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(1,304 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: 1569
Guide on GuruWalk since: 2022
Languages: English, Spanish

3 Tours of Diego

Ratings (1304)

Adriana
(4 Ratings) The Hague
Verified booking
Travelled alone - Jan 2026

Entretenido, con contenido que capta lo más importante de cada hito histórico. Todas las preguntas que tuvimos fueron respondidas, y me gustó que a pesar de ser 3 horas, en ningún momento fue cansón porque el guía dio lo mejor de sí para hacerlo ameno.

Joel
(24 Ratings) San Juan
Verified booking
Travelled in couple - Oct 2025

Excellent tour! Diego was very knowledgeable, fun and passionate about Santiago and it's history. We enjoyed this activity as we walked through the streets of Santiago City center.

LORRAINE
(9 Ratings) Montreal
Verified booking
Travelled alone - Jan 2026

Very interesting tour, well presented and informative. Diego was very passionate about his country and shared a lot of history and useful information.

Harald
(2 Ratings) Mannheim
Verified booking
Travelled alone - Jan 2026

Absolut empfehlenswert

Alexander
(1 Rating)
Verified booking
Travelled alone - Jan 2026

Diego is the best tour operator in Latin America… possibly the world! Professional, funny, informative and welcoming. What a great ambassador for Chile! I couldn’t recommend a tour with him enough!

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(1,304 ratings)

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