Old San Juan Best Kept Secrets Tour

San Juan, Puerto Rico

Experience hosted by Andy

  1. 2 hours
  2. Hosted in English

What you'll do

- We will be exploring the 500 year old walled city of Old San Juan, discovering secret corners and little-known spots full of charm and steeped in history, that remain unnoticed to the casual visitor. We will walk through Old San Juan’s blue cobblestoned streets, accompanied by a knowledgeable local architect, learning about how the city was built in this rocky island jutting out to the sea, observing the urban layout, constructive methods and architectural details of the Spanish colonial buildings and defensive structures. In this 2 hour stroll you'll experience historical architecture with an insider, not just as a tourist, since we will be visiting private residences, convents and places with limited access. You'll have a chance to peer into underground cisterns, wonder at frescoed chapels, climb rooftops to explore hidden towers, and basque in secluded Spanish patios.
Other things to note
Tour leaves SHARP at departure time. Please allow extra time to find parking and meeting location. Participants need to check in 10 m before tour starting time. If you are interested in tour dates not in the calendar, please inquire about availability.
- We will be exploring the 500 year old walled city of Old San Juan, discovering secret corners and little-known spots full of charm and steeped in history, that remain unnoticed to the casual visitor. We will walk through Old San Juan’s blue cobblestoned streets, accompanied by a knowledgeable local architect, learning about how the city was built in this rocky island jutting out to the sea, observing the urban layout, constructive methods an…

Meet your Host, Andy

Host on Airbnb since 2018
  • 2,450 Reviews
  • Identity verified
Through my work as an architect, I've come to appreciate the fine classical tradition in many of Puerto Rico’s historic buildings, in the layout of its towns, and the clever design of its old homes. The quality and rich detail of our small island’s historic architecture, which spans across 500 years of history is impressive. Concerned by how little known our architectural heritage is to outside visitors and even to the locals, in 2011, I founded a nonprofit, volunteer-based institution focused on educating the public about Puerto Rico’s spectacular historical environment.
Through my work as an architect, I've come to appreciate the fine classical tradition in many of Puerto Rico’s historic buildings, in the layout of its towns, and the clever design of its old homes. The quality and rich detail of our small island’s historic architecture, which spans across 500 years of history is impressive. Concerned by how little known our architectural heritage is to outside visitors and even to the locals, in 2011, I founded a nonprofit, volunteer-based institution focused o…
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About the organization: Puerto Rico Historic Buildings Drawing Society



Puerto Rico Historic Building Drawings Society—PRHBDS—is a private Puerto Rico-based nonprofit organization founded in 2011, with the mission of educating the public about Puerto Rico's history and architectural heritage, and creating awareness of the need for its preservation. Our digital collection of 5000 documents, measured drawings, historic images, and maps are available free of charge.

This is a social impact experience where 100% of what you pay for this experience goes to Puerto Rico Historic Buildings Drawing Society.

Where you'll be

Where we'll meet
Old San Juan
San Juan
We will be in historic Old San Juan, a walled city located in an islet in San Juan Bay, exploring 5 to 7 historic structures, including centuries old churches, private residences, and rooftops, among other best kept secrets of the oldest city under the American flag. You will go beyond the usual touristy experience, hand in hand with a local architect, experiencing the spectacular historic architecture of this world- heritage site.

Rated 4.97 out of 5 from 2,450 reviews.

  • Diana
    January 2022
    Better than expected! Andy knows a lot about the architecture of San Juan, ties it with the history of San Juan. He is very passionate and knowledgeable about San Juan. Highly recommend taking this tour!
  • Maximiliano
    January 2022
    Andy was awesome! I would recommend booking this tour early on in your trip to have a better understanding of old San Juan.
  • Kadoh
    January 2022
    We had Andy as our tour guide and he was the absolute best. Very knowledge, friendly, and you could just tell how much he loves Puerto Rico! We enjoyed our time and wouldn’t have gotten the same experience just walking around by ourselves. An experience I’ll remember for a lifetime!
  • Tawnya
    January 2022
    Andy was so knowledgeable. It really was amazing what he was able to share with us in such a short amount of time. Highly recommend this tour!!
  • Sarah
    January 2022
    This tour was GREAT for really digging into the history of Old San Juan and learned so much! Also as a bonus received great restaurant and activity recs!
  • Steven
    January 2022
    Andy is so passionate about teaching the history of Puerto Rico. He's very detailed and knowledgeable. I really learned a lot throughout the tour and he gave us a lot of recommendations on local owned restaurants and bars. Highly recommend do his tour.1

Choose from available dates

10 available
  • Mon, Jan 31
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Tue, Feb 1
    10:00 AM - 12:00 PM
    Join 2 other guests
    $25 per person
  • Wed, Feb 2
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Thu, Feb 3
    10:00 AM - 12:00 PM
    Join 2 other guests
    $25 per person
  • Fri, Feb 4
    10:00 AM - 12:00 PM
    Join 5 other guests
    $25 per person
  • Sat, Feb 5
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Sun, Feb 6
    1:30 PM - 3:30 PM
    This time is popular
    $25 per person
  • Mon, Feb 7
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
From $25 per person