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(1,597 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: 1810
Guide on GuruWalk since: 2022
Languages: English, Spanish

2 Tours of Diego

Ratings (1597)

Shona
(3 Ratings) Melbourne
Verified booking
Travelled in couple - May 2026

Fantastic tour with a fantastic guide.

John
(1 Rating) Sydney
Verified booking
Travelled in group - May 2026

We booked the tour with Diego and arrived at 5 minutes before the 9am start time looking for the black umbrella as advised. We finally received a message on WhatsApp around 9.30 stating the tour would commence soon etc. we had already found the hop on hop off bus nearby as we hadn’t had any communication from the tour group so did not do the tour and found our way to the Funicular and enjoyed our morning there.

Maresa
(2 Ratings) Augsburg
Verified booking
Travelled in couple - May 2026

Yolanda
(1 Rating) Montevideo
Verified booking
Travelled in couple - Apr 2026

Muy buen tour. Muy completo. Son 3 horas. Excelente

Graciela
(2 Ratings) Rosario
Verified booking
Travelled in couple - May 2026

Melissa es un encanto de persona y guía!!! Fué una experiencia muy rica y cálida. Altamente recomendable!! Volvería a hacerlo.

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