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(1,581 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: 1793
Guide on GuruWalk since: 2022
Languages: English, Spanish

3 Tours of Diego

Ratings (1581)

Alistair
(1 Rating) London
Verified booking
Travelled in couple - Apr 2026

Barbara
(1 Rating) Bogotá
Verified booking
Travelled alone - May 2026

Muy recomendado, Melissa ha sido una guía excelente!

Colin Zane
(1 Rating) Bellingham
Verified booking
Travelled in couple - Apr 2026

Diego was one of the most informative guides I've had in my travels. He had answers for all of my questions, provided great recommendations for nightlife and museums. It was nice to get our bearings in the wonderful city of Santiago. Thanks for the great tour!

Karina
(2 Ratings) Orléans
Verified booking
Travelled alone - Apr 2026

I absolutely loved the walking tour with Diego. He was very informative, entertaining, engaging and the 3 hours went by very quickly. Since 1 May is a bank holiday, many places were closed. Nevertheless, Diego took us to many places of interest and presented them in a fun and educational way. He also provided many local recommendations about food, drinks, entertainment etc. I didn't know much about Chile or Santiago and I learned so much from the tour. I highly recommend Diego, he is one of the best walking tour guides I have ever had. Many thanks!

Diego
(4 Ratings) Santiago de Chile
Verified booking
Travelled in group - Apr 2026

Excelente Guia, con gran cantidad de datos interesantes en todo el tour!!!!

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