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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 74 unique cruise itineraries and 222 departures available, operated by fourteen of the world's leading cruise lines departing in December.
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74 Cruises (222 Departures)
74 Cruises (222 Departures)
Departures
Duration
7 Days
22 Days
Countries Visited
Start & End Cities
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Price
$800pp
$28,480pp
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8 Day West Indies Island Hopping with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Emerald Cruises
Ships: Emerald Kaia
Departures: Dec 2027 to Nov 2028
Visits: Puerto Rico, Virgin Islands, Saint Barthelemy
Exclusive Savings
Oceanview
$7,318
Suite
$9,265
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
Cruise Line: Regent Seven Seas
Ship: Seven Seas Splendor
Departure: 06 December 2027
Visits: Spain, Puerto Rico, USA
Exclusive Savings
Balcony
-
Suite
$7,338
From (Per Person)
A$7,338
Save 11,602
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
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 20 December 2026
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,661
Oceanview
$1,894
Balcony
$1,992
Suite
$5,657
From (Per Person)
A$1,661
Save 1,112
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
Visits: USA, Dominican Republic, Virgin Islands, Puerto Rico
Exclusive Savings
Suite
$8,060
From (Per Person)
A$8,060
Save 165
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
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Inside
$1,647
Oceanview
$1,958
Balcony
$2,269
Suite
$5,696
From (Per Person)
A$1,647
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
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$1,397
Save 514
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
Visits: USA, Bahamas, Dominican Republic, Puerto Rico
Exclusive Savings
Inside
$1,657
Oceanview
$1,736
Balcony
$1,995
Suite
$5,868
From (Per Person)
A$1,920
Save 599
Per Person
View Trip
8 Day Eastern Caribbean with St. Kitts with Princess
Cruise
 (3)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Sky Princess
Departures: Dec 2027 to Jan 2028
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$855
Oceanview
$1,097
Balcony
$1,149
Suite
$1,647
From (Per Person)
A$855
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
Visits: Puerto Rico, Aruba, Curacao, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$2,256
Oceanview
$2,330
Balcony
$2,479
Suite
$3,223
From (Per Person)
A$2,256
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
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,239
Oceanview
$1,477
Balcony
$1,883
Suite
$2,913
From (Per Person)
A$1,239
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
Ship: Coral Princess
Departure: 19 December 2026
Visits: USA, Bahamas, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,044
Oceanview
$1,016
Balcony
$1,192
Suite
$1,668
From (Per Person)
A$1,016
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
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,797
Oceanview
$2,114
Balcony
$2,639
Suite
$7,956
From (Per Person)
A$1,797
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
Cruise Line: Princess
Ship: Sky Princess
Departure: 26 December 2027
Visits: USA, Dominican Republic, Puerto Rico, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,528
Oceanview
$2,055
Balcony
$2,083
Suite
$2,914
From (Per Person)
A$1,528
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
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Just Cruise Fare
Exclusive Savings
Inside
$1,629
Oceanview
$1,837
Balcony
$2,537
Suite
$2,582
From (Per Person)
A$1,629
Per Person
View Trip
8 Day Grand Turk & St. Maarten Holiday with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Orlando to Orlando
Cruise Line: Celebrity Cruises
Ship: Celebrity Apex
Departures: Dec 2027
Visits: USA, Turks and Caicos Islands, Puerto Rico, Saint Martin
Exclusive Savings
Inside
$1,546
Oceanview
$1,547
Balcony
$2,016
Suite
$6,181
From (Per Person)
A$1,546
Save 1,913
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
Visits: USA, Puerto Rico, Turks and Caicos Islands, Bahamas
Sanctuary Collection
Exclusive Savings
Inside
$1,232
Oceanview
$1,440
Balcony
$1,717
Suite
$3,271
From (Per Person)
A$1,232
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
Ship: Azamara Quest
Departure: 04 December 2026
Visits: Spain, Morocco, Puerto Rico, USA
Azamara Always Included
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$3,612
Suite
$7,140
From (Per Person)
A$3,612
Save 57
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
Visits: USA, Bahamas, Puerto Rico, Dominican Republic
Sanctuary Collection
Exclusive Savings
Inside
$954
Oceanview
$1,093
Balcony
$1,291
Suite
$1,945
From (Per Person)
A$954
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
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$2,495
Oceanview
$2,495
Balcony
$2,708
Suite
$9,952
From (Per Person)
A$2,941
Save 839
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
Visits: USA, Dominican Republic, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,616
Oceanview
$1,665
Balcony
$1,661
Suite
$4,442
From (Per Person)
A$1,889
Save 611
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
Visits: USA, Bahamas, Puerto Rico, Virgin Islands
Exclusive Savings
Inside
$1,136
Oceanview
$1,148
Balcony
$1,358
Suite
$2,421
From (Per Person)
A$1,148
Save 493
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
Visits: USA, Saint Kitts and Nevis, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,712
Oceanview
$1,923
Balcony
$1,957
Suite
$3,916
From (Per Person)
A$2,005
Save 1,199
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 Sep 2027
Visits: USA, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,370
Oceanview
$1,578
Balcony
$1,449
Suite
$3,426
From (Per Person)
A$1,689
Save 781
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: Aug 2026 to Oct 2028
Visits: USA, Dominican Republic, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,051
Oceanview
$1,289
Balcony
$1,586
Suite
$2,309
From (Per Person)
A$1,051
Save 23
Per Person
View Trip
22 Day Iberia To New World Passage with Oceania Cruises
Cruise

22 Days (21 Nights) Barcelona to Miami
Cruise Line: 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
8 Day St. Maarten & Puerto Plata Holiday with Celebrity Cruises
Cruise

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Xcel
Departure: 26 December 2027
Visits: USA, Saint Martin, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$2,452
Oceanview
$2,655
Balcony
$3,052
Suite
$6,742
From (Per Person)
A$2,452
Save 1,632
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
Visits: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Exclusive Savings
Inside
$1,135
Oceanview
$1,263
Balcony
$1,994
Suite
$2,483
From (Per Person)
A$1,314
Save 521
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
Visits: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Exclusive Savings
Inside
$1,588
Oceanview
-
Balcony
$1,875
Suite
$2,578
From (Per Person)
A$1,588
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Beach Club with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 05 December 2026
Visits: USA, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$1,290
Oceanview
$1,645
Balcony
$1,882
Suite
$5,077
From (Per Person)
A$1,290
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (3)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Sky Princess
Departure: 27 December 2026
Visits: USA, Bahamas, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Exclusive Savings
Inside
$2,064
Oceanview
-
Balcony
$2,086
Suite
$2,856
From (Per Person)
A$2,064
Per Person
View Trip
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