Explore the World with Self-Guided Tours
Tired of typical tours? Take control of your adventure! Our clue-based, self-guided experience lets you explore at your own pace, discovering local secrets and iconic spots with every solved mystery.
About
our company
We're born from a passion for adventure, discovery, and the thrill of the chase. Tired of conventional tours, our founders dreamed of a new way to explore – one where you're the hero of your own story, guided by wit and wonder, not a flag-waving guide.
We meticulously design each self-guided tour with clever clues and captivating routes, ensuring every turn brings a new surprise and a deeper connection to the area. Our goal is to transform familiar streets into an epic playground, empowering you to discover the heart of each area at your own pace. Join us and unleash your inner urban explorer!
Want to learn about our Massachusetts-grown adventuring-seeking founder?

Take a look at what our tours have to offer!
Stories from Explorers
Don't just take our word for it—read about how our adventurers have become the heroes of their own stories.
"A Date Night to Remember"
"My partner and I wanted to do something different for our anniversary. The Riddle Route was perfect! It wasn't just a tour; it felt like a scavenger hunt designed just for us. We laughed, we got a little competitive, and we saw parts of the city we've lived in for years but never noticed. We're already planning our next one!"
"The Perfect Family Adventure"
"Finding an activity that keeps everyone engaged—from my teenager to my youngest—is tough. The Riddle Route was a massive win. The clues were challenging enough for the older kids but still fun for the little ones to help solve. It was a great way to get us all outside and working together. We felt like real-life detectives!"
"Solo Adventure and Discovery"
"I travel a lot for work and get tired of the same old hotel gyms and restaurants. I found The Riddle Route and decided to try it on a free afternoon. It completely changed my perspective on a new city. I loved the freedom to go at my own pace, stopping for coffee or just to admire the view. It was a refreshing way to connect with a place on my own terms."