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(1,220 ratings)

Diego - Tour Guide in Santiago de Chile

My name is Diego Escobar Castro. I’m a former school teacher, a father to a curious 5-year-old boy, and a proud ambassador of my city. I am also the founder of *Better with a Teacher*, a project created for travelers who want to truly understand the history, culture, and unique character of Santiago and Chile.

I have cycled more than 6,000 kilometers throughout Chile—across the Atacama Desert, the Carretera Austral, the Elqui Valley, and the Cajón del Maipo—as well as parts of Argentina. I’ve also completed numerous hikes around the country, so I’m always happy to share recommendations with anyone seeking outdoor adventures.

I completed my studies in Valparaíso, where I trained as a tour guide. Because of that, I love sharing the local stories, heritage, and hidden gems of that iconic port city to help visitors appreciate it even more.

Due to the growing popularity of this tour, I’m no longer able to guide both Spanish- and English-speaking groups simultaneously. For that reason, especially during high season, I am primarily dedicated to the English tours.

Please note that *Better with a Teacher* also includes other qualified history teachers—**Fabián, Felipe, and Melissa**—who are passionate experts and wonderful ambassadors of Chile as well. If you choose a tour in Spanish, one of them may be your guide.

All the best

Diego Escobar Castro.

About the guide

Tours delivered on GuruWalk: 1481
Guide on GuruWalk since: 2022
Languages: English, Spanish

3 Tours of Diego

Ratings (1220)

Ian Lavergne
(4 Ratings) Seville
Verified booking
Travelled alone - Dec 2025

Muy buena experiencia en Santiago, el tour fue muy completo y gratificante, pudimos recorrer un montón de lugares emblemáticos de Santiago y conocer la historia que hay detrás.

Amy
(1 Rating) Lima
Verified booking
Travelled in couple - Dec 2025

Una forma divertida e interesante para conocer el centro de Santiago, lo recomiendo.

Paula
(1 Rating) São Paulo
Verified booking
Travelled in couple - Dec 2025

Felipe was an amazing guide who made our experience getting to know Santiago very pleasant and entertaining. Young, connected to the culture and the history, let us in on some great anecdotes of the Chilean culture and facilitated our interaction among the group through the whole tour. Great tips at the end as well! Highly recommend!

Jimmy
(1 Rating)
Verified booking
Travelled in couple - Dec 2025

Gail
(1 Rating) Ukiah
Guided by WanderSantiago
Travelled in couple - Dec 2025

I have been on numerous city walks, and Diego offers the best, most entertaining and captivating information I have ever gleaned from a city!

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(1,220 ratings)

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