Old San Juan Best Kept Secrets Tour

San Juan, Puerto Rico

Experience hosted by Andy

  1. 2 hours
  2. Hosted in English
Cultural immersion
Guests felt absorbed in a community or culture.
Expertise and insight
Guests say this Host shared top-notch knowledge.

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
  • 2,434 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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From $25/ person

This time is popular
$25 per person
This time is popular
$25 per person
This time is popular
$25 per person

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

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 2,434 reviews.

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
Holly
January 2022
Do yourself a favor and learn from a passionate, knowledgeable guide! Andy’s tour is a bargain considering all that we learned. He’s kind and genuinely loves what he is doing. To take a city tour from an architect is truly special.
Lavanya
January 2022
Andy was an amazing host!! You can tell he was very knowledgeable and passionate about the city and architecture of San Juan and took time to show us places I would have otherwise never seen!! Highly recommend this tour!
Justin
January 2022
Andy was amazing! Very friendly and knowledgeable of not only old San Juan but of the whole island. Only thing I wish that was different was went earlier in my trip so I could of experienced more of his suggestions.
Chaz
January 2022
My wife and I had a wonderful experience on this tour with our guide. He was so friendly, offered great advice on the local culture and cuisine, and was well-versed in city history and architectural design. Highly recommended to anyone desiring to learn about the city and country, and to become familiar with the streets! Book the experience!
Amanda
January 2022
If you’re looking to tour San Juan, tour with Andy! He is very knowledgeable about Puerto Rico’s history and he also suggests various local food spots to go to after the experience!

Choose from available dates

10 available
1 of 2 pages
  • Sat, Jan 22
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Wed, Jan 26
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Thu, Jan 27
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Fri, Jan 28
    10:00 AM - 12:00 PM
    This time is popular
    $25 per person
  • Sun, Jan 30
    1:30 PM - 3:30 PM
    This time is popular
    $25 per person
  • Mon, Jan 31
    10:00 AM - 12:00 PM
    Join 2 other guests
    $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

Things to know

Guest requirements

Guests ages 2 and up can attend, up to 10 guests total. Parents can also bring children under 2 years of age.
All participants must wear a protective face covering and practice social distancing.

What to bring

We suggest guests bring Water, sturdy walking shoes, sunblock, hats, shades, an umbrella.

Cancellation policy

Cancel up to 7 days before the Experience start time for a full refund, or within 24 hours of booking as long as the booking is made more than 48 hours before the start time.