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Puerto Rico Cruises

Are you looking for a cruise to Puerto Rico? Choose from 253 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 488 departures available from fourteen of the world's leading cruise lines.
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253 Cruises (488 Cruise Departures)
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
$674
Oceanview
-
Balcony
$754
Suite
$1,449
From
US$674
Per Person
View Trip
11 Day Eastern Caribbean From New York To New York with Norwegian Cruise Line
Cruise
 (1)

11 Days (10 Nights) New York to New York
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Escape
Departure: 19 August 2026
Visit: USA, Puerto Rico, Sint Maarten, Virgin Islands, Dominican Republic
Inside
$1,989
Oceanview
$2,159
Balcony
$2,209
Suite
$2,269
From
US$1,989
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
$1,480
From
US$710
Save 400
Per Person
View Trip
15 Day Eastern Caribbean Adventurer with Princess
Cruise

15 Days (14 Nights) Orlando to Orlando
Cruise Line: Princess
Ship: Caribbean Princess
Departures: May 2026 to Aug 2026
Visit: USA, Bahamas, Dominican Republic, Turks and Caicos Islands, Puerto Rico
Princess Standard
Inside
$933
Oceanview
$1,023
Balcony
$2,630
Suite
-
From
US$933
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: 20 November 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Bahamas
Limited Time Offer
Inside
$953
Oceanview
$1,193
Balcony
$1,433
Suite
$3,920
From
US$953
Per Person
View Trip
10 Day A Journey of Palm - Shaded Elegance & Caribbean Cultural Fusion with Explora Journeys
Cruise

10 Days (9 Nights) Miami to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 04 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Saint Barthelemy
Inside
-
Oceanview
-
Balcony
-
Suite
$4,685
From
US$4,685
Per Person
View Trip
8 Day San Juan to San Juan with Silversea
Cruise

8 Days (7 Nights) San Juan to San Juan
Cruise Line: Silversea
Ship: Silver Dawn
Departure: 28 December 2027
Visit: Puerto Rico, Virgin Islands, Saint Martin, Dominica, Saint Kitts and Nevis
All-Inclusive Fare
Inside
-
Oceanview
$5,600
Balcony
$6,100
Suite
$10,700
From
US$5,600
Per Person
View Trip
10 Day Bermuda & Eastern Caribbean with Royal Caribbean
Cruise

10 Days (9 Nights) New York to New York
Cruise Line: Royal Caribbean
Ship: Independence of the Seas
Departures: May 2026 to Jul 2026
Visit: USA, Bermuda, Sint Maarten, Puerto Rico, Dominican Republic
Exclusive Savings
Inside
$1,580
Oceanview
$2,262
Balcony
$2,135
Suite
$3,340
From
US$1,580
Save 901
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
Bonus Onboard Credit
Exclusive Savings
Inside
$689
Oceanview
$766
Balcony
$1,248
Suite
$1,448
From
US$689
Save 568
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
$973
Oceanview
$1,183
Balcony
$1,393
Suite
$3,703
From
US$973
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: Feb 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Kitts and Nevis
Bonus Onboard Credit
Exclusive Savings
Inside
$779
Oceanview
$840
Balcony
$1,499
Suite
$1,679
From
US$779
Save 495
Per Person
View Trip
8 Day A Journey Through Tropical Utopia & Rhythmic Streets with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 March 2028
Visit: Puerto Rico, Virgin Islands, Saint Barthelemy, Bahamas, USA
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
11 Day Caribbean Cruise From Jacksonville To Jacksonville with Norwegian Cruise Line
Cruise

11 Days (10 Nights) Jacksonville to Jacksonville
Cruise Line: Norwegian Cruise Line
Ship: Norwegian Dawn
Departure: 18 January 2028
Visit: USA, Bahamas, Dominican Republic, Virgin Islands, Puerto Rico
Inside
$1,239
Oceanview
$1,489
Balcony
$2,089
Suite
$2,539
From
US$1,239
Per Person
View Trip
16 Day Lisbon to Miami, Fl with Silversea
Cruise
 (1)

16 Days (15 Nights) Lisbon to Miami
Cruise Line: Silversea
Ship: Silver Nova
Departure: 03 December 2027
Visit: Portugal, Gibraltar, Saint Martin, Puerto Rico, USA
All-Inclusive Plus Fare
All-Inclusive Fare
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,000
Suite
$7,500
From
US$5,000
Save 1,500
Per Person
View Trip
8 Day Southern Caribbean Holiday Cruise with Virgin Voyages
Cruise
 (1)

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
Limited Time Offer
Inside
$1,113
Oceanview
$1,253
Balcony
$1,463
Suite
$4,123
From
US$1,113
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
Departure: 13 December 2027
Visit: USA, Dominican Republic, Puerto Rico, Antigua and Barbuda, Saint Martin
Inside
$1,099
Oceanview
$1,349
Balcony
$1,699
Suite
$2,099
From
US$1,099
Per Person
View Trip
8 Day A Journey Through The Caribbean's Rich History & Palm-shaded Paradise with Explora Journeys
Cruise

8 Days (7 Nights) San Juan to Miami
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: Puerto Rico, Virgin Islands, Dominican Republic, USA, Bahamas
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
8 Day A Journey into Dominican Charm & Caribbean Splendour with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 30 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Anguilla, Puerto Rico
Inside
-
Oceanview
-
Balcony
-
Suite
$3,655
From
US$3,655
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departures: Oct 2026 to Feb 2027
Visit: USA, Saint Martin, Puerto Rico, Dominican Republic, Turks and Caicos Islands
Princess Standard
Inside
$644
Oceanview
-
Balcony
$924
Suite
$1,119
From
US$644
Per Person
View Trip
8 Day Southern Caribbean 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: 09 January 2028
Visit: Puerto Rico, Saint Martin, Curacao, Saint Lucia, Saint Kitts and Nevis
Inside
$1,169
Oceanview
$1,369
Balcony
$1,619
Suite
$2,519
From
US$1,169
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: 14 February 2027
Visit: Puerto Rico, Virgin Islands, Barbados, Saint Kitts and Nevis, Saint Martin
Inside
$1,299
Oceanview
$1,409
Balcony
$1,649
Suite
$2,409
From
US$1,299
Per Person
View Trip
18 Day MSC Grand Voyages with MSC Cruises
Cruise
 (1)

18 Days (17 Nights) Rome to Orlando
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 28 October 2026
Visit: Italy, Spain, Portugal, Puerto Rico, USA
Inside
$996
Oceanview
$1,267
Balcony
$1,505
Suite
$6,734
From
US$996
Per Person
View Trip
9 Day Eastern Caribbean with Puerto Rico Holiday with Princess
Cruise
 (1)

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Princess
Ship: Regal Princess
Departure: 26 December 2026
Visit: USA, Dominican Republic, Puerto Rico, Saint Martin, Turks and Caicos Islands
Princess Standard
Inside
$1,724
Oceanview
-
Balcony
$1,654
Suite
$2,599
From
US$1,654
Per Person
View Trip
23 Day Flamenco To Flamingos with Oceania Cruises
Cruise
 (1)

23 Days (22 Nights) Barcelona to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Insignia
Departure: 02 November 2026
Visit: Spain, Portugal, Puerto Rico, Bahamas, USA
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
$5,699
Oceanview
$6,199
Balcony
$8,599
Suite
$11,899
From
US$5,699
Save 5,699
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
Departures: Nov 2027 to Mar 2028
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Barbados, Saint Martin
Inside
$1,209
Oceanview
$1,409
Balcony
$1,659
Suite
$2,559
From
US$1,209
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
Limited Time Offer
Inside
$1,432
Oceanview
$1,571
Balcony
$1,672
Suite
$4,472
From
US$1,432
Per Person
View Trip
8 Day Southern Caribbean with Aruba with Princess
Cruise
 (8)

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
$754
Oceanview
$874
Balcony
$974
Suite
$1,239
From
US$754
Per Person
View Trip
11 Day Caribbean Splendor with Oceania Cruises
Cruise

11 Days (10 Nights) Miami to Miami
Cruise Line: Oceania Cruises
Ship: Oceania Sonata
Departure: 02 February 2028
Visit: USA, Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Guadeloupe
Your World Included Credit
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$5,099
Suite
$7,199
From
US$5,099
Save 5,099
Per Person
View Trip
17 Day MSC Grand Voyages with MSC Cruises
Cruise
 (1)

17 Days (16 Nights) Rome to Miami
Cruise Line: MSC Cruises
Ship: MSC Grandiosa
Departure: 28 October 2026
Visit: Italy, Spain, Portugal, Puerto Rico, USA
Inside
$929
Oceanview
$1,183
Balcony
$1,408
Suite
-
From
US$929
Per Person
View Trip
9 Day St. Maarten, San Juan & St. Thomas with Celebrity Cruises
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Cruise Line: Celebrity Cruises
Ship: Celebrity Beyond
Departure: 15 January 2028
Visit: USA, Virgin Islands, Saint Martin, Puerto Rico, Bahamas
Exclusive Savings
Inside
$1,229
Oceanview
$1,329
Balcony
$1,529
Suite
$3,704
From
US$1,229
Save 735
Per Person
View Trip
Results: 151-180 of 253

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