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

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: 1 day 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 and surrounding areas. Optional to go inside the castle (fee not included )
  • Paseo de la Princesa - Explore San Juan Gate and surroundings
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 popular landmarks in the Old San Juan area, including San Felipe del Morro Fortress (1539), Capitol Building, Ballaja Barracks, San Juan Gate, San Juan Cathedral and the San Juan gate.

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
(118 Ratings)
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Cara
Aug 10, 2024
Good Time Walking and Learning - The walking tour of Old San Juan was excellent. Our tour guide was very knowledgeable about the history of Puerto Rico and was willing to answer any questions that people had. I enjoyed seeing/visiting the various places along the way. Not only did we learn a lot about Old San Juan/Puerto Rico, but we also got to see a lot of other features of the current OSJ.
Review provided by Tripadvisor
Robinini
Aug 10, 2024
A fun and informative walking tour in Old San Juan - We really enjoyed our walking tour of Old San Juan. The guide was terrific and showed us many historical and cultural landmarks along the tour route. It was so nice to learn a bit about the history of San Juan, and the tour helped us get our bearings for when we returned later during our trip. Two hours was the perfect amount of time for the tour. Note that walking in Old San Juan involves climbing a number of steep hills but is well worth the effort.
Review provided by Tripadvisor
Dorothy_c
Jul 26, 2024
Fantastic experience! - Fantastic experience! Our guide was very knowledgeable and answered our questions. San Juan is much more enjoyable when you know the history.
Review provided by Viator
Shay_d
Jul 15, 2024
Beautiful views - We had a wonderful time on this tour! Old San Juan is an explosion of color everywhere you look! Harry was very knowledgeable about the area and answered all our questions
Review provided by Viator
Quiteria_d
Jul 7, 2024
Informative tour - I found this tour very informative. I traveled with my husband and 14 years old daughter. It’s one thing to walk around and admire the streets of San Juan, but it’s another thing thing to learn how and why things are the way they are. Our tour guide, Henry, was great! He even brought water for us. We learned so much. My favorite part was when he touched on the architecture of some of the buildings (some French and some Spanish inspired). I would recommend this tour.
Review provided by Viator
Rachelcurrierubin
Jul 4, 2024
Excellent tour guide - Harry is an awesome, knowledgeable tour guide. We went to San Juan and to El Yunque, and both experiences were excellent. Harry keeps the tour moving while also giving a lot of information.
Review provided by Tripadvisor
Kermiath_m
Jul 3, 2024
Beautiful Old San Juan - Very informative tour. Be prepared for a lot of walking. Exploring old san juan was beautiful. Tour guide was very nice! Pay attention to your surroundings. The end point is different from the start point.
Review provided by Viator
Annethy_g
Jul 2, 2024
Its a must!! - We love this tour, our tour guide was really nice and knowledgeable. Is a must have while traveling to PR
Review provided by Viator
Marshall_b
Jun 19, 2024
Best bang in Tourism - The City is captured very well in this tour. Not too much or too little exertion…just right. Bring water and cover up. Harry is an amazing guide; he worked hard to give a nice experience.
Review provided by Viator
V859shpeggyd
Aug 11, 2024
Tweet tour for summer heat - Harry was an excellent tour guide. I would highly recommend this tour. However, I have a couple of suggestions. It was 95 degrees on our tour. It was supposed to start at 9:30. We got there at 9:20 as suggested, then waited till 9:45 for all to show up. There was a road closer due to a bicycle race, however, our Uber driver had absolutely no issue of where to let us off to walk 2 minutes to the pickup site. So an extra 25 minutes in the heat. Start at 9:30 as tour says as you spent a fair amount at the Columbus monument at the meeting point anyway. We finally left the tour at the fort. This is an icon that all should not miss. However, we did not want to end at the meeting point and then walk 1/2 mile back to the fort in the blistering heat. Our choice I know, My suggestion in the summer unbearable heat is to wander through the old town looking at buildings and hearing the history, then ending at the fort. Most of us are tourists on the tour and take an Uber so it does not matter where we end.
Review provided by Tripadvisor
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up to 15 guests
1 Adult
September 2024
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