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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 71 unique cruise itineraries and 199 departures available, operated by fourteen of the world's leading cruise lines departing in December.
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71 Cruises (199 Departures)
71 Cruises (199 Departures)
Departures
Duration
7 Days
22 Days
Countries Visited
Start & End Cities
Ship Size
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Operators
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Price
$700pp
$28,620pp
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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
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
$9,439
Suite
$10,240
From (Per Person)
A$9,439
Save 7,511
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$1,198
Save 713
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
$1,391
Oceanview
$1,615
Balcony
$2,210
Suite
$2,463
From (Per Person)
A$1,391
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
$1,451
Balcony
$1,769
Suite
$6,153
From (Per Person)
A$2,429
Save 64
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
$1,224
Oceanview
$1,687
Balcony
$1,836
Suite
$3,311
From (Per Person)
A$1,224
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
$1,643
Oceanview
$2,056
Balcony
$2,366
Suite
$5,476
From (Per Person)
A$1,643
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
$816
Oceanview
$895
Balcony
$1,550
Suite
$1,480
From (Per Person)
A$816
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (4)

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
$835
Oceanview
$1,126
Balcony
$1,093
Suite
$1,647
From (Per Person)
A$835
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: Nov 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$715
Oceanview
$873
Balcony
$1,170
Suite
$2,309
From (Per Person)
A$715
Save 16
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
$2,030
Oceanview
$2,400
Balcony
$4,670
Suite
$4,654
From (Per Person)
A$2,030
Save 1,036
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
$1,886
Oceanview
$2,075
Balcony
$2,599
Suite
$7,956
From (Per Person)
A$1,886
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts Holiday with Princess
Cruise
 (4)

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
$1,667
Oceanview
$2,221
Balcony
$2,152
Suite
$3,191
From (Per Person)
A$1,667
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 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
$1,460
Oceanview
$1,432
Balcony
$1,571
Suite
$2,014
From (Per Person)
A$1,432
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
$3,083
Suite
$7,582
From (Per Person)
A$3,083
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
$1,731
Oceanview
$2,114
Balcony
$2,423
Suite
$7,223
From (Per Person)
A$2,899
Save 48
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
$11,731
Suite
$12,982
From (Per Person)
A$11,731
Save 2,329
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
$1,355
Oceanview
$1,627
Balcony
$1,661
Suite
$3,426
From (Per Person)
A$1,355
Save 1,356
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$1,666
Save 1,239
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
$2,785
Oceanview
$3,283
Balcony
$3,345
Suite
$9,246
From (Per Person)
A$2,785
Save 1,420
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
$977
Oceanview
$1,134
Balcony
$1,368
Suite
$2,771
From (Per Person)
A$977
Save 689
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
$2,190
Oceanview
$2,744
Balcony
$2,687
Suite
$7,753
From (Per Person)
A$2,190
Save 1,150
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
$2,458
Oceanview
$2,612
Balcony
$3,112
Suite
$7,236
From (Per Person)
A$4,093
Per Person
View Trip
9 Day Eastern Caribbean with Tortola Holiday with Princess
Cruise
 (2)

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
$1,390
Oceanview
-
Balcony
$1,885
Suite
$2,499
From (Per Person)
A$1,390
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Operator: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visits: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Drinks On Us
Inside
$1,332
Oceanview
$1,436
Balcony
$1,540
Suite
$5,672
From (Per Person)
A$1,332
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departure: 05 December 2026
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,169
Oceanview
$1,287
Balcony
$1,523
Suite
$4,712
From (Per Person)
A$1,169
Per Person
View Trip
8 Day Southern Caribbean Holiday with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Operator: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 26 December 2026
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,972
Oceanview
$2,002
Balcony
$3,079
Suite
$3,508
From (Per Person)
A$1,972
Save 1,071
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Operator: Virgin Voyages
Ship: Resilient Lady
Departures: Dec 2027 to Mar 2028
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Drinks On Us
Inside
$1,405
Oceanview
$1,995
Balcony
$2,232
Suite
$5,608
From (Per Person)
A$1,405
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (4)

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
$2,321
Oceanview
$2,280
Balcony
$2,678
Suite
$3,638
From (Per Person)
A$2,280
Per Person
View Trip
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