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Cruises from USA to Puerto Rico

Are you looking for a cruise from USA to Puerto Rico? December is the most popular month to cruise between USA and Puerto Rico and there are 70 departures available from nine of the world's leading cruise lines.
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60 Cruises (70 Cruise Departures)
8 Day A Journey Of Colourful Treasures & Idyllic Island Scenery with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 06 December 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,125
Suite
$5,025
From
US$4,125
Per Person
View Trip
15 Day An Extended Journey of Tropical Harmony & Natural Wonders with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 15 November 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Virgin Islands (+4 more), Dominican Republic, USA, Guadeloupe, Saint Martin
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,800
Suite
$9,520
From
US$7,800
Per Person
View Trip
18 Day An Extended Journey Through Timeless Mysteries And Modern Marvels with Explora Journeys
Cruise
 (1)

18 Days (17 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 14 February 2026
Visit: USA, Mexico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,690
Suite
$10,970
From
US$9,690
Per Person
View Trip
16 Day An Extended Journey Of Paradise Beauty And Colourful Shores with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 11 March 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Martin (+6 more), Virgin Islands, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,650
Suite
$8,115
From
US$7,650
Per Person
View Trip
7 Day One-way to SJ: DR, St. Maarten & BVI with Virgin Voyages
Cruise
 (1)

7 Days (6 Nights) Miami to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 02 November 2025
Visit: USA, Dominican Republic, Sint Maarten, Virgin Islands, Puerto Rico
Set, Sail and Save Offer
Inside
$714
Oceanview
$774
Balcony
$835
Suite
$2,874
From
US$714
Per Person
View Trip
9 Day Southern Caribbean Islander Holiday with Princess
Cruise
 (6)

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Crown Princess
Departure: 19 December 2026
Visit: USA, Turks and Caicos Islands, Aruba, Curacao, Bonaire, Puerto Rico
Princess Standard
Inside
$834
Oceanview
$882
Balcony
$1,159
Suite
$1,544
From
US$834
Per Person
View Trip
9 Day A Journey Through Majestic Island Paradises & Radiant Cultures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 05 November 2027
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Guadeloupe, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,750
Suite
$5,810
From
US$4,750
Per Person
View Trip
9 Day Eastern Caribbean Voyage with Azamara Cruises
Cruise
 (3)

9 Days (8 Nights) Miami to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 31 October 2025
Visit: USA, Virgin Islands, Saint Kitts and Nevis, Saint Martin, Saint Barthelemy, Puerto Rico
Azamara Always Included
Inside
$1,539
Oceanview
$1,719
Balcony
-
Suite
-
From
US$1,539
Per Person
View Trip
9 Day A Journey From Miami To San Juan with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 29 December 2025
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,400
Suite
-
From
US$7,400
Per Person
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (2)

10 Days (9 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ships: Azamara Journey, Azamara Quest
Departures: Oct 2026 to Oct 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands, Puerto Rico
Azamara Always Included
Inside
$1,509
Oceanview
$1,769
Balcony
$2,305
Suite
$4,012
From
US$1,509
Per Person
View Trip
16 Day An Extended Journey into Island Bliss & Lively Celebrations with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 December 2026
Visit: Puerto Rico, Saint Kitts and Nevis, Virgin Islands, Saint Barthelemy, Anguilla, USA, Dominican Republic
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,600
Suite
$11,025
From
US$9,600
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
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,965
Suite
$6,840
From
US$5,965
Per Person
View Trip
11 Day Tropical Passage with Regent Seven Seas
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Regent Seven Seas
Ship: Seven Seas Prestige
Departure: 20 March 2027
Visit: USA, Virgin Islands, Dominica, Barbados (+4 more), Saint Lucia, Martinique, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,781
Suite
$7,173
From
US$6,781
Save 13,017
Per Person
View Trip
17 Day An Extended Journey of Pearl-Blue Horizons & Maritime Grace with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 19 February 2027
Visit: USA, Dominican Republic, Puerto Rico, Virgin Islands, Anguilla, Antigua and Barbuda, Guadeloupe
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,560
Suite
$11,585
From
US$9,560
Per Person
View Trip
16 Day An Extended Journey To Abc Island Heritage And Flavour with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 18 March 2026
Visit: USA, Virgin Islands, Guadeloupe, Barbados (+7 more), Martinique, Saint Kitts and Nevis, Puerto Rico, Bonaire, Curacao, Aruba, Saint Barthelemy
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,000
Suite
$9,350
From
US$9,000
Per Person
View Trip
16 Day An Extended Journey Of Idyllic Coves And Captivating Cultures with Explora Journeys
Cruise
 (1)

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Puerto Rico, Grenada, Saint Vincent, Barbados, Martinique, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$7,880
Suite
$9,310
From
US$7,880
Per Person
View Trip
9 Day A Journey Of Sparkling Skies & Bright Beginnings with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 27 December 2026
Visit: USA, Dominican Republic, Virgin Islands, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,700
Suite
$6,560
From
US$5,700
Per Person
View Trip
16 Day An Extended Journey Of Cultural Treasures & Seaside Harmony with Explora Journeys
Cruise

16 Days (15 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 December 2026
Visit: USA, Mexico, Guatemala, Belize (+6 more), Honduras, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,025
Suite
$9,260
From
US$8,025
Per Person
View Trip
8 Day A Journey Through Secluded Isles & Caribbean Havens with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 February 2027
Visit: USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis, Virgin Islands, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,425
Suite
$5,360
From
US$4,425
Per Person
View Trip
8 Day A Journey of Paradise Coves and Puerto Rican Spirits with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 24 February 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,130
Suite
$4,700
From
US$4,130
Per Person
View Trip
9 Day Ft. Lauderdale To San Juan with Royal Caribbean
Cruise

9 Days (8 Nights) Fort Lauderdale to San Juan
Cruise Line: Royal Caribbean
Ship: Jewel of the Seas
Departure: 31 October 2025
Visit: USA, Turks and Caicos Islands, Saint Kitts and Nevis, Saint Lucia, Dominica, Saint Martin, Puerto Rico
Exclusive Savings
Inside
$536
Oceanview
$645
Balcony
$834
Suite
-
From
US$536
Save 325
Per Person
View Trip
16 Day An Extended Journey Through Wild Beauty and Tropical Festivities with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 13 December 2026
Visit: Puerto Rico, Anguilla, Antigua and Barbuda, Saint Kitts and Nevis (+6 more), Turks and Caicos Islands, USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,960
Suite
$10,985
From
US$8,960
Per Person
View Trip
17 Day An Extended Journey of Caribbean Celebrations & Tropical Idylls with Explora Journeys
Cruise

17 Days (16 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 December 2026
Visit: Puerto Rico, Antigua and Barbuda, Guadeloupe, Virgin Islands (+4 more), Dominican Republic, USA, Saint Barthelemy, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$10,460
Suite
$12,820
From
US$10,460
Per Person
View Trip
8 Day A Journey from Dominican Rhythms & Tranquil Bahamian Bliss with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 09 January 2028
Visit: USA, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
View Trip
13 Day NY to San Juan: Bermuda & Caribbean with Virgin Voyages
New ReleaseCruise
 (1)

13 Days (12 Nights) New York to San Juan
Cruise Line: Virgin Voyages
Ship: Valiant Lady
Departure: 19 October 2026
Visit: USA, Bermuda, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Set, Sail and Save Offer
Inside
$1,428
Oceanview
$1,788
Balcony
$2,220
Suite
$6,540
From
US$1,428
Per Person
View Trip
8 Day Boston To San Juan Cruise with Royal Caribbean
Cruise
 (2)

8 Days (7 Nights) Boston to San Juan
Cruise Line: Royal Caribbean
Ship: Brilliance of the Seas
Departure: 02 November 2025
Visit: USA, Bermuda, Antigua and Barbuda, Virgin Islands, Puerto Rico
Exclusive Savings
Inside
$1,191
Oceanview
$1,384
Balcony
$2,044
Suite
$4,177
From
US$1,191
Save 587
Per Person
View Trip
8 Day A Journey from Miami to San Juan with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 22 December 2025
Visit: USA, Bahamas, Virgin Islands, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,985
Suite
$5,985
From
US$4,985
Per Person
View Trip
8 Day A Journey From Glorious Shorelines To Nature's Allure with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 28 February 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,425
Suite
$5,360
From
US$4,425
Per Person
View Trip
8 Day A Journey Across Oceanic Gems & The Unresistible Caribbean Charm with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 05 March 2028
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,180
Suite
$4,785
From
US$4,180
Per Person
View Trip
8 Day Yachtsman's Harbors with Oceania Cruises
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Oceania Cruises
Ship: Oceania Allura
Departure: 05 February 2027
Visit: USA, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Barthelemy, Puerto Rico
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,736
Suite
$4,191
From
US$2,736
Save 2,862
Per Person
View Trip
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