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Puerto Rico Cruises Starting In December 2026 and 2027

If you're looking at joining a cruise to Puerto Rico in December 2026 or 2027, we have 72 unique cruise itineraries and 207 departures available, operated by twelve of the world's leading cruise lines departing in December.
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72 Cruises (207 Cruise Departures)
15 Day The Magnificent Atlantic with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 06 December 2027
Visit: Spain, Puerto Rico, USA
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$10,899
From
US$10,899
Save 10,899
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Kaia
Departure: 20 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy
Preferred Fare + Bonus Savings
Exclusive Savings
Inside
-
Oceanview
$5,686
Balcony
-
Suite
$7,324
From
US$5,686
Save 1,109
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Bonus Onboard Credit
Exclusive Savings
Inside
$768
Oceanview
$828
Balcony
$1,374
Suite
$1,540
From
US$768
Save 433
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, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,141
Oceanview
$1,224
Balcony
$1,495
Suite
$2,113
From
US$1,141
Save 592
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
$768
Oceanview
$918
Balcony
$1,198
Suite
$1,849
From
US$768
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
$549
Oceanview
$721
Balcony
$732
Suite
$1,169
From
US$549
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
$1,079
Oceanview
$1,598
Balcony
$1,497
Suite
$2,079
From
US$1,079
Per Person
View Trip
14 Day Transatlantic Cruise: Malaga, San Juan & Miami with Azamara Cruises
Cruise
 (5)

14 Days (13 Nights) Malaga to Miami
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 04 December 2026
Visit: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Inside
-
Oceanview
-
Balcony
$2,779
Suite
$5,519
From
US$2,779
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
$897
Oceanview
$1,097
Balcony
$1,457
Suite
$5,219
From
US$897
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 19 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$1,113
Oceanview
$1,323
Balcony
$1,533
Suite
$3,750
From
US$1,113
Per Person
View Trip
8 Day Southern 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 Prima
Departure: 20 December 2026
Visit: Puerto Rico, Aruba, Curacao, Virgin Islands
Inside
$1,809
Oceanview
$1,959
Balcony
$2,029
Suite
$2,689
From
US$1,809
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
Inside
-
Oceanview
-
Balcony
-
Suite
$5,215
From
US$5,215
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
$859
Oceanview
$979
Balcony
$1,409
Suite
$1,559
From
US$859
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (7)

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
$579
Oceanview
$669
Balcony
$834
Suite
$1,229
From
US$579
Per Person
View Trip
8 Day Eastern Caribbean with Celebration Key Holiday with Princess
Cruise
 (7)

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
Princess Standard
Sanctuary Collection
Inside
$939
Oceanview
$1,079
Balcony
$1,244
Suite
$1,999
From
US$939
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, Regal Princess
Departures: Aug 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$779
Oceanview
$869
Balcony
$954
Suite
$1,319
From
US$779
Per Person
View Trip
8 Day Grand Turk & St. Maarten Cruise with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departure: 11 December 2027
Visit: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$864
Oceanview
$964
Balcony
$1,169
Suite
$3,491
From
US$864
Save 561
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holid with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Cruise Line: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$587
Oceanview
$746
Balcony
$950
Suite
$1,422
From
US$587
Save 502
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean 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
$944
Oceanview
$1,143
Balcony
$1,228
Suite
$2,279
From
US$944
Save 780
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, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,381
Oceanview
$1,432
Balcony
$1,504
Suite
$3,211
From
US$1,381
Save 720
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2027 to Dec 2027
Visit: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Bonus Onboard Credit
Exclusive Savings
Inside
$1,084
Oceanview
$1,233
Balcony
$1,273
Suite
$2,484
From
US$1,084
Save 735
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
$1,179
Oceanview
$1,370
Balcony
$1,406
Suite
$3,578
From
US$1,179
Save 739
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: May 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$594
Oceanview
$798
Balcony
$857
Suite
$1,404
From
US$594
Per Person
View Trip
8 Day Eastern Caribbean & 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
Exclusive Savings
Inside
$1,881
Oceanview
$2,211
Balcony
$2,234
Suite
$9,985
From
US$1,881
Save 930
Per Person
View Trip
8 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Nov 2027 to Mar 2028
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$619
Oceanview
$797
Balcony
$790
Suite
$1,149
From
US$619
Per Person
View Trip
8 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departures: Dec 2027 to Feb 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,512
From
US$732
Save 435
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (2)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visit: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$1,581
Oceanview
-
Balcony
$1,686
Suite
$2,081
From
US$1,581
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: Nov 2027 to Dec 2027
Visit: Puerto Rico, Aruba, Barbados, Saint Lucia, Saint Kitts and Nevis
Inside
$1,369
Oceanview
$1,549
Balcony
$1,789
Suite
$2,639
From
US$1,369
Per Person
View Trip
9 Day Eastern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 19 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$1,399
Oceanview
-
Balcony
$1,704
Suite
$2,279
From
US$1,399
Per Person
View Trip
8 Day A Journey of Tropical Spirits & the Colourful Beauty of the Antilles with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 19 December 2027
Visit: Puerto Rico, Virgin Islands, Guadeloupe, Saint Barthelemy, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
Per Person
View Trip
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