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 ten of the world's leading cruise lines.
Filter Results
Departures
Show More...
Duration
8 Days
25 Days
Start City
Ship Size
Ship Features
Operators
Show More...
Price
$500pp
$19,798pp
Countries
Show More...
Filter Results
57 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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,455
Suite
$8,795
From
US$8,455
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,275
Suite
$4,455
From
US$4,275
Per Person
View Trip
10 Day Bermuda & Caribbean Cruise: New York, Bermuda & St. Marteen with Azamara Cruises
Cruise
 (3)

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
$1,559
Oceanview
$1,849
Balcony
$2,372
Suite
$4,089
From
US$1,559
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,410
From
US$3,850
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,690
Suite
$5,740
From
US$4,690
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$7,670
Suite
$9,290
From
US$7,670
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,965
Suite
$9,220
From
US$8,965
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,575
Suite
$4,095
From
US$3,575
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$9,360
Suite
$9,760
From
US$9,360
Per Person
View Trip
25 Day Bermuda & Eastern Caribbean Cruise: Tortola, Barbados & Saint Kitts with Azamara Cruises
Cruise
 (4)

25 Days (24 Nights) New York to San Juan
Cruise Line: Azamara Cruises
Ship: Azamara Quest
Departure: 28 October 2027
Visit: USA, Bermuda, Saint Martin, Virgin Islands (+10 more), Puerto Rico, Antigua and Barbuda, Martinique, Saint Vincent, Grenada, Trinidad and Tobago, Barbados, Saint Lucia, Dominica, Saint Kitts and Nevis
Azamara Always Included
Exclusive Savings
Inside
$5,380
Oceanview
$6,563
Balcony
$8,193
Suite
$12,606
From
US$5,380
Save 119
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$10,325
Suite
$12,635
From
US$10,325
Per Person
View Trip
8 Day Eastern Caribbean Cruise with Royal Caribbean
Cruise
 (1)

8 Days (7 Nights) Tampa to San Juan
Cruise Line: Royal Caribbean
Ship: Rhapsody of the Seas
Departure: 18 April 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Saint Martin, Puerto Rico
Exclusive Savings
Inside
$583
Oceanview
$733
Balcony
$1,375
Suite
$1,795
From
US$583
Save 348
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,360
Suite
$6,560
From
US$5,360
Per Person
View Trip
15 Day An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines with Explora Journeys
Cruise

15 Days (14 Nights) San Juan to San Juan
Cruise Line: Explora Journeys
Ship: Explora III
Departure: 01 November 2026
Visit: Puerto Rico, Virgin Islands, Saint Kitts and Nevis, Saint Barthelemy (+4 more), Anguilla, USA, Turks and Caicos Islands, Dominican Republic
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$7,860
Suite
$8,710
From
US$7,860
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$5,495
Suite
$6,300
From
US$5,495
Per Person
View Trip
8 Day A Journey of Thrilling Island Adventures & Historical Wonders with Explora Journeys
Cruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora IV
Departures: Nov 2027 to Feb 2028
Visit: USA, Virgin Islands, Antigua and Barbuda, Guadeloupe, Saint Kitts and Nevis, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
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
Inside
-
Oceanview
-
Balcony
$5,400
Suite
$5,900
From
US$5,400
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,475
Suite
$3,800
From
US$3,475
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$8,220
Suite
$10,040
From
US$8,220
Per Person
View Trip
9 Day A Journey Of Latin Flair, Natural Beauty & Vibrant History with Explora Journeys
Cruise

9 Days (8 Nights) Miami to San Juan
Cruise Line: Explora Journeys
Ship: Explora I
Departure: 12 February 2026
Visit: USA, Dominican Republic, Dominica, Barbados, Guadeloupe, Virgin Islands, Puerto Rico
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,270
Suite
$4,480
From
US$4,270
Per Person
View Trip
8 Day Caribbean escapade with Emerald Cruises
New ReleaseCruise

8 Days (7 Nights) Miami to San Juan
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 30 November 2026
Visit: USA, Bahamas, Turks and Caicos Islands, Puerto Rico
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
-
Balcony
-
Suite
$6,619
From
US$6,619
Save 7,071
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
With Love From the World
Inside
$1,188
Oceanview
$1,548
Balcony
$1,908
Suite
$6,300
From
US$1,188
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$10,255
Suite
$10,735
From
US$10,255
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
Black Friday Sale + Your World Included
Your World Inclusions
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$2,737
Suite
$4,192
From
US$2,737
Save 2,861
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,410
From
US$3,850
Per Person
View Trip
15 Day Southern Caribbean Adventurer Holiday with Princess
Cruise
 (1)

15 Days (14 Nights) Fort Lauderdale to San Juan
Cruise Line: Princess
Ship: Emerald Princess
Departure: 14 November 2027
Visit: USA, Jamaica, Aruba, Curacao (+6 more), Puerto Rico, Virgin Islands, Saint Martin, Antigua and Barbuda, Saint Lucia, Barbados
Princess Standard
Inside
$1,509
Oceanview
$1,729
Balcony
$2,609
Suite
$3,602
From
US$1,509
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, Aruba, Curacao, Antigua and Barbuda, Virgin Islands, Puerto Rico
Princess Standard
Inside
$689
Oceanview
$759
Balcony
$939
Suite
$1,539
From
US$689
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$3,850
Suite
$4,690
From
US$3,850
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
The Exclusive Invitation Offer
Inside
-
Oceanview
-
Balcony
$4,685
Suite
$5,735
From
US$4,685
Per Person
View Trip
Results: 1-30 of 57

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 Baltimore Cruises from Boston Cruises from Fort Lauderdale Cruises from Miami Cruises from New York Cruises from San Juan Cruises from Tampa

Routes

Cruises from Baltimore to Baltimore Cruises from Boston to Boston Cruises from Cape Liberty to Cape Liberty Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to Fort Lauderdale 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 Miami Cruises from Los Angeles to Los Angeles Cruises from Miami to San Juan Cruises from Miami to Los Angeles Cruises from Miami to Miami Cruises from New Orleans to New Orleans Cruises from New York to New York Cruises from Orlando to Orlando Cruises from Philadelphia to Philadelphia 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 Puerto Rico to USA Cruises from Dominican Republic to USA Cruises from USA to Puerto Rico Cruises from USA to Dominican Republic

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

    

About Us | View Your Booking | Operators | Terms & Conditions | Site Map | We're hiring!

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