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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 73 unique cruise itineraries and 204 departures available, operated by twelve of the world's leading cruise lines departing in December.
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73 Cruises (204 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
$16,417
From
A$16,417
Save 2,283
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
Early Booking Savings
Exclusive Savings
Inside
-
Oceanview
$7,318
Balcony
-
Suite
$9,327
From
A$7,318
Save 3,127
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
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$7,948
From
A$7,948
Save 162
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
Just Cruise Fare
Exclusive Savings
Inside
$1,808
Oceanview
$1,882
Balcony
$2,686
Suite
$2,910
From
A$1,808
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
Exclusive Savings
Inside
$1,234
Oceanview
$1,323
Balcony
$2,020
Suite
$2,574
From
A$1,234
Save 732
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
Exclusive Savings
Inside
$1,192
Oceanview
$1,263
Balcony
$1,254
Suite
$2,034
From
A$1,192
Save 20
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
Exclusive Savings
Inside
$895
Oceanview
$1,101
Balcony
$1,165
Suite
$1,865
From
A$895
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
Easter Flash Sale
Exclusive Savings
Inside
$1,153
Oceanview
$1,351
Balcony
$1,965
Suite
$2,906
From
A$1,153
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
Sanctuary Collection
Exclusive Savings
Inside
$925
Oceanview
$1,123
Balcony
$1,390
Suite
$1,935
From
A$925
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
Exclusive Savings
Inside
-
Oceanview
$2,525
Balcony
$4,211
Suite
$8,376
From
A$2,525
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
$1,623
Oceanview
$1,725
Balcony
$2,188
Suite
$2,763
From
A$1,623
Save 847
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
$1,455
Oceanview
$1,596
Balcony
$1,874
Suite
$5,317
From
A$1,455
Save 820
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
Sanctuary Collection
Exclusive Savings
Inside
$1,450
Oceanview
$1,687
Balcony
$1,964
Suite
$2,935
From
A$1,450
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
Exclusive Savings
Inside
$1,758
Oceanview
$2,074
Balcony
$2,599
Suite
$7,906
From
A$1,758
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
Exclusive Savings
Inside
$1,518
Oceanview
$2,249
Balcony
$2,146
Suite
$2,845
From
A$1,518
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
Just Cruise Fare
Exclusive Savings
Inside
$2,986
Oceanview
$3,358
Balcony
$3,566
Suite
$4,579
From
A$2,986
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
$1,733
Oceanview
$2,060
Balcony
$2,387
Suite
$5,993
From
A$1,733
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
$1,886
Oceanview
$2,028
Balcony
$2,059
Suite
$4,235
From
A$2,214
Save 682
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
$21,396
From
A$21,396
Save 2,404
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
Exclusive Savings
Inside
$1,355
Oceanview
$1,630
Balcony
$1,616
Suite
$3,746
From
A$1,355
Save 1,119
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
$1,837
Oceanview
$1,924
Balcony
$2,179
Suite
$5,400
From
A$2,966
Save 50
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
Easter Flash Sale
Exclusive Savings
Inside
$1,114
Oceanview
$1,371
Balcony
$1,658
Suite
$2,302
From
A$1,114
Save 22
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
$2,886
Oceanview
$3,399
Balcony
$3,437
Suite
$11,380
From
A$3,411
Save 942
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (1)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departures: Dec 2026 to Apr 2027
Visit: Puerto Rico, Aruba, Curacao, Martinique, Saint Kitts and Nevis
Limited Time Offer
Inside
$1,516
Oceanview
$1,843
Balcony
$2,169
Suite
$5,764
From
A$1,516
Per Person
View Trip
10 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (1)

10 Days (9 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Brilliant Lady
Departure: 14 December 2026
Visit: USA, Saint Martin, Virgin Islands, Puerto Rico, Bahamas
Limited Time Offer
Inside
$1,528
Oceanview
$1,948
Balcony
$2,228
Suite
$6,991
From
A$1,528
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
Ships: Grandeur of the Seas, Rhapsody of the Seas
Departures: May 2027 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Sint Maarten, Saint Lucia, Barbados
Exclusive Savings
Inside
$1,119
Oceanview
$1,224
Balcony
$1,876
Suite
$2,446
From
A$1,119
Save 928
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
Exclusive Savings
Inside
$2,064
Oceanview
-
Balcony
$2,324
Suite
$2,945
From
A$2,064
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: 11 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Barbados
Just Cruise Fare
Exclusive Savings
Inside
$2,107
Oceanview
$2,405
Balcony
$2,777
Suite
$4,116
From
A$2,107
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
Just Cruise Fare
Exclusive Savings
Inside
$1,647
Oceanview
$1,929
Balcony
$2,079
Suite
$2,644
From
A$1,647
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
Exclusive Savings
Inside
$1,179
Oceanview
$1,261
Balcony
$1,992
Suite
$2,533
From
A$1,179
Save 728
Per Person
View Trip
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