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Puerto Rico Cruises Starting In December 2025, 2026 and 2027

If you're looking at joining a cruise to Puerto Rico in December 2025, 2026 or 2027, we have 83 unique cruise itineraries and 257 departures available, operated by thirteen of the world's leading cruise lines departing in December.
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83 Cruises (257 Cruise Departures)
8 Day Caribbean And Antilles with MSC Cruises
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 20 December 2025
Visit: USA, Bahamas, Puerto Rico
Bonus Onboard Credit
Drinks + WiFi + Onboard Credit
Inside
$569
Oceanview
$679
Balcony
$849
Suite
$2,560
From
US$569
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Cruise Line: MSC Cruises
Ship: MSC Seaside
Departure: 21 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic
Inside
$879
Oceanview
$1,019
Balcony
$1,259
Suite
$1,709
From
US$879
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (4)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Coral Princess, Sun Princess
Departures: Dec 2025 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Black Friday Sale
Princess Standard
Inside
$999
Oceanview
$1,220
Balcony
$1,349
Suite
$1,714
From
US$999
Per Person
View Trip
8 Day St. Kitts, & Perfect Day Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 20 December 2026
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,183
Oceanview
$1,206
Balcony
$1,406
Suite
$4,382
From
US$1,183
Save 702
Per Person
View Trip
8 Day Resilient Caribbean Holidays with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 20 December 2025
Visit: USA, Puerto Rico, Dominican Republic, Bahamas
Black Friday Deal
Inside
$2,140
Oceanview
$1,309
Balcony
$1,323
Suite
$3,570
From
US$1,309
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 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$3,243
From
US$3,243
Save 121
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: Dec 2025 to Jan 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$889
Oceanview
$1,020
Balcony
$1,152
Suite
$1,527
From
US$889
Save 897
Per Person
View Trip
8 Day A Journey of Underwater Jewels & Captivating New Year's Eve Celebration with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,495
Suite
$6,300
From
US$5,495
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas, Wonder of the Seas
Departures: Nov 2025 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$407
Oceanview
$899
Balcony
$929
Suite
$1,578
From
US$407
Save 665
Per Person
View Trip
8 Day Grand Turk, San Juan & St. Maarten with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Dec 2027 to Apr 2028
Visit: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$891
Oceanview
$991
Balcony
$1,116
Suite
$2,591
From
US$891
Save 625
Per Person
View Trip
8 Day Eastern Caribbean 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: 28 December 2026
Visit: USA, Haiti, Dominican Republic, Puerto Rico
Bonus Onboard Credit
Exclusive Savings
Inside
$1,199
Oceanview
$1,459
Balcony
$1,579
Suite
$2,774
From
US$1,199
Save 595
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Princess Standard
Inside
$1,075
Oceanview
$1,524
Balcony
$1,404
Suite
$1,900
From
US$1,075
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (6)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sun Princess
Departure: 20 December 2026
Visit: USA, Puerto Rico, Turks and Caicos Islands, Bahamas
Black Friday Sale
Sanctuary Collection
Inside
$1,169
Oceanview
$1,389
Balcony
$1,569
Suite
$2,114
From
US$1,169
Per Person
View Trip
8 Day Perfect Day Cococay & East Carib with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Saint Martin, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$958
Oceanview
$1,028
Balcony
$1,120
Suite
$2,197
From
US$958
Save 775
Per Person
View Trip
8 Day St. Kitts, San Juan & Puerto Plata with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Nov 2025 to Apr 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$953
Oceanview
$1,009
Balcony
$1,095
Suite
$2,791
From
US$953
Save 1,110
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
$675
Oceanview
$1,074
Balcony
$954
Suite
$1,450
From
US$675
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
$1,122
Oceanview
$1,342
Balcony
$1,572
Suite
$2,173
From
US$1,122
Per Person
View Trip
8 Day Eastern Caribbean with St. Thomas From Fort Lauderdale with Princess
Cruise
 (7)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ships: Majestic Princess, Regal Princess, Sun Princess
Departures: Nov 2025 to Aug 2026
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Multiple Deals Available
Inside
$279
Oceanview
$349
Balcony
$599
Suite
$799
From
US$279
Per Person
View Trip
8 Day Eastern Caribbean: San Juan & St. Thomas Holiday with Holland America
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Holland America
Ship: Eurodam
Departure: 21 December 2025
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Have It All Fare Option
Fare Saver
Inside
$899
Oceanview
$949
Balcony
$1,099
Suite
$2,399
From
US$899
Per Person
View Trip
8 Day Tortola, San Juan & Puerto Plata with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departures: Nov 2025 to Apr 2026
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$749
Oceanview
$942
Balcony
$1,103
Suite
$2,484
From
US$749
Save 3,817
Per Person
View Trip
9 Day Eastern Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Royal Caribbean
Ship: Adventure of the Seas
Departures: Nov 2025 to Apr 2026
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$730
Oceanview
$880
Balcony
$1,493
Suite
$1,870
From
US$730
Save 1,437
Per Person
View Trip
9 Day Brilliant Caribbean Holidays with Virgin Voyages
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 18 December 2025
Visit: USA, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Black Friday Deal
Inside
-
Oceanview
$1,272
Balcony
$1,530
Suite
$3,912
From
US$1,272
Per Person
View Trip
15 Day Felices Fiestas with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 13 December 2026
Visit: Spain, Portugal, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$8,545
From
US$8,545
Save 15,853
Per Person
View Trip
8 Day St Thomas, San Juan & Grand Turk with Celebrity Cruises
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 21 December 2025
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,402
Oceanview
-
Balcony
$2,539
Suite
-
From
US$1,402
Save 795
Per Person
View Trip
8 Day Southern Caribbean Cruise From San Juan To San Juan with Norwegian Cruise Line
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$4,121
From
US$4,121
Save 118
Per Person
View Trip
8 Day Eastern Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 20 December 2026
Visit: USA, Haiti, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$1,523
Oceanview
$1,752
Balcony
$1,775
Suite
$3,311
From
US$1,523
Save 746
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 World America
Departures: Nov 2025 to Oct 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$394
Oceanview
$504
Balcony
$714
Suite
$1,424
From
US$394
Per Person
View Trip
8 Day Eastern Carib & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ship: Allure of the Seas
Departure: 27 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,636
Oceanview
$1,826
Balcony
$1,839
Suite
$3,129
From
US$1,636
Save 790
Per Person
View Trip
8 Day St. Thomas, San Juan & Bahamas with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 13 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$852
Oceanview
$977
Balcony
$1,140
Suite
$3,002
From
US$852
Save 552
Per Person
View Trip
8 Day Sunsets in the Lesser Antilles with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Mar 2026 to Apr 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Martinique, Curacao, Aruba
Black Friday Deal
Inside
$903
Oceanview
$1,043
Balcony
$1,253
Suite
$3,500
From
US$903
Per Person
View Trip
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