About Your Guide

Hi! I'm Matt O'Leary, and I grew up in Santa Cruz and have spent countless hours exploring the beaches, redwoods, and neighborhoods that make this area so special.

Over the years, I've developed a deep appreciation for studying the history, architecture, and natural surroundings of the Santa Cruz area. What began as casual walks with friends has grown into a passion for sharing what I've learned — helping visitors and locals alike discover the hidden gems and stories that make this place unique.

When I'm not leading tours, I work as a designer and developer, and I've also taught surf lessons both casually and professionally. I enjoy spending time outdoors with family and friends — whether it's hiking local trails or exploring the coastline. That same spirit of sharing what I love inspired me to start Walk Santa Cruz.

I believe the best way to experience this place is on foot — it's a healthy, fun way to slow down, take in the scenery, and connect with the stories and landscapes that define Santa Cruz.

I look forward to walking with you soon! Feel free to reach out if you're interested in private tours or custom experiences.