Walking Tours

SAN JUAN

Best Walking Tours In San Juan

Ranked by traveller popularity

The 10 most popular walking tours in San Juan. Here's what they actually deliver, who runs them, and what they cost.

10 Best Walking Tours In San Juan

Old San Juan Walking Tour

Old San Juan Walking Tour - From Plaza Colón to La Puerta de San Juan: Streets With Purpose

Old San Juan City Walking Tour

Old San Juan City Walking Tour - What the Guide Actually Does With the 500-Year Story

2.Old San Juan City Walking Tour

5.0

A 2-hour small-group walk through Old San Juan with a certified guide, 500 years of context, and standout photo stops for $39.

“We had a great history tour with Carlos! We learned a lot about Old San Juan and really enjoyed all of the stops along the way. Carlos answered a lot of questions and was a pleasure to speak with. The tour had a perfect pace and was a great Read more”

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Historic Old San Juan Sunset Walking Tour

Historic Old San Juan Sunset Walking Tour - Plaza de la Barandilla: residential and commercial architecture, unchanged in feel

3.Historic Old San Juan Sunset Walking Tour

5.0

Walk Old San Juan at sunset in 2 hours: colonial squares, churches, fort views, and local food and nightlife tips for $39.

“I talked to the tour leader asking him to slow down, he did not. There were 10 of us and 6 were young and could walk fast with him. 4 of us were 50 plus old and needed him to slow down. He ignored the need to do this, and went with the young part…”

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Savor the Sunset: Old San Juan Walking Food Tour

Savor the Sunset: Old San Juan Walking Food Tour - Finding the group: Plaza de Armas and the 4:00 pm start

Old San Juan and El Morro Castle Walking Tour

Old San Juan and El Morro Castle Walking Tour - Meeting at La Casita de Rones: find the fountain, not the crowd

5.Old San Juan and El Morro Castle Walking Tour

5.0

Walk Old San Juan’s key landmarks with a bilingual local guide, then enter El Morro Fort for 16th-century Spanish–US military stories.

“Book it now! You won’t be regretting. It was such a great great experience, Maria is very knowledgeable and humble, she also got a great sense of humor. We enjoyed her accompany very much. If you are still hesitating which city walk tour to go, book this one now.”

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Old San Juan Historical Walk, Shopping, and Dining w/ Transport

Old San Juan Historical Walk, Shopping, and Dining w/ Transport - Walking the City Walls: What You Actually See (and Why It Feels Different)

Old San Juan Historical Walking Tour

Old San Juan Historical Walking Tour - Stop 1: La Casa Estrecha and the story behind San Juan’s tight streets

7.Old San Juan Historical Walking Tour

5.0

A 2-hour Old San Juan walking tour for up to 18 people, with free-entry stops, expert guide stories, and a great first-trip orientation.

“Learn a lot about San Juan, our guide was knowledgeable and informative. Just wish we could've visited the forts”

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Explore Old San Juan Walking Tour

Explore Old San Juan Walking Tour - Castillo San Felipe del Morro: what you’ll notice even without buying entry

8.Explore Old San Juan Walking Tour

5.0

Explore Old San Juan on a 2-hour small-group walk with a certified guide. See Plaza Colón, the Capitol, and Morro’s views.

“Harry was very knowledgeable and experience. He prompted for questions throughout the tour. A very enjoyable activity with exercise to last for weeks.”

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San Juan Haunted History Walking Tour

San Juan Haunted History Walking Tour - Price and value: what $44.99 gets you (and what it does not)

9.San Juan Haunted History Walking Tour

4.0

A 2–2.5 hour haunted history walk in Old San Juan with landmark stops, local legends, and night-only cemetery and fort stories.

“Wonderful evening with our tour guide Richard who talked about the history and the haunted places of Old San Juan. He speaks with great knowledge and passion about the history of the spirits that once lived in the area. The walking tour was easy and very enjoyable.”

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Old San Juan Walking Tour with a Local Certified Guide

Old San Juan Walking Tour with a Local Certified Guide - Castillo de San Cristóbal: the fort you’ll understand better after the tour

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