Home > Cruises > USA Cruises > Cruises from USA to Puerto Rico

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 66 departures available from nine of the world's leading cruise lines.
Filter Results
Departures
Show More...
Duration
8 Days
19 Days
Start City
Ship Size
Ship Features
Operators
Show More...
Price
$600pp
$19,798pp
Countries
Show More...
Filter Results
56 Cruises (66 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
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
9 Day A Journey of Endless Sophistication and Island Charm with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ships: Explora II, Explora I
Departures: Nov 2025 to Mar 2026
Visit: USA, Virgin Islands, Guadeloupe, Barbados, Martinique, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Sky & Sea
Inside
-
Oceanview
-
Balcony
$4,465
Suite
$5,130
From
US$4,465
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: 29 March 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,200
Suite
$5,090
From
US$4,200
Per Person
View Trip
8 Day A Journey Through Island Charm & Cultural Treasures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Mar 2028 to Apr 2028
Visit: USA, Turks and Caicos Islands, Saint Barthelemy, Antigua and Barbuda, Anguilla, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$4,440
Suite
$5,410
From
US$4,440
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
9 Day A Journey Of Tranquil Tropical Beauty & Rainforest Adventures with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 05 January 2027
Visit: USA, Virgin Islands, Saint Barthelemy, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,025
Suite
$6,150
From
US$5,025
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
$7,990
Suite
$8,330
From
US$7,990
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
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
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 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
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 Through Art Deco Wonders & Caribbean Adventures with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departure: 23 December 2027
Visit: USA, Virgin Islands, Antigua and Barbuda, Saint Kitts and Nevis, Puerto Rico
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$5,045
Suite
$6,175
From
US$5,045
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 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
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
Black Friday Sale
Inside
$1,258
Oceanview
$1,648
Balcony
$2,038
Suite
$6,150
From
US$1,258
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
Exclusive Savings
Inside
-
Oceanview
$4,320
Balcony
$5,120
Suite
$7,900
From
US$4,320
Save 1,080
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
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
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
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
$755
Oceanview
$825
Balcony
$1,060
Suite
$1,480
From
US$755
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
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
$2,737
Suite
$4,192
From
US$2,737
Save 2,861
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
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
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 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
$435
Oceanview
$568
Balcony
-
Suite
-
From
US$673
Save 25
Per Person
View Trip
16 Day An Extended Journey Through Caribbean Cinematic Paradise with Explora Journeys
Cruise

16 Days (15 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 06 January 2026
Visit: Puerto Rico, Saint Barthelemy, Antigua and Barbuda, Virgin Islands (+6 more), Anguilla, USA, Guadeloupe, Grenada, Barbados, Montserrat
Bonus Shore Excursion Credit
Inside
-
Oceanview
-
Balcony
$9,685
Suite
$10,165
From
US$9,685
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
Results: 1-30 of 56

No results found. Try amending the search filters.




Cruises found! Scroll up to view.

North American Cruises

USA Cruises Canada & New England Cruises Alaska Cruises Hawaii Cruises

Travel Styles

Food & Wine Cruises Luxury Cruises Short Cruise Breaks

Countries

Bahamas Bermuda Canada Mexico USA

Cities

Cruises from Boston Cruises from Fort Lauderdale Cruises from Miami Cruises from New York

Routes

Cruises from Baltimore to Baltimore Cruises from Boston to Boston Cruises from Cape Liberty to Cape Liberty Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to San Diego Cruises from Fort Lauderdale to Vancouver Cruises from Galveston to Galveston Cruises from Jacksonville to Jacksonville Cruises from Los Angeles to Los Angeles Cruises from Los Angeles to Miami Cruises from Miami to Miami Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from Orlando to Orlando Cruises from San Diego to Fort Lauderdale Cruises from San Diego to San Diego Cruises from San Francisco to San Francisco Cruises from San Juan to San Juan Cruises from Seattle to Seattle Cruises from Tampa to Tampa

Country Routes

Cruises from USA to Puerto Rico Cruises from Puerto Rico to USA Cruises from Dominican Republic to USA Cruises from USA to Dominican Republic

© 2010-2025. Global Journeys. You're viewing our site in US dollars.

    

About Us | View Your Booking | Terms & Conditions | Site Map

Global Journeys Travel Inc. is a Member of the American Society of Travel Advisors (ASTA No: 900374670), CLIA (No. 00046729) & is TICO Accredited (No. 50027921).

Travel Industry Associations