Caribbean Cruises Starting In December 2026 and 2027

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37 Days
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526 Cruises (2,663 Cruise Departures)
New ReleaseCruise

10 Days (9 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Departures: Dec 2027 to Dec 2027
Visit: Saint Martin, Saint Kitts and Nevis, Guadeloupe, Montserrat, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$7,150
Balcony
-
Suite
$9,114
From
US$7,150
Save 1,009
Per Person
View Trip
Cruise

6 Days (5 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Dec 2026 to Apr 2027
Visit: USA, Cayman Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$658
Oceanview
$719
Balcony
$788
Suite
$1,259
From
US$658
Save 401
Per Person
View Trip
Cruise

9 Days (8 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departure: 10 December 2027
Visit: USA, Mexico, Belize, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$695
Oceanview
$823
Balcony
$996
Suite
$1,886
From
US$695
Save 383
Per Person
View Trip
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Cruise Line: MSC Cruises
Departure: 14 December 2027
Visit: Barbados, Saint Vincent, Grenada, Martinique (+5 more), Guadeloupe, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis, Dominica
Exclusive Savings
Inside
$3,407
Oceanview
$3,756
Balcony
$4,251
Suite
$7,617
From
US$3,407
Save 94
Per Person
View Trip
Cruise

17 Days (16 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visit: USA, Jamaica, Dominican Republic, Virgin Islands (+4 more), Saint Martin, Puerto Rico, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
-
Balcony
-
Suite
$12,195
From
US$12,195
Per Person
View Trip
Cruise

5 Days (4 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: May 2026 to Dec 2026
Visit: USA, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$608
Oceanview
$757
Balcony
$863
Suite
$1,022
From
US$608
Save 501
Per Person
View Trip
Cruise

12 Days (11 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Dominican Republic, Aruba, Curacao, Jamaica, Cayman Islands
Inside
$979
Oceanview
$1,129
Balcony
$1,659
Suite
$2,199
From
US$979
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,228
Suite
$8,344
From
US$4,228
Save 107
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Jan 2027 to Apr 2028
Visit: Guadeloupe, Sint Maarten, Antigua and Barbuda, Saint Kitts and Nevis, Dominica, Martinique
Inside
$862
Oceanview
$1,009
Balcony
$1,229
Suite
$1,642
From
US$862
Per Person
View Trip
Cruise

15 Days (14 Nights) Tampa to Miami
Cruise Line: Regent Seven Seas
Departure: 21 December 2026
Visit: USA, Cayman Islands, Jamaica, Aruba (+5 more), Curacao, Bonaire, Saint Kitts and Nevis, Saint Martin, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$12,174
Suite
$13,546
From
US$12,174
Save 12,624
Per Person
View Trip
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Departure: 22 December 2027
Visit: USA, Bahamas, Virgin Islands, Saint Martin (+5 more), Martinique, Saint Lucia, Antigua and Barbuda, Saint Kitts and Nevis, Turks and Caicos Islands
Princess Standard
Sanctuary Collection
Inside
$1,974
Oceanview
$2,474
Balcony
$3,099
Suite
$4,324
From
US$1,974
Per Person
View Trip
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Departures: May 2026 to Mar 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$604
Oceanview
$723
Balcony
$904
Suite
$1,729
From
US$604
Save 922
Per Person
View Trip
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 27 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Preferred Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$6,327
Balcony
-
Suite
$7,916
From
US$6,327
Save 818
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Dec 2027 to Apr 2028
Visit: USA, Mexico, Belize
Bonus Onboard Credit
Exclusive Savings
Inside
$633
Oceanview
$742
Balcony
$1,005
Suite
$1,484
From
US$633
Save 482
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Departure: 20 December 2026
Visit: USA, Bahamas, Mexico
Exclusive Savings
Inside
$724
Oceanview
$824
Balcony
$909
Suite
$3,095
From
US$842
Save 288
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departures: Nov 2026 to Apr 2027
Visit: USA, Mexico, Cayman Islands, Jamaica
Bonus Onboard Credit
Exclusive Savings
Inside
$527
Oceanview
$624
Balcony
$774
Suite
$1,300
From
US$527
Save 732
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
$1,075
Oceanview
$1,230
Balcony
$1,234
Suite
$3,189
From
US$1,264
Save 429
Per Person
View Trip
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Departures: Nov 2027 to Jan 2028
Visit: Guadeloupe, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis, Dominica, Martinique
Inside
$882
Oceanview
$1,162
Balcony
$1,292
Suite
$2,511
From
US$882
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
Inside
-
Oceanview
-
Balcony
-
Suite
$8,810
From
US$8,810
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Apr 2026 to Mar 2028
Visit: USA, Honduras, Mexico, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,265
Oceanview
$1,855
Balcony
$2,081
Suite
$3,515
From
US$1,265
Save 72
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, Virgin Islands, Saint Martin, Saint Kitts and Nevis
Inside
$729
Oceanview
$889
Balcony
$1,369
Suite
$1,907
From
US$729
Per Person
View Trip
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Departures: Dec 2027 to Apr 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Preferred Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$5,557
Balcony
-
Suite
$7,085
From
US$5,557
Save 782
Per Person
View Trip
Cruise

15 Days (14 Nights) Miami to Miami
Cruise Line: MSC Cruises
Departures: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas, Honduras, Mexico
Exclusive Savings
Inside
$1,225
Oceanview
$1,765
Balcony
$2,109
Suite
$3,370
From
US$1,225
Save 70
Per Person
View Trip
Cruise

12 Days (11 Nights) Miami to Miami
Cruise Line: Silversea
Ship: Silver Ray
Departure: 11 December 2026
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy, Guadeloupe
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,080
Suite
$7,570
From
US$6,080
Save 1,520
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
Inside
-
Oceanview
-
Balcony
-
Suite
$11,940
From
US$11,940
Per Person
View Trip
Cruise

8 Days (7 Nights) New Orleans to New Orleans
Cruise Line: Royal Caribbean
Departure: 05 December 2026
Visit: USA, Mexico, Cayman Islands, Jamaica
Exclusive Savings
Inside
$674
Oceanview
$734
Balcony
$886
Suite
$1,521
From
US$674
Save 416
Per Person
View Trip
Cruise

8 Days (7 Nights) Colon to Colon
Cruise Line: Royal Caribbean
Departures: Apr 2026 to Apr 2028
Visit: Panama, Colombia, Curacao, Aruba
Bonus Onboard Credit
Exclusive Savings
Inside
$841
Oceanview
$951
Balcony
$1,330
Suite
$1,400
From
US$841
Save 2,011
Per Person
View Trip
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Departure: 01 December 2027
Visit: USA, Saint Martin, Antigua and Barbuda, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,067
Oceanview
$1,406
Balcony
$2,079
Suite
$2,609
From
US$1,067
Save 562
Per Person
View Trip
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Norwegian Cruise Line
Departures: Dec 2026 to Mar 2027
Visit: USA, Belize, Honduras, Mexico
Inside
$869
Oceanview
$979
Balcony
$1,409
Suite
$1,639
From
US$869
Per Person
View Trip
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Departures: Mar 2026 to Jul 2027
Visit: USA, Saint Martin, Virgin Islands, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,326
Oceanview
$1,554
Balcony
$1,633
Suite
$2,675
From
US$1,326
Save 1,673
Per Person
View Trip
Results: 421-450 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