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Explore the colorful buildings and charming streets of Old San Juan in a small group with the help of writer David Rodriguez, author of ‘The Rise and Fall of the Great Barbate.’ During the course of your day, this knowledgeable author will help you discover the area’s key historic sites and gain new insight into Puerto Rican culture. It’s a great opportunity to learn about the many stories of the people that helped to define this unique neighborhood. Your walking trip’s length is flexible based on your needs, and also includes bottled water.


  • Take a walking tour of Old San Juan with author David Rodríguez
  • Discover key historic sites and gain new insight into Puerto Rican culture from a knowledgeable author
  • See San Juan sights including Fort San Cristobal's Lookout Square and the facade of La Fortaleza
  • Learn the stories of the people that helped to define this unique neighborhood

Recent Photos of This Tour

What You Can Expect

Old San Juan Walking Tour

Old San Juan

Customer Reviews

Christopher W

5 star rating: Highly Recommended February 2017

This tour met all expectations and then some. The guide was very knowledgeable, friendly, and genuinely interested in people having an enjoyable session. We saw so much, which helped us explore on our own later.Well done!


5 star rating: Highly Recommended February 2017

We took this tour with David and thoroughly enjoyed it. It was so interesting to learn the history of Old San Juan. David made it come alive with interesting details. The walking was not on even ground as the write up warns. I was happy that I had worn running shoes and not sandals.

Jessica H

5 star rating: Highly Recommended February 2017

This was a wonderful tour - David was a great tour guide! I learned a lot about Old San Juan and could appreciate so much more about the city afterwards.
On a side note, I want to say how wonderful the people in Puerto Rico have been. I have met some of the nicest people on this trip, and so many are willing to help me as a clueless tourist!
Bottom line - I would highly recommend this tour!


5 star rating: Highly Recommended February 2017

This tour was excellent. Just five in our group including the guide, David, who was very knowledgable and entertaining. The tour went at a leisurely pace and included many out of the way places that would've been missed if not on foot. David brought Old San Juan to life for us in a relaxed and much appreciated manner.


5 star rating: Highly Recommended February 2017

Great tour of San Juan. Guide is an author and very knowledgable of city and culture. A lot of walking but commentary spaced for frequent stops in the shade.


5 star rating: Highly Recommended February 2017

Our guide, David, did an awesome job in telling us the history of San Juan and Puerto Rico. It really made us appreciate the beauty of the buildings and the city.

Brian P

5 star rating: Highly Recommended February 2017

Very informational and the pace was perfect. Not too fast or too slow. Friendly guide. A high point of our trip. Glad we did it the first full day of our trip as it gave a good overview of the culture and the history.


5 star rating: Highly Recommended February 2017

My niece and I went on a trip to San Juan for her birthday. I booked this tour to visit Old San Juan as it was our first time there. David texted to confirm the day before with great instructions on where to meet. The day of we were greeted with a gift and bottled water. He then took us on a very comprehensive and insightful tour of Old San Juan. He was incredibly knowledgeable and courteous, providing countless facts and stories, and answering any questions. There is a good amount of walking involved, but the tour felt structured and efficient which made it comfortable. This is definitely not a long, extensive tour of the whole city, but a great overview of all the attractions you probably want to see in Old San Juan. My niece and I both had our cameras and were able to capture some great pictures along the way. When the tour ended, David provided restaurant recommendations, instructions on how to get to El Morro, and handed out a business card with his number to call if we had any other questions. I highly recommend this tour and was very pleased with what was provided. Thanks David!

Cathy F

5 star rating: Highly Recommended February 2017

David is a wonderful tour guide. We did the walking tour for 1 3/4 hours. We covered almost all of Old San Juan. David is very knowledgeable about all things San Juan. He also gave great recommendations for restaurants and things to do. I highly recommend this tour.

Bridget S

5 star rating: Highly Recommended January 2017

Terrific tour! Our guide, David, was very knowledgable about all aspects of Old San Juan -- history, culture, city development and more! The tour lasted almost 2 1/2 hours and, though it involved a lot of walking, our guide wisely led us up 1 hill and then on level land for a while and then up another hill and so forth, so it was nicely paced and not at all strenuous! On my pacer, it was about 6000 steps. We saw churches, convents, government houses, restaurants, the famous wall and the harbor overview. One thought would be that a shot of espresso midway through might perk everyone up! I enjoyed it and would do it again! Thanks David for your very pleasant tour!

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