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Caribbean Cruises Starting In December 2026 and 2027

Are you planning a cruise to the Caribbean in December 2026 or 2027? Choose from 526 unique cruises and 2,663 departures operated by Caribbean's leading cruise lines. Easily compare prices, itineraries, inclusions and traveler reviews to find the Caribbean cruise that best matches your travel style, budget and dates.
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526 Cruises (2,663 Cruise Departures)
11 Day West Indies Explorer with Viking Cruises
Cruise
 (5)

11 Days (10 Nights) San Juan to San Juan
Cruise Line: Viking Cruises
Ships: Viking Sea, Viking Sky
Departures: Nov 2026 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia (+4 more), Barbados, Dominica, Antigua and Barbuda, Sint Maarten
Viking $799 Air Deal
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,999
From
US$3,699
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departures: Mar 2026 to Oct 2027
Visit: USA, Bahamas, Dominican Republic
Drinks & WiFi Package
Inside
$449
Oceanview
$559
Balcony
$669
Suite
$1,407
From
US$449
Per Person
View Trip
8 Day Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Viva
Departures: Dec 2027 to Dec 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Martin, Curacao, Aruba
Exclusive Savings
Inside
$1,119
Oceanview
$1,319
Balcony
$1,569
Suite
$2,399
From
US$1,119
Save 55
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 12 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Barbados, Saint Martin, Antigua and Barbuda, Saint Lucia
Princess Standard
Inside
$1,863
Oceanview
$2,096
Balcony
$2,998
Suite
$3,941
From
US$1,863
Per Person
View Trip
8 Day Western Carib & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departure: 27 December 2026
Visit: USA, Bahamas, Jamaica, Cayman Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,504
Oceanview
$1,614
Balcony
$2,516
Suite
$4,675
From
US$1,504
Save 750
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Princess Standard
Sanctuary Collection
Inside
$609
Oceanview
$759
Balcony
$804
Suite
$1,279
From
US$609
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ships: Icon Of The Seas, Liberty of the Seas, Symphony of the Seas
Departures: Oct 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Bonus Onboard Credit
Exclusive Savings
Inside
$692
Oceanview
$802
Balcony
$812
Suite
$1,667
From
US$692
Save 565
Per Person
View Trip
8 Day Cruising the Leeward Islands with Emerald Cruises
New ReleaseCruise
 (3)

8 Days (7 Nights) Marigot to Marigot
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departures: Dec 2026 to Apr 2027
Visit: Saint Martin, Anguilla, Virgin Islands, Bonaire, Saint Barthelemy
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$5,194
Balcony
-
Suite
$6,304
From
US$5,194
Save 1,288
Per Person
View Trip
11 Day Western Caribbean: Greater Antilles, Belize & Mexico with Holland America
Cruise
 (3)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Rotterdam
Departures: Oct 2026 to Mar 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands, Honduras, Belize, Mexico
Fare Saver
Inside
$949
Oceanview
$1,149
Balcony
$1,449
Suite
$2,199
From
US$949
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Galveston to Galveston
Cruise Line: MSC Cruises
Ship: MSC Seascape
Departures: Mar 2026 to Apr 2028
Visit: USA, Mexico, Honduras
Inside
$309
Oceanview
$429
Balcony
$499
Suite
$1,275
From
US$309
Per Person
View Trip
8 Day Great Stirrup Cay & Dominican Republic with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Aqua, Norwegian Epic (+4 more), Norwegian Escape, Norwegian Getaway, Norwegian Joy, Norwegian Prima
Departures: Mar 2026 to Mar 2028
Visit: USA, Dominican Republic, Virgin Islands, Bahamas
Inside
$719
Oceanview
$929
Balcony
$989
Suite
$1,179
From
US$719
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 18 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Inside
$1,082
Oceanview
$1,272
Balcony
$1,592
Suite
$5,306
From
US$1,082
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 21 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Lucia, Antigua and Barbuda
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
$3,920
Balcony
$4,480
Suite
$8,760
From
US$3,920
Save 980
Per Person
View Trip
8 Day Caribbean & Perfect Day Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 21 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,142
Oceanview
$1,178
Balcony
$1,524
Suite
$2,064
From
US$1,142
Save 623
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 24 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,052
Oceanview
$1,122
Balcony
$1,902
Suite
$2,162
From
US$1,052
Save 546
Per Person
View Trip
8 Day Southern Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Celebrity Cruises
Ship: Celebrity Constellation
Departure: 12 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Saint Lucia, Grenada
Exclusive Savings
Inside
$718
Oceanview
$888
Balcony
$987
Suite
$3,603
From
US$851
Save 316
Per Person
View Trip
15 Day An Extended Journey Through Islands of Scenic Wonder & Coastal History with Explora Journeys
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
Inside
-
Oceanview
-
Balcony
-
Suite
$6,440
From
US$6,440
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ships: MSC Meraviglia, MSC Virtuosa
Departures: Mar 2026 to Apr 2028
Visit: Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada, Martinique
Inside
$882
Oceanview
$1,162
Balcony
$1,352
Suite
$2,608
From
US$882
Per Person
View Trip
8 Day Tropical Retreats with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 21 December 2026
Visit: USA, Mexico, Honduras, Belize
Your World Inclusions
Your World Included Credit
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,128
Suite
$4,777
From
US$3,128
Save 3,270
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Cruise Line: MSC Cruises
Ship: MSC Meraviglia
Departures: Nov 2027 to Apr 2028
Visit: Martinique, Guadeloupe, Saint Lucia, Barbados, Saint Vincent, Grenada
Inside
$889
Oceanview
$1,069
Balcony
$1,359
Suite
$2,479
From
US$889
Per Person
View Trip
9 Day Beaches of the Grenadines with Emerald Cruises
New ReleaseCruise
 (3)

9 Days (8 Nights) Bridgetown to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Azzurra
Departure: 11 December 2027
Visit: Barbados, Saint Lucia, Saint Vincent
Preferred Plus Fare + Air Credit
Select Fare
Exclusive Savings
Inside
-
Oceanview
$6,353
Balcony
-
Suite
$8,099
From
US$6,353
Save 842
Per Person
View Trip
8 Day Eastern Carib & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Oasis of the Seas
Departure: 28 December 2026
Visit: USA, Bahamas, Virgin Islands, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$2,079
Oceanview
$3,124
Balcony
$3,106
Suite
$6,461
From
US$2,079
Save 1,016
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
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
$619
Oceanview
$779
Balcony
$744
Suite
$1,209
From
US$619
Per Person
View Trip
11 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Dec 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Inside
$939
Oceanview
$1,019
Balcony
$1,659
Suite
$1,759
From
US$939
Per Person
View Trip
15 Day Windward & Leeward Islands with Seabourn
Cruise
 (1)

15 Days (14 Nights) Miami to Miami
Cruise Line: Seabourn
Ship: Seabourn Quest
Departure: 04 December 2027
Visit: USA, Saint Barthelemy, Saint Kitts and Nevis, Martinique (+5 more), Dominica, Montserrat, Antigua and Barbuda, Anguilla, Virgin Islands
Yours to Explore
Exclusive Savings
Inside
-
Oceanview
$6,886
Balcony
$8,356
Suite
$12,276
From
US$6,886
Save 113
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer Holiday with Princess
Cruise
 (2)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 19 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands (+4 more), Mexico, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$2,013
Oceanview
$2,712
Balcony
$2,468
Suite
$3,581
From
US$2,013
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Pointe-A-Pitre to Pointe-A-Pitre
Cruise Line: MSC Cruises
Ship: MSC Seaview
Departure: 27 December 2026
Visit: Guadeloupe, Barbados, Saint Vincent, Grenada, Saint Lucia, Martinique
Exclusive Savings
Inside
$1,828
Oceanview
-
Balcony
$2,126
Suite
$4,423
From
US$1,828
Save 50
Per Person
View Trip
10 Day Southern Caribbean & Perfect Day with Royal Caribbean
Cruise

10 Days (9 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Explorer of the Seas
Departure: 02 December 2026
Visit: USA, Aruba, Curacao, Bonaire, Bahamas
Exclusive Savings
Inside
$834
Oceanview
$1,116
Balcony
$1,453
Suite
$2,749
From
US$834
Save 640
Per Person
View Trip
8 Day Western Caribbean Cruise with Celebrity Cruises
Cruise

8 Days (7 Nights) Tampa to Tampa
Cruise Line: Celebrity Cruises
Ships: Celebrity Constellation, Celebrity Summit
Departures: Apr 2026 to Mar 2027
Visit: USA, Mexico, Belize
Exclusive Savings
Inside
$533
Oceanview
$624
Balcony
$819
Suite
$2,610
From
US$628
Save 392
Per Person
View Trip
11 Day Southern Caribbean With St. Lucia with Princess
Cruise

11 Days (10 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Star 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
$1,074
Oceanview
$1,124
Balcony
$1,549
Suite
$1,949
From
US$1,074
Per Person
View Trip
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Countries

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Routes

Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown 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 Fort Lauderdale Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from London to Fort Lauderdale Cruises from London to London Cruises from London to New York Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Miami Cruises from Miami to London 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 Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Tampa to Tampa

Country Routes

Cruises from Puerto Rico to USA Cruises from Dominican Republic to USA Cruises from USA to Puerto Rico Cruises from Argentina to Chile Cruises from Argentina to USA Cruises from Barbados to USA Cruises from England to USA Cruises from Saint Martin to Barbados Cruises from USA to Dominican Republic Cruises from Panama to USA Cruises from Barbados to Saint Martin Cruises from USA to Argentina Cruises from USA to Barbados Cruises from USA to Chile Cruises from USA to England Cruises from USA to Panama Cruises from USA to Peru

Cruise Lines Exploring The Caribbean & Bahamas

Azamara Caribbean Cruises Celebrity Caribbean Cruises Cunard Caribbean Cruises Emerald Caribbean Cruises Explora Journeys Caribbean Cruises Holland America Caribbean Cruises MSC Caribbean Cruises NCL Caribbean Cruises Oceania Caribbean Cruises Ponant Caribbean Cruises Princess Caribbean Cruises Regent Seven Seas Caribbean Cruises Royal Caribbean Caribbean Cruises Scenic Caribbean Cruises Seabourn Caribbean Cruises Silversea Caribbean Cruises Viking Caribbean Cruises Virgin Voyages Caribbean Cruises

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