Home > Cruises > Caribbean Cruises > Puerto Rico > December

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 73 unique cruise itineraries and 213 departures available, operated by twelve of the world's leading cruise lines departing in December.
Filter Results
Departures
Duration
7 Days
16 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
Show More...
Price
$400pp
$34,998pp
Countries
Show More...
Filter Results
73 Cruises (213 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
$10,420
Suite
$11,302
From
US$10,420
Save 10,778
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
Select Fare
Preferred Plus Fare + Air Credit
Exclusive Savings
Inside
-
Oceanview
$6,021
Balcony
-
Suite
$7,610
From
US$6,021
Save 774
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
$948
Oceanview
$1,148
Balcony
$1,508
Suite
$5,070
From
US$948
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
$1,199
Oceanview
$1,322
Balcony
$1,374
Suite
$2,694
From
US$1,199
Save 641
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
Bonus Onboard Credit
Exclusive Savings
Inside
$1,027
Oceanview
$1,101
Balcony
$1,416
Suite
$1,709
From
US$1,027
Save 543
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: Apr 2026 to Apr 2027
Visit: USA, Bahamas, Puerto Rico, Virgin Islands
Bonus Onboard Credit
Exclusive Savings
Inside
$617
Oceanview
$757
Balcony
$1,010
Suite
$1,528
From
US$617
Save 531
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: Apr 2026 to Mar 2028
Visit: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$578
Oceanview
$764
Balcony
$1,004
Suite
$1,444
From
US$578
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
$794
Oceanview
$854
Balcony
$1,374
Suite
$1,584
From
US$794
Save 445
Per Person
View Trip
8 Day Eastern Caribbean with Celebration Key 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
Princess Standard
Inside
$924
Oceanview
$1,124
Balcony
$1,274
Suite
$1,854
From
US$924
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
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
Inside
$559
Oceanview
$699
Balcony
$779
Suite
$1,179
From
US$559
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: May 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$739
Oceanview
$801
Balcony
$774
Suite
$1,249
From
US$739
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
Limited Time Offer
Inside
$1,113
Oceanview
$1,323
Balcony
$1,533
Suite
$3,850
From
US$1,113
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
$893
Oceanview
$1,044
Balcony
$1,077
Suite
$2,414
From
US$893
Save 725
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
$798
Oceanview
$948
Balcony
$1,228
Suite
$1,849
From
US$798
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
$979
Oceanview
$1,508
Balcony
$1,384
Suite
$1,879
From
US$979
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
$889
Oceanview
$989
Balcony
$1,114
Suite
$3,230
From
US$889
Save 536
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
$1,789
Balcony
$2,927
Suite
$5,808
From
US$1,789
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
Exclusive Savings
Inside
$1,789
Oceanview
$1,992
Balcony
$2,128
Suite
$2,788
From
US$1,789
Save 50
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
$529
Oceanview
$704
Balcony
$692
Suite
$1,129
From
US$529
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 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
$17,169
From
US$17,169
Save 17,829
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
Bonus Onboard Credit
Exclusive Savings
Inside
$2,071
Oceanview
$2,311
Balcony
$2,473
Suite
$6,123
From
US$2,071
Save 1,012
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
$1,281
Oceanview
$1,430
Balcony
$1,569
Suite
$4,283
From
US$1,518
Save 523
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: 26 December 2026
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$1,529
Oceanview
$1,545
Balcony
$2,668
Suite
$2,941
From
US$1,529
Save 796
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
$889
Oceanview
$1,079
Balcony
$1,159
Suite
$1,489
From
US$889
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
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
12 Day Caribbean Cruise From Philadelphia To Philadelphia with Norwegian Cruise Line
Cruise
 (1)

12 Days (11 Nights) Philadelphia to Philadelphia
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 23 December 2026
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,919
Oceanview
$1,967
Balcony
$2,549
Suite
$3,199
From
US$1,919
Save 50
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
$1,239
Oceanview
-
Balcony
$1,399
Suite
$2,169
From
US$1,239
Per Person
View Trip
Results: 1-30 of 73

No trips found. Try adjusting the search filters.




Cruises found! Scroll up to view.

Caribbean & Bahamas Cruises

Aruba Cruises Bahamas Cruises Barbados Cruises Bermunda Cruises Caribbean Cruises Central America Cruises Jamaica Cruises Mexico Cruises Panama Cruises Puerto Rico Cruises Virgin Islands Cruises

Travel Styles

Luxury Cruises

Trip Lengths

10 Day 2 Week 7 Day

Departure Months

March April May June July August September October November December January February

Cities

San Juan

Routes

San Juan to San Juan

Country Routes

Puerto Rico to USA USA to Puerto Rico

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

© 2010-2026. Global Journeys. You're viewing our site in US dollars.

    

Global Journeys | Terms & Conditions

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations