Old San Juan Squares, San Juan

Old San Juan Squares (Self Guided), San Juan

A distinctive feature of Old San Juan is the multitude of quaint picturesque squares, many of them adorned with beautiful fountains and spectacular monuments. Each square has a unique character and historical significance, making them integral to the city's identity.

Plaza Colon, also known as Columbus Square, pays homage to Christopher Columbus and his exploration of the New World. It features a prominent statue of Columbus, commemorating his arrival in Puerto Rico during his second voyage in 1493.

Hostos Square (Plaza de Hostos) is named after Eugenio María de Hostos, a Puerto Rican educator and advocate for independence. It is a tranquil space adorned with lush greenery and serves as a peaceful retreat within the bustling city.

Plaza de Armas, or Arms Square, is the heart of Old San Juan. This historic square dates back to the 16th century and was once the main hub for military and social activities. Today, it hosts cultural events and features a round fountain with four marble statues representing "The Four Seasons".

Procession Square (Plaza de la Rogativa) commemorates a remarkable event in 1797 when a group of women, led by a bishop, walked in a religious procession with torches to scare off British invaders. The square showcases a beautiful sculpture depicting this historic event.

San Jose Square (Plaza de San Jose), in turn, is dominated by the statue of Juan Ponce de León, the first Spanish governor of Puerto Rico.

Lastly, Quincentennial Square (Plaza del Quinto Centenario), created to celebrate the 500th anniversary of Christopher Columbus's arrival in the Americas, features a towering obelisk and offers panoramic views of the city and the sea.

Visiting these squares is a journey through the history and culture of Old San Juan. Strolling through its charming plazas, you'll immerse yourself in the captivating story of the city and perhaps feel the warmth of Puerto Rican hospitality!
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Old San Juan Squares Map

Guide Name: Old San Juan Squares
Guide Location: Puerto Rico » San Juan (See other walking tours in San Juan)
Guide Type: Self-guided Walking Tour (Sightseeing)
# of Attractions: 6
Tour Duration: 1 Hour(s)
Travel Distance: 1.8 Km or 1.1 Miles
Author: leticia
Sight(s) Featured in This Guide:
  • Plaza Colon (Columbus Square)
  • Plaza de Hostos (Hostos Square)
  • Plaza de Armas (Arms Square)
  • Plaza de la Rogativa (Procession Square)
  • Plaza de San Jose (San Jose Square)
  • Plaza del Quinto Centenario (Quincentennial Square)
1
Plaza Colon (Columbus Square)

1) Plaza Colon (Columbus Square)

Columbus Square, originally known as Santiago Square, is one of the most important squares in San Juan, symbolizing progress and, at the same time, a testament to the old times. In the 17th century, the area marked the doorstep to the city, which was encircled by stone walls, from 1635-1641. The only way into the capital, back then, was through the five gates, the centermost of which was the Puerta de Santiago (or Land Gate), straddling the only highway linking the walled San Juan islet to the rest of Puerto Rico by land.

By 1772, the open space adjacent to Puerta de Santiago, while still unpaved, had taken the shape of Santiago Square. From 1862 to 1870, it was refurbished and the square finally started to take its current form. In 1893, the statue of Christopher Columbus was installed to commemorate the 400th anniversary of the discovery of Puerto Rico, following which the square itself was renamed Colón or Columbus Square.

To the south of it, today is the Tapia Theater, a true gem of Puerto Rican entertainment culture. Inaugurated in 1824, this lovely neoclassical structure was initially known as the San Juan Municipal Theater. Throughout the years, many notable performers have graced its stage. Outside the theater, along Fortaleza Street, there are a number of quaint restaurants and cute little cafes where one can sip some iced coffee outside whilst enjoying the sight of Columbus Square.
2
Plaza de Hostos (Hostos Square)

2) Plaza de Hostos (Hostos Square)

Plaza de Hostos is a small landscaped square located near Casa Blanca, just in front of Plaza Dársena. Dedicated in 1998, the square commemorates the famous Puerto Rican educator, philosopher, intellectual, lawyer, sociologist and independence advocate Eugenio María de Hostos, aka “The Citizen of the Americas”, whose beautiful statue, featuring de Hostos in the company of joyful kids, created by José Buscaglia, stands in the center of the square, watching over the cruise ships entering and leaving the San Juan Bay.

Other than this, guests will find here lots of arts and crafts, as well as traditional piña coladas (a must try!) and other locally-made deserts sold from kiosks dotting the area. A nice place to stop after exploring the southern district of San Juan!
3
Plaza de Armas (Arms Square)

3) Plaza de Armas (Arms Square) (must see)

Arms Square is the de-facto central square of San Juan. Over the years, it has changed several names relative to the functions it served. Initially, in 1521, it was called Vegetables Square. Then, during the 17th-19th centuries, it was known as Arms Square, for being the grounds for military drills. After that, in the early 20th century, it turned back to being called Vegetables Square once again, serving as a marketplace, before it finally re-assumed the Arms Square title.

The plaza is modeled on the classic squares of Madrid and Mexico City. Although it factually existed for centuries, it was not until 1840 that the city council approved its proper development, which started in 1851. It was at that time that the four bronze statues, oil-coated to simulate marble, representing Commerce, Industry, Science, and the Arts, arrived here (there were a total of eight statues to be installed, but the other four were lost). In 1872, the original statues were replaced with the new marble ones, representing the Four Seasons, put in the four corners of the square.

In 1955, two circular fountains and two lampposts in the center were added. The four statues were then configured in a circular fountain outside the Palacio de la Real Intendencia, which is the seat of the Department of State of Puerto Rico, on the western side of the square.

A highlight of the northern side is the Casa Alcaldía – home of the San Juan City Hall. Built in 1789, this Spanish colonial-style edifice with twin turrets resembles its sister building in Madrid. The tinkling of the fountain, the comfortable seating in the shade of the trees, and the presence of several old-style coffee booths selling snacks have long attracted tourists as a good spot for a sightseeing break when you can stretch out your feet and soak up some of the everyday comings and goings.

The laid-back atmosphere of the place also made it a popular gathering venue with locals, offering a chance to buy kids some traditional treats (like sesame-seed lollipops or coconut candies), watch shows, play dominoes, or chit-chat with friends.
4
Plaza de la Rogativa (Procession Square)

4) Plaza de la Rogativa (Procession Square)

Plaza La Rogativa is the most scenic square in San Juan, offering a 180-degree views of the San Juan Bay. From here, you can also get a clear view of the San Juan Gate and La Fortaleza, much as of the El Yunque national forest in a distance.

The name "Rogativa" means "Procession". According to a legend, during the 1797 attack by the British army, the governor of San Juan ordered a "rogativa" by a group of women, led by the bishop, to march through the city streets at night. Started from the San Juan Cathedral, the procession carried torches and crosses, while singing hymns along the way. The British mistook these sights and sounds for the arrival of Spanish Army reinforcement and gave up the attack. Commemorating that event are the four bronze statues in the center of the square.

Due to its historic significance and scenic beauty, Plaza La Rogativa is also popular a spot for wedding ceremonies. If nothing else, come here in late afternoon to watch the sunset over the San Juan Bay.
5
Plaza de San Jose (San Jose Square)

5) Plaza de San Jose (San Jose Square)

Plaza de San Jose, named after the nearby old church, is a small square sitting on the corner of San Sebastian and Cristo Streets. The square center is marked by the statue of Juan Ponce de Leon, the Spanish explorer best known for being the first governor of Puerto Rico during 1508-1509 as well as for his expedition to Florida in 1513. Ponce de León's finger points to the west, in the direction of his final voyage in search of the Fountain of Youth. The metal for this statue is said to have come from the canons of an English ship destroyed during a failed attack by the British in 1797.

The square is surrounded by historic buildings, such as the San José Church and the Pablo Casals Museum. There are multiple cafes and restaurants all around where you can savor excellent Puerto Rican cuisine.
6
Plaza del Quinto Centenario (Quincentennial Square)

6) Plaza del Quinto Centenario (Quincentennial Square)

Quincentennial Square is quite modern and was built in 1992 to commemorate the 500th anniversary of Columbus's discovery of the Americas. The centerpiece of the square is a 40-feet tall monument, known as El Totem, designed by Puerto Rican artist Jaime Suárez. El Totem is made of clay brought from all over the Americas to signify the origins of the people inhibiting the continent. Down the stairway from El Totem, at the lower end of the square, is a walk-in water fountain.

The square offers an excellent view of the Old San Juan Cemetery where a great number of notable figures in Puerto Rican history have found their final resting place.

Walking Tours in San Juan, Puerto Rico

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Creating your own self-guided walk in San Juan is easy and fun. Choose the city attractions that you want to see and a walk route map will be created just for you. You can even set your hotel as the start point of the walk.
Old San Juan Walking Tour

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Founded by Spanish colonists in 1509, at a site then known as "Puerto Rico" (which means Rich Port in Spanish), San Juan is the third oldest capital in the Americas established by Europeans. In 1521, the words "San Juan" were added to its official name, thus making it "San Juan Bautista de Puerto Rico". This was in keeping with the custom of christening the town with...  view more

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Souvenir Shopping

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The arrival of Christopher Columbus in 1493 and the ensuing Spanish colonization brought into Puerto Rico a number of new crafts. Over the next few centuries, having mixed up with local traditions, they have flourished on the new turf, producing an array of colorful products that today are sought after by tourists visiting the island. While in San Juan, it would be a pity to leave town without...  view more

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One of the oldest capital cities on the American continent, San Juan, Puerto Rico, boasts an old town that is filled to the brim with heritage colonial architecture.

Chief among its historical buildings, La Fortaleza, or The Fortress, is the official residence of the Governor of Puerto Rico and the longest-standing executive mansion in continuous use in America. At the same time, the Cathedral...  view more

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