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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.
This was a great walking tour. Diego balances the history and culture well while keeping it all fun and interesting, recommend :)
He viajado mucho y allá donde voy hago un free tour, y puedo decir que el tour con Diego ha sido de los mejores tours que he realizado alrededor del mundo! Tanto contenido, tanto conocimiento y tan entretenido que parecía que habían pasado solo 10 minutos al terminar el tour, se pasó volando! Repetiría de nuevo sin dudarlo!
Brilliant! Entertaining, good sense of humour, articulate in his descriptions and extremely knowledgeable about his city. Really enjoyed seeing so many places of note in just 3 hours. Thanks Diego!
One of the best tours I have ever been on! You will learn a lot about Chile, and Diego is a great storyteller (and funny).
This walking tour of Santiago was a highlight of our trip. Our guide, Diego, was exceptional—he shared a deep and engaging overview of Chile’s history, politics, and culture, all enriched by his own personal experiences and insights. It made everything feel more real and meaningful rather than just textbook facts. It was also our first time using GuruWalk, and we couldn’t have been more impressed. The quality of the tour exceeded our expectations, and the entire experience was both informative and enjoyable. Highly recommend this tour to anyone visiting Santiago!
