Old San Juan Historical Walk, Shopping, and Dining w/ Transport
Overview
Available languages
Mobile ticket
Old San Juan, a cultural delight unlike any other. Experience life from centuries ago on an unforgettable walk through Old San Juan. With stops at the original gate to the city, its oldest fort - Castillo San Felipe del Morro, two 16th-century cathedrals, and La Fortaleza mansion, to name a few! We will navigate both the streets of Old San Juan and tales of conquest and perseverance woven into the fabric of this great city.
After visiting the many highlights and landmarks of Old San Juan, we will venture through the Calle Fortaleza shopping district. Calle Fortaleza is home to shops, restaurants, and souvenirs galore! Guests will have a chance to buy memorabilia to remind them of this amazing day for years to come.
We will end our time in Old San Juan with lunch at an authentic Puerto Rican restaurant. Enjoy locally inspired drinks and dishes while taking in the sights, sounds, and atmosphere of Old San Juan!
Additional Info
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with spinal injuries
Not recommended for pregnant travelers
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
What To Expect
La Puerta de San Juan
Pass through the original gate to the city of Old San Juan.
Old San Juan
Take a casual walking tour through the magnificent Old San Juan. Passing inside and outside the walls of the city, feel the culture of old and new radiating through the narrow streets. Guides will narrate tales of years long ago and stop at historically significant landmarks along the way!
Options
Providing Own Transportation
Meet at Plaza Colon 9 am: No transportation included
Round Trip Transportation
Pickups Begin at 8:30 am: San Juan area pickups will begin at 8:30 am and vary by location. Rio Grande area pickups will begin at 7:30 am. Pickup included
What‘s Included
Local guide
Air-conditioned vehicle
Lunch- The cost of food and drinks is not included in this tour.
Souvenirs- The cost of souvenirs and local artwork is not included in this tour.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
452 reviews
Total reviews and rating from Viator & Tripadvisor
Michelle and our driver...
Margaret M,Jun 3, 2026
- Review from Viator
5.00Michelle and our driver were amazing hosts! They made us feel welcome with little kids and answered all of our questions, even about local baseball teams! Michelle was so knowledgeable about the history of Old San Juan!
It’s definitely a good...
Rasche H,May 24, 2026
- Review from Viator
5.00It’s definitely a good walking tour but our guide Michelle was very thoughtful and patient considering our group had seniors. Michelle was very knowledgeable and passionate about the culture/history of Puerto Rico. Which made the group ask questions along our tour. Definitely recommend Michelle!
Michelle was a wonderful...
Margery F,May 22, 2026
- Review from Viator
5.00Michelle was a wonderful tour guide. She made my traveling alone for the first time very easy and comfortable..
Tour With Transport Awesome!
Shelly S,May 18, 2026
- Review from Viator
5.00Awesome tour! We went with a group of 4 ladies, and we had an excellent time. There are several other “Old San Juan Walking Tours” but this tour with TRANSPORT (hotel pick-up, transport to Old San Juan, and then drop-off back at the hotel) was worth paying the little higher price. Our guide (Michelle) was excellent, very well spoken and well versed in Puerto Rico’s history. The driver was very nice and friendly. Although there is transportation, the tour still requires walking through the beautiful streets of Old San Juan.
Great tour of Old San Juan!
LaShawn G,May 17, 2026
- Review from Viator
5.00Our guide Angel was amazing! This is a great tour for an overview of Old San Juan. Definitely worth the price.
Went on a solo tour and...
Jeongeun T,May 17, 2026
- Review from Viator
5.00Went on a solo tour and it didn’t disappoint. Had a lot of fun and it was a good experience. Our tour guide, Angel, was very friendly. Highly recommend for other solo travelers or groups!
Had a great time learning...
Sarah M,May 14, 2026
- Review from Viator
4.00Had a great time learning the history of Puerto Rico and visiting the historical churches and forts.
I went back in February...
Zinajah P,May 14, 2026
- Review from Viator
5.00I went back in February and I was solo with Nathan, he was VERY informative and we had a great time on the tour. I came home with so many cool fun facts about PR to share with my family and friends. Food is not included. Once we reached the end of the tour I shopped around and went to grab my own food, etc. Still had a great time, will recommend.
Having Puerto Rican...
DANIEL L,May 6, 2026
- Review from Viator
5.00Having Puerto Rican neighbors and friends made this your worth wild I was glad to learn another culture history
Highly recommend this tour!
Joseph N,May 5, 2026
- Review from Tripadvisor
5.00Michelle was an excellent tour guide! She was very knowledgeable about Puerto Rico and its history and spoke both English and Spanish. We appreciated her food and shopping recommendations.
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Operated by Caribbean Breeze Adventures