Current COVID-19 Mandates, with no end date (updated 14 Oct 2021)
😷 Masks covering mouth & nose are required for everyone, regardess of vaccination status, in public, indoor spaces.
🏨 In order to check-in to any lodging facility (short-term rentals, AirBNB, hotels, resorts, etc), all members of your party are required to show either (a) vaccination card showing that you are "fully vaccinated", (b) negative test results of test administered no more than 72 hours prior to your arrival, or (c) evidence of positive test in last 3 months along with documentation proving your recovery. This applies to all people 2 (two) years old and older. If you are unvaccinated and staying more than a week, you are required to show new negative test results weekly. Effective 16 Aug 2021 per executive order EO-2021-062.
🍔 In order to be admitted to a bunch of different places (restaurants, bars, theaters, tours, excursions, casinos, etc) you are required to show either (a) vaccination card showing that you are "fully vaccinated", (b) negative test results of test administered no more than 72 hours prior to your arrival, or (c) evidence of positive test in last 3 months along with documentation proving your recovery. Other types of businesses may, at their option, require this documention to access their facility.This applies to all people 12 (twelve) years old and older. Effective 23 Aug 2021 per executive order EO-2021-063.
✈️ All domestic travelers arriving in Puerto Rico are are required to show either (a) vaccination card showing that you are "fully vaccinated", (b) negative test results of test administered no more than 72 hours prior to your arrival, or (c) evidence of positive test in last 3 months along with documentation proving your recovery. This applies to all people 2 (two) years old and older.If you are un-vaccinated and do not have negative results when you arrive to PR, you have 48 hours to produce those results. Otherwise you will be fined $300 per person. See the PR Government Travel Safe site for details, and to submit your contact tracing information

Self-Guided Walking Tour of Old San Juan – Part 4

The first three parts (1, 2, 3) of our walking tour took you to most of the older, historical sites in Old San Juan. This fourth installment leaves the “old world” and moves on to the “newer” parts (relatively speaking) of the city … those parts constructed in the late 1800s and early 1900s. Many of the buildings that you will visit on this tour are listed in the National Register of Historic Places.

If you followed Part 3 of our Old San Juan walking tour, you ended at Fort San Cristobal. After you finished at Fort San Cristobal, you will want to walk down to the corner (toward Plaza Colón).

At the corner, turn left (eastward) and take a moment check out the copper-domed building. This building, called the Antiguo Casino de San Juan, was built in 1917. This was “the place” for the Spanish gentry to gather for social events, until it closed in 1942. The elegance of the place is amazing, with marble staircases, balconies, and mirrors that reflect the wealth of that upper class of society. The building has been restored and, though it is not open for tours, it is available for parties, weddings, and other events. From the outside, you can still sneak a peek at the pretty gardens that surround it.

Old San Juan Walking Tour

Diagonally across the street (on the south side of Plaza Colón), you’ll find the Tapía Theater (Teatro Alejandro Tapía y Rivera). This theater opened in 1832, and has been a venue for plays, operas, ballets, and other musical and cultural performances since that time. Inside, it has very elegant old-world style, with 3 levels of “box seating” instead of just balconies. It is still in use today, having been refurbished many times over the years. Occasionally, they offer tours of the building, but plan on catching an event there to really get the feel for the place.

Old San Juan Walking Tour

If you walk just a little bit south (toward the bay where the cruise ships dock), you will see a little, pretty peach-colored building. This old building (from sometime late 1800s) used to be a Casillas de Camineros, which is a house for the road maintenance workers and their families. It has been beautifully restored, and is now the home of San Juan Municipal Tourism office. Stop in for some air conditioned comfort, with chairs, free WI-FI, and of course, some visitor information!

Next, you’re going to back-track toward the Tapía Theater and Antiguo Casino, and you’re going to turn right (eastward) on Route 25 (Ave Ponce de León). This is the beginning of the Puerta de Tierra section of Old San Juan. There are a number of buildings along this road with wonderful architecture.

The first building on this street is Casa Olímpica, built in 1913. For a time, this building was the YMCA (Young Men’s Christian Association) and was the fist public pool under a roof in Puerto Rico. Today, is the home of Puerto Rico’s Olympic Committee. If it is open, take a peak inside … it is really lovely.

The next building is Ateneo Puertorriqueño, built in the early 1920s, was the home of a group (started in 1888) dedicated to higher learning, to promote science, literature, and the fine arts. It was used as a library, meeting place, and venue for cultural events. You are welcome to go in and check it out. Both the Ateneo Puertorriqueño and Casa Olímpica buildings have wonderful Moorish influences in their design — with the beautiful mosaics and rounded windows.

Continuing eastward, the next building is the Carnegie Library, built in 1917. This was an early public library, which has been through many restorations — but is in need of another. Currently, I believe it is under repair, but it may be open.

Next on the street is the beautifully restored Casa España. This is now a Spanish restaurant, so make reservations and check it out — the inside is as gorgeous as the outside.

Old San Juan Walking Tour

Next, head across the street and you will come to a row of monuments. The Holocaust Memorial is bilingual and moving. There is also a memorial for the teachers, Police fallen in the line of duty, Puerto Rican soldiers, the Row of Presidents (life-size sculptures of all the presidents that have visited the island), and other beautiful statues and art work. There is also a little playground for the kids.

If you keep walking, at the far east end of the area you will see the School of Tropical Medicine buildings that have wonderful “gingerbread” ornamentation … that looks more like gargoyles than gingerbread to me … but it is still very pretty.

You could not have missed the Puerto Rico Capitol building (El Capitolio de Puerto Rico) as you were walking down the street. Take a walk back to it, and go around to the front (ocean side) of the building to get in. It is open weekdays, from about 9am to 5pm.

When you are done touring the Capital building, you can go across the street to the north waterfront area. San Juan Bautista Plaza (Saint John the Baptist) has a nice view and has steps down the a local beach called Playa Bajamar. The little pool is surrounded by a coral barrier, which keeps it calm. This beach is also great for seaglass collecting.

When you are done, in the Capitol area, turn around and walk south to the other side of the Old San Juan penninsula (it is only like 3 small blocks!), and you will get to the San Juan Bay. To do this easily, walk down the road to the left of the capitol building and then Turn right at second intersection onto Paseo Covadonga (Route 38) for 1 block then turn left on the road that will lead you to the waterfront.

That will put you at the Bahía Urbana Pier 8 area. where you will find restrooms, a restaurant, fountains, helicopter rides (in season), benches, and a merry-go-round (on weekends). On the weekends, there is sometimes a concert or some festival going on, otherwise it’s a nice place to relax.

You can walk through the park and walk across the bridge, or go along the street around the bay. On the other side of the street you will find a few bars, some shops, and restaurants. As you walk along the waterfront, you will see see the pretty seahorse sculpture, and enjoy the cool breeze in chairs under pergolas.

Old San Juan Walking Tour

As you continue westward along the waterfront, you will get to the cruise ship piers 3 & 4, and you really can see how gigantic these ships are! Sometimes, an old sailing vessel will be docked between the piers, and they often offer tours. When cruise ships are in port, there will be lots of vendors selling things along this waterfront area.

Across the street you will find many stores and outlets. As you come to the end of this road, you are back at the Puerto Rico Tourism Company building.

And that’s the end of our tour, folks. Enjoy Old San Juan!

We are in the process of updating the maps we use on our web site. While we're working on that, you can click on the GPS coordinates below to view the location on Google Maps ... assumes no responsibility regarding your safety when participating in the activities described in this article. Please use common sense! If your mother or that little voice in your head tells you that you are about to do something stupid … then don't do it! Read more about Safety →

Comments & Discussion Leave a Comment »

There are 16 comments on this article. Add to the Discussion »

The lamb with the flag- It is on the coat of arms of both San Juan and PR, represents "The Lamb of God" (Jesus Christ) and has also been associated with St. John the Baptist, patron of the island.

Comment by Gwenn on 09 Jul 2020

Can you tell me the significance of the two sheep/lamb statues in the plaza del quinto centenario?

Comment by Nancy Hermansen on 06 Jul 2020

Museums close first, then the forts. Many stores also closed around 6p. Other stuff is "open" after dark. So check out what you want to do on the walking tours 1, 2,3, and 4 and decide what you really want to go into. Nothing is crazy far from each other, so you can see a lot.

Comment by Gwenn on 02 Feb 2019

Hi Gwenn We will be arriving in OSJ at 3:30 pm via a cruise ship. I really like your blog as we enjoy walking and exploring on our own with a guide like you have provided. Despite the fact that things shut down at 5 or 6pm, how would you recommend we tackle this walking tour since we likely wont hit the ground until 4pm? Bev

Comment by Beverly Thornhill on 02 Feb 2019

It depends on how long you want to spend at each spot. But yes, you could probably do all 4 parts in 2 days. But of course, there is always something new, or an interesting restaurant/bar/store along the way. I love OSJ, we spend many hours there every few weeks, just to see new stuff or enjoy the colors. Enjoy!

Comment by Gwenn on 02 Aug 2018

Thanks for your input! I came across your blog and I'm getting a lot of info out of it. how long would this whole 4 part series tour take to do? a day or two or more? We'll have a full day after getting off from cruise until our flight at 7pm or we're also considering to stay one night at Isla verde and comeback to San juan the next day? I think we'll stick to OSJ this time. how long would it take to do your tour?

Comment by Ellen P on 01 Aug 2018

Fantastic website! We've been there many times, but there's always something new to see and experience. Don't forget to eat!

Comment by Karen R. on 26 Dec 2016

Part 4 only? It is not long. Maybe about 1 and 1/2 miles.

Comment by Gwenn on 12 Aug 2016

If we were to follow this route, how many miles would it be total? Thank you!

Comment by Tisa Kaslik on 11 Aug 2016

No, but check this out

Comment by Gwenn on 06 Aug 2016

Do you have a map for these tours??

Comment by sara patterson on 19 Jul 2016

To do all of the routes it would be a long, hot day. We have never done it all in one day....we usually just do parts. But I think 8 hrs will let you see as much as you want. I think you would have time to explore the forts for about 1 hr each and still see it all. But you would have to catch a quick lunch and not really spend time in all the museums etc. And since most everything close by 5-6pm, after that you will just be seeing the outside of things.

Comment by Gwenn on 15 Mar 2016

Does the 8 hours for all four parts include time for tours of the sites you mention? If so, approximately how long did you allow for the visits? I realize that you do not have a detailed schedule for this, but a rough guess would be much appreciated :>) We will be docked from 8:00am to 10:00pm and are really good walkers, so I think we should be able to do all four parts unless the whole 8 hours is walking, and touring the sites is on top of that. Your walking tour guide is amazing! Thanks for all that effort.

Comment by Susan N on 14 Mar 2016

I would probably be enough time (I guesstimate about 8 hrs total), but it would be a long day with lots of walking. You need to make sure to stay hydrated and rest a bit along the way.

Comment by Gwenn on 01 Mar 2016

How long would it take to do all four parts of the tour? We will there be as a cruise port stop, arriving at 1 and departing at 10. Would we have enough time? Thanks in advance!

Comment by Wendy on 28 Feb 2016

My husband and I used parts 1,2,3 and 4 and it was pretty spot on. Thank you!

Comment by Ana on 18 Feb 2016

Leave a Comment & Continue the Discussion

All fields are required.

Your email address will not be published.
More Info
Ads & Sponsors

Other Puerto Rico Resources …

Coqui's Hideaway Rainforest Villa in Rio Grande Located in the Foothills of El Yunque