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Puerto Rico Cruises

Are you looking for a cruise to Puerto Rico? Choose from 247 unique cruise itineraries to Puerto Rico, departing from Baltimore, Barcelona, Boston, Bridgetown, Fort Lauderdale and more. December is the most popular month to cruise to Puerto Rico and we have over 453 departures available from fifteen of the world's leading cruise lines.
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247 Cruises (453 Cruise Departures)
16 Day MSC Grand Voyages with MSC Cruises
Cruise
 (1)

16 Days (15 Nights) Palma de Mallorca to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 October 2026
Visit: Spain, Portugal, Puerto Rico, USA
Inside
$700
Oceanview
$910
Balcony
$1,090
Suite
-
From
US$700
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
Departure: 14 November 2027
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Lucia, Curacao, Aruba
Inside
$1,219
Oceanview
$1,399
Balcony
$1,609
Suite
$2,399
From
US$1,219
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
Bonus Onboard Credit
Exclusive Savings
Inside
$732
Oceanview
$792
Balcony
$1,332
Suite
$1,537
From
US$732
Save 435
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
Princess Premier
Inside
$1,054
Oceanview
$1,573
Balcony
$1,447
Suite
$1,839
From
US$1,054
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: Scarlet Lady
Departures: Jan 2028 to Mar 2028
Visit: Puerto Rico, Aruba, Saint Lucia, Antigua and Barbuda, Saint Martin
Inside
$763
Oceanview
$903
Balcony
$1,253
Suite
$3,850
From
US$763
Per Person
View Trip
8 Day Southern Caribbean & Aruban Nights with Virgin Voyages
Cruise
 (2)

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
Inside
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,703
From
US$973
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: 03 January 2027
Visit: Puerto Rico, Virgin Islands, Aruba, Curacao
Inside
$1,839
Oceanview
$1,889
Balcony
$1,959
Suite
$2,249
From
US$1,839
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
$879
Oceanview
$979
Balcony
$1,409
Suite
$1,509
From
US$879
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Martinique, Aruba, Curacao
Inside
$1,043
Oceanview
$1,183
Balcony
$1,393
Suite
$4,193
From
US$1,043
Per Person
View Trip
7 Day Southern Caribbean with Puerto Rico with Princess
Cruise
 (1)

7 Days (6 Nights) Bridgetown to Bridgetown
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 January 2028
Visit: Barbados, Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda
Princess Standard
Inside
$1,563
Oceanview
$2,023
Balcony
$2,363
Suite
$3,228
From
US$1,563
Per Person
View Trip
9 Day Eastern Caribbean with Tortola with Princess
Cruise
 (1)

9 Days (8 Nights) Miami to Miami
Cruise Line: Princess
Ship: Regal Princess
Departure: 27 November 2027
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Virgin Islands
Princess Standard
Inside
$894
Oceanview
-
Balcony
$1,034
Suite
$1,629
From
US$894
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
Exclusive Savings
Inside
$1,139
Oceanview
$1,272
Balcony
$2,281
Suite
$2,583
From
US$1,139
Save 718
Per Person
View Trip
7 Day Southern Caribbean Cruise with Virgin Voyages
Cruise
 (2)

7 Days (6 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 14 November 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Lucia, Saint Kitts and Nevis
Inside
$1,014
Oceanview
$1,134
Balcony
$1,374
Suite
$3,294
From
US$1,014
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: Aug 2026 to Dec 2026
Visit: USA, Bahamas, Puerto Rico, Saint Martin
Princess Standard
Inside
$792
Oceanview
$772
Balcony
$860
Suite
$1,299
From
US$772
Per Person
View Trip
9 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

9 Days (8 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 06 November 2027
Visit: USA, Bahamas, Dominican Republic, Puerto Rico
Inside
$768
Oceanview
$888
Balcony
$1,068
Suite
$1,908
From
US$768
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
Departure: 27 November 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Saint Lucia, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$710
Oceanview
$770
Balcony
$1,320
Suite
$1,505
From
US$710
Save 400
Per Person
View Trip
13 Day Halloween Transatlantic from Spain with Virgin Voyages
Cruise
 (1)

13 Days (12 Nights) Barcelona to San Juan
Cruise Line: Virgin Voyages
Ship: Scarlet Lady
Departure: 31 October 2027
Visit: Spain, Morocco, Puerto Rico
Inside
$1,259
Oceanview
$1,428
Balcony
$1,485
Suite
$4,610
From
US$1,259
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: 07 March 2027
Visit: Puerto Rico, Virgin Islands, Aruba, Curacao
Inside
$1,439
Oceanview
$1,489
Balcony
$1,809
Suite
$2,169
From
US$1,439
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
Inside
$1,113
Oceanview
$1,323
Balcony
$1,603
Suite
$3,850
From
US$1,113
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
Visit: Puerto Rico, Saint Kitts and Nevis, Saint Martin, Curacao, Aruba
Inside
$1,139
Oceanview
$1,329
Balcony
$1,559
Suite
$2,369
From
US$1,139
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
Visit: USA, Virgin Islands, Puerto Rico, Dominican Republic, Bahamas
Inside
$952
Oceanview
$1,192
Balcony
$1,432
Suite
$3,432
From
US$952
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: 28 February 2027
Visit: Puerto Rico, Virgin Islands, Dominica, Barbados, Saint Martin
Inside
$1,399
Oceanview
$1,499
Balcony
$1,719
Suite
$1,869
From
US$1,399
Per Person
View Trip
16 Day Caribbean And Antilles with MSC Cruises
Cruise
 (1)

16 Days (15 Nights) Orlando to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 30 October 2027
Visit: USA, Bahamas, Mexico, Dominican Republic, Puerto Rico
Inside
$1,829
Oceanview
$2,129
Balcony
$2,699
Suite
$5,099
From
US$1,829
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
$5,160
From
US$5,160
Per Person
View Trip
8 Day Southern Caribbean with Aruba with Princess
Cruise
 (10)

8 Days (7 Nights) San Juan to Fort Lauderdale
Cruise Line: Princess
Ship: Crown Princess
Departure: 28 March 2027
Visit: Puerto Rico, Saint Martin, Aruba, Curacao, USA
Princess Standard
Inside
$604
Oceanview
$634
Balcony
$1,004
Suite
$1,499
From
US$604
Per Person
View Trip
8 Day Sisters at Sea: Valiant Lady with Virgin Voyages
Cruise
 (2)

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 13 February 2027
Visit: Puerto Rico, Dominican Republic, Turks and Caicos Islands
Inside
-
Oceanview
$1,603
Balcony
$1,802
Suite
$5,110
From
US$1,603
Per Person
View Trip
12 Day Mid Atlantic Crossing with Viking Cruises
New ReleaseCruise
 (5)

12 Days (11 Nights) San Juan to Lisbon
Cruise Line: Viking Cruises
Ship: Viking Sky
Departure: 27 February 2028
Visit: Puerto Rico, Spain, Portugal
Viking $999 Air Deal
Inside
-
Oceanview
-
Balcony
$3,099
Suite
$5,499
From
US$3,099
Per Person
View Trip
9 Day Eastern Caribbean & Bimini Holiday with Virgin Voyages
Cruise
 (5)

9 Days (8 Nights) Miami to Miami
Cruise Line: Virgin Voyages
Ship: Resilient Lady
Departure: 19 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Bahamas
Inside
$1,352
Oceanview
$1,512
Balcony
$1,592
Suite
$4,472
From
US$1,352
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
Inside
$1,179
Oceanview
$1,369
Balcony
$1,599
Suite
$2,409
From
US$1,179
Per Person
View Trip
8 Day St. Thomas, San Juan & Bahamas with Celebrity Cruises
Cruise
 (1)

8 Days (7 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 13 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Puerto Rico, Bahamas
Exclusive Savings
Inside
$794
Oceanview
$1,191
Balcony
$1,213
Suite
$3,199
From
US$819
Save 613
Per Person
View Trip
Results: 31-60 of 247

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