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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 213 departures available, operated by fourteen of the world's leading cruise lines departing in December.
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72 Cruises (213 Departures)
72 Cruises (213 Departures)
Departures
Duration
7 Days
22 Days
Countries Visited
Start & End Cities
Ship Size
Ship Features
Operators
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Price
$700pp
$28,620pp
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15 Day The Magnificent Atlantic with Regent Seven Seas
Cruise

15 Days (14 Nights) Barcelona to Miami
Operator: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 06 December 2027
Visits: Spain, Puerto Rico, USA
Exclusive Savings
Balcony
$9,774
Suite
$10,882
From (Per Person)
A$9,774
Save 7,536
Per Person
View Trip
8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Operator: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Balcony
$9,265
Suite
$14,643
From (Per Person)
A$7,318
Save 3,128
Per Person
View Trip
8 Day Grand Turk & St. Maarten Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Operator: Celebrity Cruises
Ship: Celebrity Apex
Departures: Dec 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,435
Oceanview
$1,482
Balcony
$1,769
Suite
$6,100
From (Per Person)
A$2,429
Save 64
Per Person
View Trip
8 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

8 Days (7 Nights) Miami to Miami
Operator: MSC Cruises
Ships: MSC Seaside, MSC World America
Departures: Oct 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$784
Oceanview
$962
Balcony
$1,259
Suite
$2,309
From (Per Person)
A$784
Save 16
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
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departures: Dec 2026 to Mar 2028
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,421
Oceanview
$1,644
Balcony
$2,165
Suite
$2,508
From (Per Person)
A$1,421
Per Person
View Trip
7 Day Southern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

7 Days (6 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Antigua and Barbuda
Exclusive Savings
Inside
$1,198
Oceanview
$1,287
Balcony
$2,022
Suite
$2,499
From (Per Person)
A$1,446
Save 465
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$873
Oceanview
$1,161
Balcony
$1,190
Suite
$1,645
From (Per Person)
A$873
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
Operator: Explora Journeys
Ship: Explora II
Departure: 26 December 2027
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$7,521
From (Per Person)
A$7,521
Save 154
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,754
Oceanview
$2,101
Balcony
$2,150
Suite
$3,219
From (Per Person)
A$1,754
Per Person
View Trip
8 Day Eastern Caribbean Holiday with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 28 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$2,102
Oceanview
$2,513
Balcony
$4,184
Suite
$4,654
From (Per Person)
A$2,543
Save 628
Per Person
View Trip
14 Day Transatlantic Cruise: Malaga, San Juan & Miami with Azamara Cruises
Cruise
 (6)

14 Days (13 Nights) Malaga to Miami
Operator: Azamara
Ship: Azamara Quest
Departure: 04 December 2026
Visits: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,760
Suite
$5,406
From (Per Person)
A$2,760
Per Person
View Trip
8 Day St. Kitts, & Perfect Day Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 20 December 2026
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,509
Oceanview
$2,050
Balcony
$2,629
Suite
$6,664
From (Per Person)
A$2,537
Save 44
Per Person
View Trip
8 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (5)

8 Days (7 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 19 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Drinks On Us
Inside
$1,586
Oceanview
$1,985
Balcony
$2,284
Suite
$5,279
From (Per Person)
A$1,586
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
Operator: Princess
Ship: Coral Princess
Departure: 19 December 2026
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,222
Oceanview
$1,278
Balcony
$1,416
Suite
$2,012
From (Per Person)
A$1,222
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
Operator: Princess
Ship: Sun Princess
Departures: Dec 2026 to Jan 2027
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$1,014
Oceanview
$1,061
Balcony
$1,190
Suite
$2,053
From (Per Person)
A$1,014
Per Person
View Trip
11 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

11 Days (10 Nights) Miami to Miami
Operator: MSC Cruises
Ship: MSC Seaside
Departure: 18 December 2026
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
$2,094
Balcony
$2,619
Suite
$7,956
From (Per Person)
A$2,094
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
Operator: Princess
Ship: Sun Princess
Departure: 20 December 2026
Visits: USA, Puerto Rico, Turks and Caicos Islands, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,222
Oceanview
$1,685
Balcony
$1,834
Suite
$3,309
From (Per Person)
A$1,222
Per Person
View Trip
8 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Ship: Harmony of the Seas
Departures: Nov 2026 to Sep 2027
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,386
Oceanview
$1,621
Balcony
$1,658
Suite
$3,426
From (Per Person)
A$1,401
Save 815
Per Person
View Trip
22 Day Iberia To New World Passage with Oceania Cruises
Cruise

22 Days (21 Nights) Barcelona to Miami
Operator: Oceania
Ship: Oceania Aurelia
Departure: 28 December 2027
Visits: Spain, Portugal, Puerto Rico, USA
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$11,129
Suite
$12,613
From (Per Person)
A$11,129
Save 2,311
Per Person
View Trip
9 Day Perfect Day Cococay & East Caribbean with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Ship: Symphony of the Seas
Departures: Nov 2027 to Dec 2027
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,666
Oceanview
$1,879
Balcony
$1,917
Suite
$3,916
From (Per Person)
A$2,022
Save 706
Per Person
View Trip
8 Day St. Maarten & Puerto Plata Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 26 December 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,455
Oceanview
$2,670
Balcony
$3,112
Suite
$6,593
From (Per Person)
A$4,089
Per Person
View Trip
8 Day Perfect Day Cococay & Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ships: Allure of the Seas, Independence of the Seas
Departures: Nov 2026 to Apr 2027
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,122
Oceanview
$1,231
Balcony
$1,532
Suite
$3,457
From (Per Person)
A$1,122
Save 777
Per Person
View Trip
8 Day Eastern Caribbean & Perfect Day Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Allure of the Seas
Departure: 27 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$2,696
Oceanview
-
Balcony
$3,584
Suite
$9,246
From (Per Person)
A$3,304
Save 771
Per Person
View Trip
8 Day Eastern Caribbean Holiday with Royal Caribbean
Cruise

8 Days (7 Nights) Miami to Miami
Operator: Royal Caribbean
Ship: Allure of the Seas
Departure: 20 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$2,082
Oceanview
$2,925
Balcony
$2,997
Suite
$4,522
From (Per Person)
A$2,986
Save 197
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
Operator: Norwegian Cruise Line
Ship: Norwegian Pearl
Departure: 23 December 2026
Visits: USA, Saint Martin, Virgin Islands, Puerto Rico, Dominican Republic
Just Cruise Fare
Exclusive Savings
Inside
$2,477
Oceanview
$2,701
Balcony
$3,817
Suite
$3,817
From (Per Person)
A$2,477
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,131
Oceanview
-
Balcony
$2,264
Suite
$5,489
From (Per Person)
A$2,131
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
Operator: Norwegian Cruise Line
Ship: Norwegian Getaway
Departure: 14 December 2026
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,483
Oceanview
$1,512
Balcony
$1,870
Suite
$2,049
From (Per Person)
A$1,483
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
Operator: Norwegian Cruise Line
Ship: Norwegian Prima
Departure: 11 December 2027
Visits: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,121
Oceanview
$2,301
Balcony
$2,687
Suite
$3,789
From (Per Person)
A$2,121
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico & Celebration Key with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Operator: Princess
Ship: Sky Princess
Departure: 13 December 2026
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,062
Oceanview
-
Balcony
$1,230
Suite
$2,099
From (Per Person)
A$1,062
Per Person
View Trip
9 Day Eastern Caribbean with Tortola Holiday with Princess
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Operator: Princess
Ship: Regal Princess
Departure: 19 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$1,388
Oceanview
-
Balcony
$1,803
Suite
$2,496
From (Per Person)
A$1,388
Per Person
View Trip
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