Caribbean Cruises Starting In December 2026 and 2027

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37 Days
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526 Cruises (2,663 Cruise Departures)
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
$1,378
Oceanview
$1,578
Balcony
$1,671
Suite
$2,827
From
US$1,378
Save 1,166
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
$964
Oceanview
$1,354
Balcony
$1,804
Suite
$2,829
From
US$964
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$4,745
From
US$4,745
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 Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,200
Balcony
$3,920
Suite
$4,440
From
US$3,200
Save 800
Per Person
View Trip
New ReleaseCruise

7 Days (6 Nights) San Juan to Saint Thomas
Cruise Line: Emerald Cruises
Departure: 07 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Select Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$5,398
From
US$5,398
Save 1,057
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Princess
Departures: Oct 2027 to Feb 2028
Visit: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$789
Oceanview
$949
Balcony
$974
Suite
$1,349
From
US$789
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Nov 2026 to Mar 2027
Visit: USA, Turks and Caicos Islands, Bahamas, Saint Martin, Saint Kitts and Nevis, Virgin Islands, Dominican Republic
Inside
$1,116
Oceanview
$1,466
Balcony
$1,746
Suite
$6,450
From
US$1,116
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
$704
Oceanview
$902
Balcony
$969
Suite
$3,186
From
US$826
Save 573
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 26 December 2027
Visit: USA, Mexico, Belize, Bahamas
Exclusive Savings
Inside
$1,096
Oceanview
$1,246
Balcony
$1,576
Suite
$3,818
From
US$1,285
Save 430
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Dec 2026 to Feb 2027
Visit: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,819
Suite
$3,944
From
US$2,819
Save 96
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 28 December 2027
Visit: Barbados, Trinidad and Tobago, Grenada, Martinique (+6 more), Guadeloupe, Dominica, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia
Inside
$1,911
Oceanview
$2,214
Balcony
$2,650
Suite
$5,444
From
US$1,911
Per Person
View Trip
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$888
Oceanview
$1,048
Balcony
$1,248
Suite
$2,684
From
US$888
Per Person
View Trip
Cruise

8 Days (7 Nights) Bridgetown to Philipsburg
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2027
Visit: Barbados, Saint Lucia, Montserrat, Antigua and Barbuda, Saint Kitts and Nevis, Virgin Islands, Saint Martin
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,717
Suite
$11,773
From
US$4,717
Save 106
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$626
Oceanview
$721
Balcony
$1,010
Suite
$1,484
From
US$626
Save 789
Per Person
View Trip
Cruise

16 Days (15 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departure: 24 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$2,573
Oceanview
$3,029
Balcony
$3,330
Suite
$5,153
From
US$2,573
Save 67
Per Person
View Trip
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Apr 2028
Visit: Dominican Republic, Virgin Islands, Saint Martin, Saint Kitts and Nevis, Antigua and Barbuda
Inside
$579
Oceanview
$799
Balcony
$1,289
Suite
$1,859
From
US$579
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to Saint John's
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departures: Nov 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Barthelemy, Montserrat, Antigua and Barbuda
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,071
Balcony
-
Suite
$7,660
From
US$6,071
Save 818
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, Virgin Islands, Antigua and Barbuda
Exclusive Savings
Inside
$1,023
Oceanview
$1,213
Balcony
$1,284
Suite
$3,449
From
US$1,194
Save 717
Per Person
View Trip
Cruise

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Departures: Nov 2026 to Apr 2027
Visit: USA, Sint Maarten, Saint Lucia, Grenada, Barbados, Antigua and Barbuda
Exclusive Savings
Inside
$1,367
Oceanview
$1,475
Balcony
$1,713
Suite
$4,867
From
US$1,620
Save 716
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Royal Caribbean
Departures: Oct 2026 to Dec 2026
Visit: USA, Mexico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$525
Oceanview
$675
Balcony
$1,237
Suite
$1,550
From
US$525
Save 673
Per Person
View Trip
Cruise

7 Days (6 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2027 to Dec 2027
Visit: USA, Bahamas, Dominican Republic
Inside
$475
Oceanview
$605
Balcony
$745
Suite
$1,195
From
US$475
Per Person
View Trip
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 30 December 2027
Visit: Puerto Rico, Virgin Islands, Dominican Republic, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$5,355
From
US$5,355
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
Inside
$1,704
Oceanview
$1,964
Balcony
$2,919
Suite
$4,005
From
US$1,704
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departures: Nov 2026 to Dec 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Inside
$859
Oceanview
$999
Balcony
$1,189
Suite
$1,599
From
US$859
Per Person
View Trip
Cruise

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Ponant
Ship: Le Ponant
Departure: 19 December 2026
Visit: Saint Martin, Anguilla, Virgin Islands
Inside
-
Oceanview
$10,350
Balcony
$14,030
Suite
$15,100
From
US$10,350
Per Person
View Trip
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 27 December 2026
Visit: USA, Dominican Republic, Bahamas
Inside
$1,098
Oceanview
$1,218
Balcony
$1,398
Suite
$2,285
From
US$1,098
Per Person
View Trip
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Regent Seven Seas
Departure: 28 December 2027
Visit: USA, Mexico, Guatemala, Belize, Honduras, Jamaica, Cayman Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$9,820
Suite
$10,212
From
US$9,820
Save 10,178
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
$1,733
Oceanview
$1,943
Balcony
$2,298
Suite
$3,227
From
US$1,733
Per Person
View Trip
Cruise

7 Days (6 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2027 to Dec 2027
Visit: USA, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$583
Oceanview
$653
Balcony
$903
Suite
$1,354
From
US$583
Save 417
Per Person
View Trip
Cruise

13 Days (12 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Departure: 10 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Inside
$1,499
Oceanview
$1,899
Balcony
$2,189
Suite
$2,480
From
US$1,499
Per Person
View Trip
Results: 451-480 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