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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 69 departures available from nine of the world's leading cruise lines.
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59 Cruises (69 Cruise Departures)
8 Day A Journey Through Iconic Caribbean Islands & Underwater Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Feb 2028 to Mar 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,440
Suite
$5,410
From
US$4,440
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
$470
Oceanview
$654
Balcony
$754
Suite
$1,887
From
US$742
Save 25
Per Person
View Trip
8 Day A Journey Of Caribbean Adventure & Shimmering Tropical Harmony with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ships: Explora III, Explora I
Departures: Oct 2026 to Dec 2026
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$3,825
Suite
$4,385
From
US$3,825
Per Person
View Trip
8 Day A Journey Into Timeless Marvels & Historical Tales of the West Indies with Explora Journeys
Cruise
 (1)

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora II
Departure: 12 December 2027
Visit: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$3,915
Suite
$4,485
From
US$3,915
Per Person
View Trip
9 Day A Journey Of Tropical Festivities & Dazzling Island Beauty with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 20 December 2026
Visit: USA, Jamaica, Dominican Republic, Virgin Islands, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,720
Suite
$7,000
From
US$5,720
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
$7,820
Suite
$8,330
From
US$7,820
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
$8,450
Suite
-
From
US$8,450
Per Person
View Trip
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
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
Inside
$1,258
Oceanview
$1,648
Balcony
$2,038
Suite
$6,150
From
US$1,258
Per Person
View Trip
17 Day An Extended Journey Through Ancient Marvels & Glittering Shores with Explora Journeys
Cruise

17 Days (16 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 20 January 2027
Visit: USA, Jamaica, Guatemala, Honduras (+6 more), Belize, Dominican Republic, Saint Martin, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,885
Suite
$10,195
From
US$8,885
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
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
$3,895
Suite
$4,700
From
US$3,895
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
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
$2,737
Suite
$4,192
From
US$2,737
Save 2,861
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
$8,260
Suite
$9,785
From
US$8,260
Per Person
View Trip
15 Day An Extended Journey of Secluded Isles & Coastal Havens with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 29 January 2027
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Turks and Caicos Islands (+4 more), USA, Saint Martin, Saint Barthelemy, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$8,400
Suite
$10,120
From
US$8,400
Per Person
View Trip
9 Day A Journey Of Sunny Shores & Caribbean Island Bliss with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 21 January 2027
Visit: USA, Virgin Islands, Anguilla, Martinique, Saint Kitts and Nevis, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,025
Suite
$6,150
From
US$5,025
Per Person
View Trip
11 Day Miami to San Juan with Silversea
Cruise

11 Days (10 Nights) Miami to San Juan
Cruise Line: Silversea
Ship: Silver Shadow
Departure: 10 December 2026
Visit: USA, Virgin Islands, Saint Martin, Saint Kitts and Nevis (+4 more), Guadeloupe, Martinique, Montserrat, Puerto Rico
All-Inclusive Fare
Inside
-
Oceanview
$5,800
Balcony
$6,800
Suite
$8,200
From
US$5,800
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
$9,200
Suite
$9,600
From
US$9,200
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: 13 January 2026
Visit: USA, Virgin Islands, Guadeloupe, Grenada, Barbados, Montserrat, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,150
Suite
$5,900
From
US$5,150
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
16 Day An Extended Journey Of Caribbean Inspiration And Island Beauty with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 21 January 2026
Visit: Puerto Rico, Saint Barthelemy, Virgin Islands, Antigua and Barbuda (+6 more), Anguilla, USA, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
-
Suite
$9,675
From
US$9,675
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 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
19 Day An Extended Journey Through Caribbean Echoes, Balmy Breezes & Emerald Landscapes with Explora Journeys
Cruise

19 Days (18 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 February 2026
Visit: USA, Dominican Republic, Dominica, Barbados (+7 more), Guadeloupe, Virgin Islands, Puerto Rico, Aruba, Curacao, Bonaire, Saint Martin
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$10,680
Suite
$11,680
From
US$10,680
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: 12 November 2025
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Dominica, Saint Martin, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,700
Suite
$5,365
From
US$4,700
Per Person
View Trip
16 Day A Grand Journey Through Caribbean Serenity And Tropical Treasures with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 05 February 2026
Visit: Puerto Rico, Virgin Islands, Antigua and Barbuda, Saint Barthelemy (+6 more), Anguilla, USA, Dominican Republic, Dominica, Barbados, Guadeloupe
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$10,410
Suite
$14,235
From
US$10,410
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
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
$10,165
Suite
$10,970
From
US$10,165
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
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