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)
New ReleaseCruise

8 Days (7 Nights) Saint Thomas to Saint Thomas
Cruise Line: Emerald Cruises
Departures: Dec 2026 to Mar 2027
Visit: Virgin Islands, Anguilla, Saint Martin, Saint Barthelemy
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$3,522
Balcony
-
Suite
$4,838
From
US$3,522
Save 2,352
Per Person
View Trip
Cruise

10 Days (9 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Departure: 09 December 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands, Dominican Republic
Inside
$999
Oceanview
$1,179
Balcony
$1,599
Suite
$1,969
From
US$999
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
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,800
From
US$4,800
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 09 December 2026
Visit: USA, Mexico, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,449
Suite
$9,949
From
US$9,449
Save 9,449
Per Person
View Trip
Cruise

12 Days (11 Nights) Bridgetown to Bridgetown
Cruise Line: Silversea
Departure: 17 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent, Grenada (+5 more), Curacao, Bonaire, Aruba, Saint Kitts and Nevis, Martinique
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$6,500
Balcony
$7,500
Suite
$7,000
From
US$6,500
Save 2,500
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
Inside
$1,372
Oceanview
$1,672
Balcony
$2,652
Suite
$3,792
From
US$1,372
Per Person
View Trip
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Departure: 19 December 2026
Visit: USA, Bahamas, Dominican Republic, Curacao, Aruba
Exclusive Savings
Inside
$1,187
Oceanview
$1,377
Balcony
$1,890
Suite
$3,182
From
US$1,187
Save 593
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Departure: 02 December 2026
Visit: USA, Virgin Islands, Saint Barthelemy, Saint Martin
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,599
Suite
$6,480
From
US$4,599
Save 4,599
Per Person
View Trip
Cruise

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+5 more), Martinique, Grenada, Saint Vincent, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
$4,300
Balcony
$4,900
Suite
$9,500
From
US$4,300
Save 1,500
Per Person
View Trip
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$12,070
From
US$12,070
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize, Honduras
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$4,865
From
US$4,865
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Jun 2026 to Apr 2028
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$916
Oceanview
$1,067
Balcony
$1,096
Suite
$2,150
From
US$916
Save 1,567
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 18 December 2027
Visit: USA, Bahamas, Mexico
Inside
$849
Oceanview
$1,019
Balcony
$1,149
Suite
$1,698
From
US$849
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departure: 05 December 2026
Visit: USA, Mexico, Honduras
Exclusive Savings
Inside
$466
Oceanview
$599
Balcony
$722
Suite
$1,332
From
US$466
Save 324
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 12 December 2026
Visit: USA, Turks and Caicos Islands, Dominican Republic, Bahamas, Mexico, Belize, Honduras
Princess Standard
Sanctuary Collection
Inside
$1,563
Oceanview
$1,793
Balcony
$2,108
Suite
$3,098
From
US$1,563
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$7,315
From
US$7,315
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Jun 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Inside
$1,154
Oceanview
$1,501
Balcony
$1,854
Suite
$3,591
From
US$1,154
Per Person
View Trip
Cruise

30 Days (29 Nights) Miami to Los Angeles
Cruise Line: Oceania Cruises
Departure: 06 December 2027
Visit: USA, Aruba, Curacao, Bonaire (+11 more), Grenada, Barbados, Saint Lucia, Guadeloupe, Virgin Islands, Cayman Islands, Colombia, Panama, Costa Rica, Guatemala, Mexico
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$14,249
Suite
$19,899
From
US$14,249
Save 14,249
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
$709
Oceanview
$919
Balcony
$1,498
Suite
$2,029
From
US$709
Per Person
View Trip
Cruise

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Departures: Nov 2026 to Feb 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Virgin Islands (+4 more), Bahamas, Jamaica, Cayman Islands, Mexico
Fare Saver
Inside
$1,134
Oceanview
$1,224
Balcony
$1,674
Suite
$2,709
From
US$1,134
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Holland America
Ship: Zuiderdam
Departure: 19 December 2026
Visit: USA, Dominican Republic, Turks and Caicos Islands, Bahamas
Fare Saver
Inside
$849
Oceanview
$1,049
Balcony
$1,249
Suite
$2,149
From
US$849
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Feb 2027
Visit: USA, Virgin Islands, Bahamas
Exclusive Savings
Inside
$980
Oceanview
$1,113
Balcony
$1,142
Suite
$2,329
From
US$980
Save 541
Per Person
View Trip
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departure: 10 December 2027
Visit: USA, Antigua and Barbuda, Barbados, Saint Kitts and Nevis, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$958
Oceanview
$1,079
Balcony
$1,369
Suite
$2,259
From
US$958
Save 495
Per Person
View Trip
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Sky & Sea
Inside
-
Oceanview
-
Balcony
-
Suite
$10,985
From
US$10,985
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departure: 28 December 2026
Visit: USA, Belize, Honduras, Mexico
Inside
$1,029
Oceanview
$1,099
Balcony
$1,479
Suite
$1,509
From
US$1,029
Per Person
View Trip
Cruise

13 Days (12 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Departure: 05 December 2026
Visit: USA, Cayman Islands, Jamaica, Colombia, Panama, Costa Rica, Bahamas
Princess Standard
Inside
$910
Oceanview
$1,059
Balcony
$1,599
Suite
$2,029
From
US$910
Per Person
View Trip
Cruise

5 Days (4 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: May 2026 to Oct 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$351
Oceanview
$381
Balcony
$464
Suite
$904
From
US$351
Save 628
Per Person
View Trip
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2028
Visit: USA, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$598
Oceanview
$778
Balcony
$928
Suite
$1,738
From
US$598
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Norwegian Cruise Line
Departure: 06 December 2026
Visit: USA, Mexico, Honduras, Belize
Inside
$759
Oceanview
$829
Balcony
$1,009
Suite
$1,059
From
US$759
Per Person
View Trip
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Dec 2027 to Mar 2028
Visit: USA, Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda, Virgin Islands
Princess Standard
Sanctuary Collection
Inside
$784
Oceanview
$1,024
Balcony
$1,249
Suite
$1,549
From
US$784
Per Person
View Trip
Results: 451-480 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