PUERTO RICO · PLACES
Puerto Rico's standouts.
The 10 best old san juan walking tours in Puerto Rico, side by side. What each one is actually like, who runs it, and what it costs.
Walk Old San Juan with writer David Rodríguez on a small-group tour hitting key plazas, churches, and city walls for about 2.5 hours.
“Fantastic Old San Juan walking tour—rich history, colorful streets, engaging guide, and hidden gems. A perfect introduction to the city that deepened our appreciation for Puerto Rico’s culture and past.”
A 2-hour small-group walking tour of Old San Juan with a certified guide, $39 price, mobile ticket, and 500-year storytelling on foot.
“This tour was a fantastic way to start our vacation! We went straight to the tour from the airport. Carlos was very knowledgable, friendly and made it a fun day. We got rained on a few times, but took the breaks needed before we kept going. 100% recommend.”
Guided Old San Juan sunset walk in 2 hours. Plazas, churches, UNESCO La Fortaleza, and Morro views. $39 with local guide.
“Our guide Melanie was great. This walking tour is a great way to get familiarized with Old San Juan if it is your first time in Puerto Rico. It is a great way to learn a lot more of history. Melanie was very humble and taught us so much in a very engaging and enjoyable…”
Walk Old San Juan at sunset with a certified guide. See key plazas, chapels, colonial sites, and Morro views in 2 hours.
“What an amazing tour experience! Melanie is exceptional and was an amazing guide! Definitely book with her. Her love and pride for her country made the experience with her even better. I enjoyed every minute of it and it didn’t feel like 2 hours 😊 Melanie is also super sweet and accommodating. I had a…”
Old San Juan in 2 hours on a Segway. See 25+ sights, cobblestone views, and learn the port’s military story with a small group.
“The instructor was so knowledgeable and professional. Puerto Rico has historical places that speaks for itself. This is a MUST for Visitors!! The equipment we used was top tier my son will remember this for life !! Enjoy”
A 3-hour Old San Juan bar crawl with a free mojito, house shots, a group polaroid, and an open-bar stop across three nightlife spots.
“Not really a pub crawl, more like a club crawl. The 1st place is a bar and that was great. The 2nd place is a club behind a pizzeria with no AC and the 3rd place is a sub-dungeon basement hotbox trap club where you end the night. We met great people but this is…”
A 3-hour Old San Juan sunset walking food tour with 4-5 local stops, up to 10 tastings, and two included cocktails.
“Tour guide did a fantastic job interesting and informative but was doing a lot of coordination of the tour on the fly. Not the fault of the guide at all but for the money spent didn't feel the value was there. Would recommend this at half the price. We did have some wonderful bites and…”
A 2.5-hour guided walk through Old San Juan highlights, ending with included El Morro Castle entry for $54.
“The tour guide rambled so much! There wasn’t any depth to anything he said. I stuck with the tour for 45 minutes then left.”
Old San Juan by golf cart: photo-friendly rides, iced water, and expert guides, with forts, churches, and piña colada lore.
“Gorge and Chris were amazing tour guides! Extremely friendly and very knowledgeable. They had water and sangria waiting for us. The golf carts were very nice and comfortable too. This is definitely a tour you will not want to miss.”
Guided Old San Juan walk with air-conditioned transport, top landmarks, bay views, and Calle Fortaleza shopping time for $34.99.
“Nice little overview of San Juan. Not to difficult a walk. It was just scratching the surface. Give it a try.”
