Caribbean Cruises Starting In December 2026 and 2027

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31 Days
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595 Cruises (2,721 Cruise Departures)
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Apr 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$830
Oceanview
$930
Balcony
$1,693
Suite
$2,216
From
US$930
Save 616
Per Person
View Trip
Cruise

15 Days (14 Nights) Marigot to Bridgetown
Cruise Line: Emerald Cruises
Departures: Dec 2025 to Mar 2027
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Early Payment Discount
Fly Free Economy
Exclusive Savings
Inside
-
Oceanview
$7,726
Balcony
-
Suite
$10,927
From
US$27,990
Save 34,102
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Jan 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Early Booking Savings
Black Friday Sail
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,029
Suite
$8,341
From
US$4,029
Save 227
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Jan 2027 to Apr 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis
Exclusive Savings
Inside
$887
Oceanview
$954
Balcony
$1,079
Suite
$2,274
From
US$1,053
Save 640
Per Person
View Trip
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Turks and Caicos Islands, Dominican Republic
Book Early & Have It All Fare Option
Inside
$1,384
Oceanview
$1,954
Balcony
$2,244
Suite
$3,818
From
US$1,384
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Princess
Departure: 26 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada, Barbados
Princess Standard
Inside
$1,100
Oceanview
$1,269
Balcony
$1,750
Suite
$2,050
From
US$1,100
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, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$829
Oceanview
$941
Balcony
$1,094
Suite
$1,444
From
US$829
Save 425
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$899
Oceanview
$959
Balcony
$1,041
Suite
$2,001
From
US$899
Save 775
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,050
Oceanview
$1,499
Balcony
$1,329
Suite
$1,800
From
US$1,050
Per Person
View Trip
Cruise
 (1)

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 05 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Martinique, Saint Martin
Princess Standard
Inside
$1,200
Oceanview
$1,749
Balcony
$1,559
Suite
$2,200
From
US$1,200
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 28 December 2025
Visit: USA, Bahamas, Jamaica, Cayman Islands, Mexico, Turks and Caicos Islands, Dominican Republic
Have It All Fare Option
Inside
$1,394
Oceanview
$1,524
Balcony
$2,074
Suite
-
From
US$1,394
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands, USA
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,575
Suite
$4,355
From
US$3,575
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
$821
Oceanview
$983
Balcony
$977
Suite
$3,027
From
US$956
Save 639
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 05 December 2026
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Dominican Republic, Turks and Caicos Islands, Bahamas
Inside
$1,196
Oceanview
$1,466
Balcony
$1,856
Suite
$5,984
From
US$1,196
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Sep 2026
Visit: Colombia, Bonaire, Aruba, Curacao, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$1,487
Oceanview
$1,567
Balcony
$2,099
Suite
$1,859
From
US$1,487
Save 742
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Jul 2027
Visit: USA, Saint Martin, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,372
Oceanview
$1,422
Balcony
$1,537
Suite
$2,635
From
US$1,372
Save 1,437
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,580
Suite
$5,590
From
US$4,580
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Princess Standard
Inside
$650
Oceanview
$1,049
Balcony
$879
Suite
$1,350
From
US$650
Per Person
View Trip
Cruise
 (13)

22 Days (21 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 08 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras (+6 more), Mexico, Puerto Rico, Antigua and Barbuda, Saint Lucia, Barbados, Saint Martin
Black Friday Sale
Inside
$2,115
Oceanview
$2,367
Balcony
$2,844
Suite
$7,344
From
US$2,115
Per Person
View Trip
New ReleaseCruise
 (3)

8 Days (7 Nights) Bridgetown to Marigot
Cruise Line: Emerald Cruises
Departures: Mar 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Guadeloupe, Antigua and Barbuda (+4 more), Saint Kitts and Nevis, Saint Barthelemy, Saint Martin, Anguilla
Black Friday Sale
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$3,612
Balcony
-
Suite
$5,212
From
US$3,612
Save 18,075
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 19 December 2026
Visit: USA, Mexico, Belize, Honduras, Turks and Caicos Islands, Dominican Republic, Bahamas
Princess Standard
Sanctuary Collection
Inside
$2,546
Oceanview
$2,816
Balcony
$3,286
Suite
$4,757
From
US$2,546
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Departure: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,121
From
US$4,121
Save 118
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Dec 2025 to Mar 2026
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$761
Oceanview
$742
Balcony
-
Suite
$1,562
From
US$1,106
Save 1,060
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 26 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Turks and Caicos Islands, Bahamas
Princess Standard
Inside
$1,653
Oceanview
-
Balcony
$2,002
Suite
$3,003
From
US$1,653
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Virtuosa
Departure: 06 December 2025
Visit: Martinique, Guadeloupe, Saint Vincent, Barbados, Saint Lucia, Grenada
Inside
-
Oceanview
-
Balcony
-
Suite
$1,669
From
US$1,669
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2025 to May 2027
Visit: USA, Honduras, Belize, Mexico, Bahamas
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$2,820
From
US$2,820
Save 88
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 December 2025
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,460
Suite
$5,355
From
US$4,460
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 13 December 2025
Visit: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Dominican Republic
Exclusive Savings
Inside
$1,031
Oceanview
$1,129
Balcony
-
Suite
-
From
US$1,031
Save 549
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
$950
Oceanview
$1,349
Balcony
$1,209
Suite
$1,650
From
US$950
Per Person
View Trip
Cruise
 (6)

15 Days (14 Nights) New York to New York
Cruise Line: Cunard
Ship: Queen Mary 2
Departure: 19 December 2026
Visit: USA, Virgin Islands, Saint Martin, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Black Friday Sale
Inside
$3,099
Oceanview
$3,799
Balcony
$3,899
Suite
$9,906
From
US$3,099
Per Person
View Trip
Results: 151-180 of 595

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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 Cape Liberty to Cape Liberty 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 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 Panama City to Miami 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 Diego to Fort Lauderdale Cruises from San Diego to Vancouver Cruises from San Diego to San Diego Cruises from San Juan to Bridgetown Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires 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 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 Barbados 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 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 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 USA to Panama Cruises from USA to Peru Cruises from USA to Spain