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(1,589 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: 1802
Guide on GuruWalk since: 2022
Languages: English, Spanish

2 Tours of Diego

Ratings (1589)

Alberto
(1 Rating)
Verified booking
Travelled in couple - May 2026

Melissa è stata una guida fantastica

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

Eduardo
(4 Ratings) La Plata
Verified booking
Travelled in couple - May 2026

Diego nos avisó que vendría Melisa, todo excelente, puntualidad, cordialidad, conocimientos y tips para manejarnos en Santiago… mas que recomendable.. Muchas gracias.

Charlotte
(2 Ratings) Dortmund
Verified booking
Travelled in couple - Apr 2026

Die Tour mit Diego war kurzweilig, interessant & spannend. Trotz des Feiertages (oder gerade deswegen) hat Diego uns zu allen relevanten Sehenswürdigkeiten und Orten geführt und konnte zu jeder Frage einen interessanten Fakt oder eine lustige Anekdote zum Besten geben! Sowohl die Geschichte Chiles/Santiagos als auch die gesamte Stadt und die Kultur sind uns sehr nahe gebracht worden! Tipps zu Restaurants gab’s gratis dazu :-) sehr empfehlenswert!!!

Ellen
(1 Rating) Minneapolis
Verified booking
Travelled in group - May 2026

Diego was so knowledgeable and was happy to answer any quesions we had. He made sure we had time for photos and stops for drinks, etc.

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