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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 564 unique cruises and 2,721 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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564 Cruises (2,721 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
$3,799
Suite
$5,999
From
US$3,799
Per Person
View Trip
12 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

12 Days (11 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 19 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Inside
$1,284
Oceanview
$1,456
Balcony
$1,696
Suite
$2,923
From
US$1,284
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 06 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Mexico, Honduras
Princess Standard
Inside
$1,118
Oceanview
$1,388
Balcony
$1,543
Suite
$2,458
From
US$1,118
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
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
$2,349
From
US$1,098
Per Person
View Trip
11 Day Southern Caribbean with Martinique & Celebration Key Holiday with Princess
Cruise
 (6)

11 Days (10 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 18 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis, Martinique, Saint Martin, Bahamas
Princess Standard
Sanctuary Collection
Inside
$1,239
Oceanview
$1,549
Balcony
$1,804
Suite
$2,299
From
US$1,239
Per Person
View Trip
8 Day Southern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

8 Days (7 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departures: Nov 2027 to Dec 2027
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Grenada
Princess Standard
Inside
$1,518
Oceanview
$1,755
Balcony
$2,168
Suite
$3,708
From
US$1,518
Per Person
View Trip
8 Day Western Caribbean From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Aura
Departure: 18 December 2027
Visit: USA, Belize, Honduras, Mexico
Inside
$1,919
Oceanview
$2,169
Balcony
$2,569
Suite
$3,719
From
US$1,919
Per Person
View Trip
7 Day Western Caribbean Cruise with Royal Caribbean
Cruise

7 Days (6 Nights) Galveston to Galveston
Cruise Line: Royal Caribbean
Ship: Liberty of the Seas
Departures: Nov 2027 to Jan 2028
Visit: USA, Cayman Islands, Mexico
Bonus Onboard Credit
Exclusive Savings
Inside
$629
Oceanview
$766
Balcony
$980
Suite
$1,974
From
US$629
Save 537
Per Person
View Trip
9 Day Eastern Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Getaway
Departure: 14 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Inside
$869
Oceanview
$1,059
Balcony
$1,159
Suite
$1,539
From
US$869
Per Person
View Trip
8 Day A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm with Explora Journeys
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
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
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
$599
Oceanview
-
Balcony
$724
Suite
$899
From
US$599
Per Person
View Trip
6 Day Grand Turk & Bimini Holiday with Virgin Voyages
Cruise
 (1)

6 Days (5 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 23 December 2026
Visit: USA, Bahamas, Turks and Caicos Islands
Limited Time Offer
Inside
$936
Oceanview
$995
Balcony
$1,221
Suite
$3,200
From
US$936
Per Person
View Trip
10 Day Calypso Sunsets with Oceania Cruises
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Vista
Departure: 28 December 2026
Visit: USA, Cayman Islands, Jamaica, Honduras, Belize, Mexico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,699
Suite
$5,899
From
US$3,699
Save 3,699
Per Person
View Trip
12 Day Mexico & Southern Caribbean Holiday with Celebrity Cruises
Cruise

12 Days (11 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 28 December 2027
Visit: USA, Bonaire, Curacao, Aruba, Cayman Islands, Mexico
Exclusive Savings
Inside
$1,594
Oceanview
$1,724
Balcony
$1,754
Suite
$5,941
From
US$1,594
Save 1,036
Per Person
View Trip
13 Day Beach-blessed Isles with Oceania Cruises
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sirena
Departure: 10 December 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico (+4 more), Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda, Saint Barthelemy
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$3,499
Oceanview
$3,799
Balcony
$5,699
Suite
$7,899
From
US$3,499
Save 3,499
Per Person
View Trip
10 Day Antigua, St. Kitts, & Usvi Holiday with Celebrity Cruises
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Silhouette
Departure: 19 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Martin, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,039
Oceanview
$1,342
Balcony
$1,396
Suite
$4,548
From
US$1,039
Save 721
Per Person
View Trip
8 Day South Caribbean with MSC Cruises
Cruise

8 Days (7 Nights) La Romana to La Romana
Cruise Line: MSC Cruises
Ship: MSC Opera
Departures: Mar 2027 to Mar 2028
Visit: Dominican Republic, Aruba, Curacao, Bonaire, Grenada
Inside
$649
Oceanview
$799
Balcony
$1,289
Suite
$1,859
From
US$649
Per Person
View Trip
15 Day Eastern/Western Caribbean Adventurer with Celebration Key with Princess
Cruise
 (6)

15 Days (14 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departures: Dec 2027 to Feb 2028
Visit: USA, Belize, Honduras, Mexico, Bahamas, Virgin Islands, Saint Martin
Princess Standard
Sanctuary Collection
Inside
$1,428
Oceanview
$1,748
Balcony
$2,013
Suite
$2,948
From
US$1,428
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seashore
Departure: 05 December 2027
Visit: USA, Antigua and Barbuda, Virgin Islands, Dominican Republic
Inside
$659
Oceanview
$809
Balcony
$969
Suite
$1,489
From
US$659
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise

9 Days (8 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC World America
Departure: 31 December 2027
Visit: USA, Bahamas, Honduras, Mexico
Inside
$1,518
Oceanview
$1,768
Balcony
$1,928
Suite
$2,378
From
US$1,518
Per Person
View Trip
8 Day Western Caribbean & Bimini New Year's with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 28 December 2027
Visit: USA, Bahamas, Jamaica, Cayman Islands
Limited Time Offer
Inside
$1,883
Oceanview
$2,093
Balcony
$2,241
Suite
$4,480
From
US$1,883
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 19 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Limited Time Offer
Inside
$1,432
Oceanview
$1,570
Balcony
$1,672
Suite
$4,472
From
US$1,432
Per Person
View Trip
9 Day San Juan to Miami, Fl with Silversea
Cruise
 (1)

9 Days (8 Nights) San Juan to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 29 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Dominica, Antigua and Barbuda, USA
All-Inclusive Fare
All-Inclusive Plus Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,900
Suite
$9,200
From
US$6,900
Save 1,500
Per Person
View Trip
9 Day Southern Caribbean Holiday with Royal Caribbean
Cruise

9 Days (8 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Vision of the Seas
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Dominica, Grenada, Barbados, Saint Martin
Bonus Onboard Credit
Exclusive Savings
Inside
$1,178
Oceanview
$1,278
Balcony
$2,198
Suite
$2,498
From
US$1,178
Save 602
Per Person
View Trip
22 Day Panama Canal & Southern Caribbean: ABC Islands with Holland America
Cruise
 (3)

22 Days (21 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Nieuw Amsterdam
Departures: Dec 2026 to Feb 2027
Visit: USA, Bahamas, Aruba, Colombia (+5 more), Panama, Costa Rica, Cayman Islands, Bonaire, Curacao
Fare Saver
Inside
$2,374
Oceanview
$2,824
Balcony
$3,634
Suite
$7,064
From
US$2,374
Per Person
View Trip
7 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (1)

7 Days (6 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 27 December 2027
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,069
Oceanview
-
Balcony
$1,399
Suite
$1,949
From
US$1,069
Per Person
View Trip
6 Day Western Caribbean From Orlando To Orlando with Norwegian Cruise Line
Cruise
 (1)

6 Days (5 Nights) Orlando to Orlando
Cruise Line: Norwegian Cruise Line
Ships: Norwegian Breakaway, Norwegian Escape, Norwegian Getaway
Departures: Dec 2026 to Mar 2028
Visit: USA, Mexico, Bahamas
Inside
$569
Oceanview
$629
Balcony
$779
Suite
$929
From
US$569
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
13 Day Panama Canal From Miami To Miami with Norwegian Cruise Line
Cruise
 (1)

13 Days (12 Nights) Miami to Miami
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Sun
Departures: Dec 2026 to Mar 2027
Visit: USA, Bahamas, Dominican Republic, Aruba (+4 more), Curacao, Colombia, Panama, Costa Rica
Inside
$1,869
Oceanview
$2,269
Balcony
$3,639
Suite
$5,149
From
US$1,869
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: Nov 2026 to Oct 2027
Visit: USA, Bahamas, Mexico
Inside
$449
Oceanview
$569
Balcony
$739
Suite
$1,511
From
US$449
Per Person
View Trip
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Country Routes

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Cruise Lines Exploring The Caribbean & Bahamas

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