcony
$1,536
Suite
$1,931
From
US$1,371
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique (+8 more), Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin
Azamara Always Included
Exclusive Savings
Inside
$3,503
Oceanview
$4,269
Balcony
$5,424
Suite
$8,392
From
US$3,503
Save 100
Per Person
View Trip
Cruise
 (8)

8 Days (7 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 07 December 2027
Visit: Barbados, Dominica, Saint Kitts and Nevis, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
$4,729
Oceanview
$5,447
Balcony
$6,494
Suite
-
From
US$4,729
Save 130
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
$12,960
Suite
$14,626
From
US$12,960
Save 13,438
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departure: 13 December 2026
Visit: USA, Bahamas, Cayman Islands, Mexico
Inside
$759
Oceanview
$969
Balcony
$1,019
Suite
$1,269
From
US$759
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Emerald Cruises
Departures: Nov 2027 to Apr 2028
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Virgin Islands, Saint Martin
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,561
Balcony
-
Suite
$7,089
From
US$5,561
Save 785
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 12 December 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Barthelemy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,273
Suite
$4,957
From
US$3,273
Save 3,425
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 14 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Saint Martin
Princess Standard
Inside
$1,204
Oceanview
$1,574
Balcony
$1,339
Suite
$2,000
From
US$1,204
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
$3,613
Suite
$6,038
From
US$3,613
Save 4,610
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 11 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Mexico
Inside
$1,634
Oceanview
$2,004
Balcony
$2,218
Suite
$3,673
From
US$1,634
Per Person
View Trip
Cruise
 (3)

15 Days (14 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 22 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+6 more), Curacao, Bonaire, Grenada, Martinique, Saint Kitts and Nevis, Saint Martin
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$4,397
Oceanview
$5,415
Balcony
$5,949
Suite
$8,859
From
US$4,397
Save 4,601
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Sep 2026 to Dec 2026
Visit: USA, Cayman Islands, Mexico, Bahamas
Exclusive Savings
Inside
$871
Oceanview
$873
Balcony
$876
Suite
$2,381
From
US$1,025
Save 440
Per Person
View Trip
Cruise

14 Days (13 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 06 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+5 more), Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,528
Suite
$8,759
From
US$6,528
Save 6,870
Per Person
View Trip
Cruise
 (7)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 27 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,379
Oceanview
$1,549
Balcony
$2,074
Suite
$2,349
From
US$1,379
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
Exclusive Savings
Inside
$2,117
Oceanview
$2,554
Balcony
$2,845
Suite
$4,581
From
US$2,117
Save 53
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, Barbados, Martinique, Antigua and Barbuda, Virgin Islands
Inside
$779
Oceanview
$939
Balcony
$1,498
Suite
$1,974
From
US$779
Per Person
View Trip
Results: 331-360 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