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.
It was just perfect! Diego is polite, clear, holds our attention the whole time, has a lot of content, is knowledgeable about Chilean history, and is also funny. I highly recommend him! Unmissable.
Fantastic tour, Diego is very knowledgeable and clearly very passionate about his country and its history. The route was great
Muy lindo recorrido por Santiago. Fabian acudio puntual y nos explico con paciencia detalles de historia chilena mientras caminábamos por la ciudad.
This was an excellent walking tour for a quick overview of Central Santiago with historical and architectural insights. Diego was a great guide!
Fabián es ameno y dinámico, se nota que le apasiona la historia de Chile y los detalles, su imput con la historia no contada por la dictadura es impecable y muy importante de conocer. Anécdotas y lectura de poesía completan el match. Muchas gracias Fabián y mucho éxito.