Old San Juan Walking Tour: Explore the Historical City's Rich 500-Year History

190 Ratings

San Juan

Save

View Gallery (15)

Step into the rich history of Old San Juan on a guided walking tour, exploring over 500 years of the island’s fascinating past. Discover hidden secrets, visit iconic landmarks, and immerse yourself in the historical charm of this captivating city.

Duration: 2 hours

Cancellation: 24 hours

learn more

Highlights

Plaza Colon - This is the main Plaza in Old San Juan and the Tour will start at the Plaza with a description of the Plaza and the surroundings.
The Capitol of Puerto Rico - Capitol Building, description of the building and surrounding areas
Castillo San Felipe del Morro - Make a stop at the castle and give a description of the castle…

What's Included

Bottled water
Certified Tour Guide

What's Not Included

Fortress Entrance Tickets

Additional Information

Walk the Historical city of old San Juan on a guided tour, going back in time over 500 years. Starting at Plaza Colon and explaining the rich history of the island dating back to the natives of the island (Tainos). Walk thru the cobblestone streets dating back to the 1800’s and explore some of the hidden secrets from San Juan. Enjoy and explore the most…

Location

Plaza Colón

Next to the fruit shake stand

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings

4.9

(190 Ratings)

5 stars

4 stars

3 stars

2 stars

1 star

Laura_h

Aug 24, 2025

Excellent tour - Excellent Guide - Our guide Eli was top tier. Super friendly, funny and informative. Very thoughtful about stopping or sitting in the shade whenever possible. Definitely recommend this experience.

Review provided by Viator

Liz_c

Aug 4, 2025

Great Tour - 3 friends and I had the pleasure of going on a tour with Eli. He was very knowledgeable and made the 2hr walk fun. Highly enjoyed it.

Review provided by Viator

Yasmin_s

Jul 26, 2025

It was great ,... - It was great , informative, beautiful sights, Lots of information, great guide and beautiful place and we had a great time

Review provided by Viator

39amberz

Jul 22, 2025

- Harry is incredibly knowledgeable about the history of Old San Juan. He is nice and patient, waiting for stragglers as we captured our pictures. The tour was everything my family and I hoped for. I would highly recommend this tour.

Review provided by Tripadvisor

Jermainel701

Jul 21, 2025

10 out of 10! - Such a great experience to get a better understanding of the rich culture of San Juan, Puerto Rico. This was my second visit to the area and my first time taking the walking tour. I highly recommend it!

Review provided by Tripadvisor

128vipuls

Jul 20, 2025

- A must do for anyone visiting the town . Harry our tour guide was fantastic and the old town is simply breathtaking . Highly Recommended

Review provided by Tripadvisor

M4240fesarah

Jul 10, 2025

Terrific tour, full of fascinating history and hitting all the major highlights. - I had a very limited amount of time in San Juan -- only a few hours -- and I was afraid I'd miss a lot. However, this tour covered all the highlights, and I came away really feeling like I had an understanding of the history, architecture, anthropology -- everything that made San Juan the special place it is today. Harry was an amazing tour guide -- so knowledgeable and personable. He knew the answer to EVERY question, and he also had that expert guide knack for keeping us together and on schedule. I couldn't be happier with my choice of tour and recommend it to anyone and everyone.

Review provided by Tripadvisor

Sara_h

Jul 10, 2025

Tons of info in a brief time. Harry is a gem of a guide! - Had a terrific tour. Harry was an outstanding guide — super knowledgeable on all fronts: historic, architectural, anthropological, even regarding climate and environment. I came away with a clear and deep understanding of the history of Puerto Rico and San Juan in particular. He was extremely engaging and covered a lot of material in an entertaining way. Highly recommended!

Review provided by Viator

Beverlya_s

Jul 10, 2025

Walking Tour Around San Juan. - Our guide was very informative and knowledgeable about the city of Puerto Rico. Despite the hot and humid weather, he made sure we stayed in the shade as much as possible and kept hydrated. We truly appreciated his care and attention throughout the tour.

Review provided by Viator

246scottn