Caribbean Cruises Starting In December 2026 and 2027

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

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departures: Mar 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas
Princess Standard
Sanctuary Collection
Inside
$725
Oceanview
$974
Balcony
$849
Suite
$1,350
From
US$725
Per Person
View Trip
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 13 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Princess Standard
Inside
$629
Oceanview
$750
Balcony
$722
Suite
$984
From
US$629
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 12 December 2026
Visit: Barbados, Saint Lucia, Martinique, Guadeloupe, Antigua and Barbuda, Saint Vincent
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,010
Balcony
$3,360
Suite
$3,150
From
US$3,010
Save 1,290
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
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$775
Oceanview
$1,174
Balcony
$1,049
Suite
$1,550
From
US$775
Per Person
View Trip
Cruise
 (1)

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 29 December 2026
Visit: Barbados, Saint Vincent, Grenada, Saint Lucia (+6 more), Martinique, Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Bonus Onboard Credit
Exclusive Savings
Inside
$2,524
Oceanview
$2,737
Balcony
$3,222
Suite
$4,134
From
US$2,524
Save 67
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
$1,125
Oceanview
$1,294
Balcony
$1,800
Suite
$2,150
From
US$1,125
Per Person
View Trip
New ReleaseCruise
 (3)

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,085
Balcony
-
Suite
$7,025
From
US$5,085
Save 7,405
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
Inside
$1,809
Oceanview
$2,178
Balcony
$2,750
Suite
$4,040
From
US$1,809
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Feb 2026 to Jan 2027
Visit: Puerto Rico, Sint Maarten, Barbados, Saint Lucia, Martinique, Saint Kitts and Nevis
Inside
$973
Oceanview
$1,113
Balcony
$1,323
Suite
$3,493
From
US$973
Per Person
View Trip
Cruise
 (8)

15 Days (14 Nights) Miami to Miami
Cruise Line: Azamara Cruises
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Saint Kitts and Nevis, Martinique, Saint Lucia, Barbados, Puerto Rico
Azamara Always Included
Exclusive Savings
Inside
$3,867
Oceanview
$4,653
Balcony
$5,749
Suite
$8,329
From
US$3,867
Save 92
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis, Barbados
Bonus Onboard Credit
Inside
$1,428
Oceanview
$1,728
Balcony
$2,560
Suite
$3,957
From
US$1,428
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 26 December 2027
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Saint Martin, Virgin Islands
Bonus Onboard Credit
Inside
$1,833
Oceanview
$2,101
Balcony
$2,431
Suite
$3,508
From
US$1,833
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Apr 2028
Visit: USA, Belize, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$671
Oceanview
$720
Balcony
$892
Suite
$1,226
From
US$671
Save 356
Per Person
View Trip
Cruise
 (13)

15 Days (14 Nights) Miami to Miami
Cruise Line: Cunard
Departure: 23 December 2027
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Vincent, Barbados, Saint Lucia, Saint Martin
Inside
$3,129
Oceanview
$3,679
Balcony
$4,229
Suite
$11,618
From
US$3,129
Per Person
View Trip
Cruise
 (1)

12 Days (11 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Apr 2027
Visit: USA, Jamaica, Colombia, Panama, Costa Rica, Belize, Mexico
Inside
$1,629
Oceanview
$1,909
Balcony
$2,673
Suite
$3,837
From
US$1,629
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Cartagena to Cartagena
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Apr 2028
Visit: Colombia, Curacao, Aruba, Panama
Bonus Onboard Credit
Exclusive Savings
Inside
$838
Oceanview
$958
Balcony
$1,180
Suite
$1,408
From
US$838
Save 602
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Departures: Dec 2026 to Mar 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Exclusive Savings
Inside
$784
Oceanview
$844
Balcony
$1,078
Suite
$2,648
From
US$784
Save 930
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
Bonus Onboard Credit
Inside
$1,163
Oceanview
$1,333
Balcony
$1,513
Suite
$2,047
From
US$1,163
Per Person
View Trip
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Departure: 28 December 2026
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Antigua and Barbuda, Bahamas
Inside
$2,390
Oceanview
$2,690
Balcony
$2,890
Suite
$6,600
From
US$2,390
Per Person
View Trip
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 21 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$924
Oceanview
$1,192
Balcony
$1,249
Suite
$1,856
From
US$924
Save 493
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe (+5 more), Saint Barthelemy, Puerto Rico, Anguilla, Saint Kitts and Nevis, Turks and Caicos Islands
A Suite Invitation
Inside
-
Oceanview
-
Balcony
$6,160
Suite
$7,070
From
US$6,160
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Honduras, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,460
Oceanview
$1,524
Balcony
$1,714
Suite
$2,856
From
US$1,470
Save 1,012
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 28 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Haiti
Bonus Onboard Credit
Exclusive Savings
Inside
$1,484
Oceanview
$1,591
Balcony
$2,063
Suite
$2,852
From
US$1,484
Save 727
Per Person
View Trip
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Departure: 18 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Exclusive Savings
Inside
$794
Oceanview
$854
Balcony
$1,374
Suite
$1,509
From
US$794
Save 445
Per Person
View Trip
Cruise
 (1)

9 Days (8 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
Princess Standard
Inside
$1,264
Oceanview
-
Balcony
$1,759
Suite
$1,989
From
US$1,264
Per Person
View Trip
Cruise
 (4)

10 Days (9 Nights) Bridgetown to Miami
Cruise Line: Azamara Cruises
Departure: 27 December 2027
Visit: Barbados, Bonaire, Curacao, Aruba, Dominican Republic, Bahamas, USA
Azamara Always Included
Exclusive Savings
Inside
$2,491
Oceanview
$3,035
Balcony
$3,743
Suite
$5,683
From
US$2,491
Save 58
Per Person
View Trip
Cruise
 (1)

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departures: Dec 2026 to Feb 2027
Visit: Martinique, Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica
Bonus Onboard Credit
Inside
$968
Oceanview
$1,098
Balcony
$1,368
Suite
$1,876
From
US$968
Per Person
View Trip
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departure: 20 December 2026
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,162
Oceanview
$1,310
Balcony
$1,608
Suite
$3,550
From
US$1,162
Save 809
Per Person
View Trip
Results: 61-90 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