
Born On Canada’s backroads
As avid travelers and road trip planners, we’ve learned that how you get there matters just as much as where you’re going.
We created Detour Club to turn your journey into the best part of your trip


Because the Best Parts are just off the highway

We believe in taking wrong turns, exploring weird roadside attractions, and pulling over just because something looks interesting.
For those of us who know that the journey is just as important as the destination.
Our mission is simple: help people find more meaning in every mile.




From the creators of Guess Where Trips
Helping travellers take the long way for 6+ Years
With 100,000+ road trips sold and a standing ovation on Dragon’s Den, we know a thing or two about turning ordinary drives into extraordinary experiences.


Road Trips Sold
We’ve helped thousands of travellers hit the road with curiosity and confidence.
Stops Researched
We’ve personally visited, tested, and curated every single recommendation.
Years of Experience
We’ve been mapping Ontario's hidden road trip gems long before Detour Club existed.

Our Road trips have been featured on:






Meet the makers of Detour Diaries


Jessica Off
Founder of Guess Where Trips & Detour ClubWhat started with a laptop, an $80 printer, and a baby on the way has grown into a cross-country movement of curious travellers. Jessica has spent years mapping quirky attractions, scenic routes, and the kind of hidden gems that turn a trip into a memory. With Detour Club, she wanted to create something that lives in your glove box—and in your stories.


Which Way" Card Game
"I love that this game gets the whole family involved in the road trip. Using the cards to tell you where to turn next ensures everyone is surprised by where you end up!"


Hannah Elias
Product Manager & Detour CuratorWith a background in science and sustainable travel, Hannah joined the team in 2023 and now leads product development across Guess Where Trips and Detour Club. Her passion lies in combining deep research with discovery—hunting down local legends, offbeat trails, and detours most people would never find. Every stop she includes is one she’d be excited to see herself.


Road Trip Journal
"As someone who loves researching fun things to do nearby, the Road Trip Journal is my go-to companion for all of my local adventures!"

Your ultimate guide to Ontario's hidden detours
Detour Diaries helps you turn Ontario's most-travelled highways into an adventure packed with hidden gems, cute small towns, and quirky stops that are worth pulling over for.
