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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.
Diego was fabulous and the tour was great! I learned a ton and had a wonderful time talking to Diego. He also gave great recommendations and a wonderful mix of history, politics and culture.
Espectacular!!! Muy claro, profesional. Es muy diferente hacer un tour con un Profesor de Historia, un lujo Felipe.
Diego was friendly, knowledgeable & made the tour interesting and fun
Great tour, really enjoyed it! Informing and charismatic tour guide.
Excelente la guía de Felipe! Los contenidos, las reseñas históricas, y su calidez. Aprendimos mucho y disfrutamos todo el recorrido. Súper recomendable: realmente es mejor caminar la ciudad guiados por un profesor.
