Available languages
2 hours 15 minutes
Mobile ticket
Visit one of the oldest cities in the world, San Juan, founded by the Spanish in 1521 AD. Get to know Old San Juan's history and sights on this walking tour of the city! With an expert local guide and a small group tour, you will discover the neighborhood, it's architecture and learn about the powerful colonial influence our Island has.
Your local guide will take you on a 2 to 2.5 hour walking tour along the Paseo de la Princesa (Princess Promenade) to the La Fortaleza, which is currently the official residence of the Governor of Puerto Rico and the Castillo San Felipe del Morro (fort visited may vary).
Once tour finishes your guide will gladly share any tips and insight on shopping, dining or other activities to do in the area.
Travelers should have at least a moderate level of physical fitness
At time of booking, Cruise ship passengers must provide the following information at time of booking: ship name, docking time, disembarkation time and re-boarding time
Dress code is smart casual
Minimum of 4 persons required for tour to operate.
Refunds will not be issued if tour/activity is missed due to late or non-arrival of cruise ship
For a full refund, cancel at least 24 hours before the scheduled departure time.
Bottled water
Professional historian/tour guide
Transportation not included (unless booking with San Juan/Rio Grande pickup)
Lunch
Gratuities
Old San Juan
Get to know Old San Juan's history, architecture and sights on this walking tour of the city! With an expert local guide, you will discover in depth the neighborhood and culture, while learning about it's powerful colonial influence. Your local guide will take you along Paseo de la Princesa (Princess Promenade) to the Fortaleza, which is currently the official residence of the Governor of Puerto Rico. You will walk thru the city's brimming with colors and cobble stone streets, and have magnificent picture opportunities. Some sights and landmarks you will see are: San Juan Gate (built in 1520 to guard the city from the harbor), Ballaja Barracks (built by the Spanish militia for housing in 1864), San Jose Church and Plaza, El Convento Hotel and Plaza del Quinto Centenario. Your guide will be happy to answer any questions you have about additional sightseeing, dining or shopping plans once the tour has concluded.
Catedral Basilica Menor de San Juan Bautista
As part of the multiple stops we will do during this walking tour, we will visit the San Juan Bautista Cathedral (subject to opening hours). Ask about Juan Ponce de León's tomb!
This option includes tour and transportation from any hotel in the Metro Area.
This option includes tour with no hotel pickup or drop off. Meet in the lobby of El Convento Hotel to start the tour.
This option includes tour and transportation from any hotel in Rio Grande.
49 reviews
Total reviews and rating from Viator & Tripadvisor
Maureen J,
Apr 28, 2025
- Review from Tripadvisor
Frank our guide was awesome. Very knowledgeable and fluent in English and Spanish. Managed to speak English to us clearly and quickly and Spanish to this other group that was traveling with us. Our 10 year old twins boy and a girl thought, "it was very very good!!"
683blythes,
Apr 4, 2025
- Review from Tripadvisor
This was a fantastic tour of Old San Juan. Frankie was passionate about the history and culture of Puerto Rico. He was thoughtful about the path we took to explore the city. Starting early was the right time to avoid the big crowds and the heat.
Bradley L,
Oct 7, 2024
- Review from Tripadvisor
We started taking walking tours of cities about a year ago. I had lived in Puerto Rico 30 years ago, but wanted to see old San Juan with fresh eyes. Our guide, Francisco, was born and raised in Puerto Rico and has been guiding tourist for nine years. He was funny and engaging. He was extremely knowledgeable about the history of Old San Juan as well as all of Puerto Rico. He was willing to answer questions about recent experiences and current events in Puerto Rico. The tour itself is amazing. San Juan has been in existence for nearly 500 years with one of the best preserved fortresses that is well-maintained by the US national park services. The old city itself is a testament to the efforts to preserve history and is rich with history.



Lauren N,
May 20, 2024
- Review from Viator
our tour guides name was Francisco.. he was amazing! He has a great personality and was able to laugh and joke and inform us of everything around. We do want to thank him for putting up with us and taking so many pictures along the way!
Melissa H,
May 11, 2024
- Review from Tripadvisor
Wow! If you’re on the fence, just do it! My brother and I took our mom on the tour and had a great time. Our tour guide Francisco was friendly, super engaging, hilarious and knowledgeable. We laughed the whole time as we explored beautiful Old San Juan - and he bought the entire group cold waters which was so sweet. Be sure to wear comfortable shoes, maybe a hat for the sun, and bring a water bottle. Totally family friendly.





Alison S,
Apr 12, 2024
- Review from Tripadvisor
Our tour guide Frankie, was terrific. His obvious love of San Juan along with his historical knowledge was impressive. It was a humid day and he stopped and bought us water and offered us popsicles. We learned so much and enjoyed our tour immensely. Thank you, Frankie!
844allisonj,
Jul 19, 2023
- Review from Tripadvisor
Wonderful educational walking tour! We enjoyed seeing the beautiful city. So many colors and amazing views on this tour. The tour guide was friendly and entertaining.
N3099TKramonc,
Jul 18, 2023
- Review from Tripadvisor
Very nice tour..the tour guide was amazing very knowledgeable. A lot of history tips overall I highly recommend this tour if your interested in knowing more about the history behind San Juan.




570frankt,
May 31, 2023
- Review from Tripadvisor
Jaime was an absolute delight and wealth of knowledge during our Old San Juan walking your. Highly recommended.
Monica C,
Apr 29, 2023
- Review from Tripadvisor
Francisco was our tour guide. He is awesome!!! He was so funny and knowledgeable about Old San Juan. There are a lot of inclines and you are walking on cobble stones for some part of the tour, so wear comfortable shoes. But overall, the walk was enjoyable and the tour is great!
Operated by Bespoke Lifestyle Management