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(1,209 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: 1467
Guide on GuruWalk since: 2022
Languages: English, Spanish

3 Tours of Diego

Ratings (1209)

Alvaro
(5 Ratings) Medellín
Verified booking
Travelled in group - Dec 2025

Muy buen tour. Enfocaso sitios relevantes para los turistas

Krystyna
(1 Rating) Montreal
Verified booking
Travelled alone - Dec 2025

An amazing experience-- Diego was not only knowledgeable, interesting and funny, but he is a genuiney kind and warm person, clearly passionate about his city and eager to share this with others. Highly recommend!

Dawana
(20 Ratings) Lompoc
Verified booking
Travelled alone - Dec 2025

Diego held my interest for the full 3 hours. Lots of information given in an organized but not overwhelming fashion. He answered all questions and was available between stops for more information for all attendees. Very enjoyable tour.

Allison
(8 Ratings) Ellensburg
Verified booking
Travelled in couple - Dec 2025

What a great tour! Interesting and entertaining--Diego is one of the best tour guides we've ever had.

ANDRES
(1 Rating) Cali
Guided by WanderSantiago
Travelled in couple - Nov 2025

Excelente guía.... Muy buena experiencia...100% recomendado

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