Caribbean Cruises Starting In December 2026 and 2027

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499 Cruises (2,642 Cruise Departures)
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Aruba (+4 more), Curacao, Colombia, Panama, Costa Rica
Exclusive Savings
Inside
$1,919
Oceanview
$2,343
Balcony
$3,759
Suite
$4,874
From
US$1,919
Save 70
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 18 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Bonus Onboard Credit
Inside
$1,112
Oceanview
$1,312
Balcony
$1,542
Suite
$2,144
From
US$1,112
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,598
Oceanview
$1,898
Balcony
$2,198
Suite
$2,898
From
US$1,598
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 19 December 2026
Visit: USA, Virgin Islands, Dominica, Antigua and Barbuda, Saint Kitts and Nevis
Upgrade Your Horizon
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,466
Suite
$8,495
From
US$7,466
Save 13,132
Per Person
View Trip
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$699
Oceanview
$789
Balcony
$949
Suite
$1,139
From
US$699
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
$1,987
Oceanview
$2,258
Balcony
$2,889
Suite
$3,461
From
US$1,987
Save 52
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
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$4,574
Balcony
-
Suite
$6,272
From
US$4,574
Save 7,173
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Apr 2027
Visit: USA, Bahamas, Mexico, Cayman Islands
Exclusive Savings
Inside
$689
Oceanview
$884
Balcony
$1,065
Suite
$2,840
From
US$689
Save 845
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Departure: 04 December 2027
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$784
Oceanview
$884
Balcony
$1,009
Suite
$2,509
From
US$784
Save 568
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,462
From
US$732
Save 435
Per Person
View Trip
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departure: 22 December 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Dominica (+8 more), Saint Lucia, Antigua and Barbuda, Virgin Islands, Bahamas, Jamaica, Cayman Islands, Belize, Mexico
Fare Saver
Inside
$2,879
Oceanview
$3,259
Balcony
$4,332
Suite
$6,469
From
US$2,879
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Princess Standard
Inside
$975
Oceanview
$1,374
Balcony
$1,259
Suite
$1,750
From
US$975
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$1,509
Oceanview
$1,584
Balcony
$1,771
Suite
$2,869
From
US$1,509
Save 747
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Departure: 06 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis (+5 more), Dominica, Martinique, Guadeloupe, Montserrat, Anguilla
Explore More
Exclusive Savings
Inside
-
Oceanview
$5,443
Balcony
$6,026
Suite
$10,858
From
US$5,443
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Jan 2028
Visit: USA, Mexico, Jamaica, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,382
Oceanview
$1,502
Balcony
$1,622
Suite
$3,122
From
US$1,382
Save 1,179
Per Person
View Trip
Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Dominican Republic, Haiti, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$775
Oceanview
$865
Balcony
$1,015
Suite
$1,445
From
US$775
Save 525
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Bridgetown to San Juan
Cruise Line: Azamara Cruises
Departures: Nov 2026 to Dec 2027
Visit: Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,699
Oceanview
$2,159
Balcony
$2,741
Suite
$4,225
From
US$1,699
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 26 December 2026
Visit: Puerto Rico, Saint Martin, Martinique, Barbados, Saint Lucia, Antigua and Barbuda
Inside
$1,743
Oceanview
$1,883
Balcony
$2,093
Suite
$4,620
From
US$1,743
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Inside
$825
Oceanview
-
Balcony
$1,239
Suite
$1,900
From
US$825
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 21 December 2026
Visit: USA, Mexico, Cayman Islands
Exclusive Savings
Inside
$920
Oceanview
$1,054
Balcony
$1,057
Suite
$3,345
From
US$920
Save 646
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Silversea
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Turks and Caicos Islands
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$2,880
Balcony
$3,600
Suite
$4,140
From
US$2,880
Save 720
Per Person
View Trip
Cruise
 (3)

20 Days (19 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 20 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic (+5 more), Aruba, Colombia, Panama, Costa Rica, Cayman Islands
Fare Saver
Inside
$2,819
Oceanview
$3,149
Balcony
$4,093
Suite
$7,817
From
US$2,819
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jan 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas
Bonus Onboard Credit
Free Balcony Upgrade
Inside
$688
Oceanview
$947
Balcony
$958
Suite
$1,368
From
US$688
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 17 December 2026
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Princess Standard
Inside
$1,419
Oceanview
$1,649
Balcony
$1,649
Suite
$2,249
From
US$1,419
Per Person
View Trip
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Departure: 30 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico
Bonus Onboard Credit
Inside
$1,488
Oceanview
$1,658
Balcony
$1,898
Suite
$2,975
From
US$1,488
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: Colombia, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$739
Oceanview
$837
Balcony
$1,132
Suite
$1,223
From
US$739
Save 763
Per Person
View Trip
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departure: 20 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic
Fare Saver
Inside
$1,044
Oceanview
$1,194
Balcony
$1,544
Suite
$2,744
From
US$1,044
Per Person
View Trip
Cruise
 (1)

14 Days (13 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 02 December 2026
Visit: Barbados, Grenada, Martinique, Guadeloupe (+5 more), Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Saint Lucia
Bonus Onboard Credit
Inside
$1,810
Oceanview
$2,039
Balcony
$2,398
Suite
$3,242
From
US$1,810
Per Person
View Trip
Cruise
 (6)

14 Days (13 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 21 December 2027
Visit: USA, Saint Kitts and Nevis, Saint Lucia, Barbados, Dominica, Saint Martin
Inside
$2,489
Oceanview
$3,429
Balcony
$3,539
Suite
$8,816
From
US$2,489
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 05 December 2026
Visit: USA, Bahamas, Aruba, Curacao
Bonus Onboard Credit
Exclusive Savings
Inside
$999
Oceanview
$1,119
Balcony
$1,322
Suite
$2,101
From
US$999
Save 520
Per Person
View Trip
Results: 271-300 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