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Route 66
Get your kicks on route 66 with Claire, Mike & Roger!
We roll from Chicago to Sant Monica starting Sept 1, 2026 and we cant wait to meet you along the way.
Join us for 1, 100 or 1k miles, we'd love to have you! If you are following along on Track Leaders and want to come waive hello, give us a mini Coke, point us to your favorite swimming hole or give us a road side message we would love that!
Watch us as we roll the 66
Michael Kalenda here, owner of Let's Ride Cyclery & The L.A. Tourist Race.
This fall, Route 66 turns 100 years old! To celebrate the centennial, my friend Claire Jencks (endurance racer and YouTube creator), our rolling buddy Roger and myself are riding the entire 2,400 miles from Chicago to LA - and live streaming the whole thing.
The bikes, the roadside diners, the wind, the crumbling highway, the mental highs and lows, the crushing 100-160 miles a day across eight states — we’re filming all of it, every day. So you can follow along like you're right there with us.
Follow along with Track Leaders
The route will be live on Track Leaders so can watch us in real time as we move along the 66. Following along on Track Leaders will also allow you to hop on to our ride with us. Want to join but don't want to ride the whole route? Ride just the sections you want with us.
The 2026 Route 66
The official route
Watch our journey unfold in real time through live streaming and keep track of our progress on Track Leaders.
Experience the scenic drives, roadside attractions, and local culture as we move along the historic Route 66.
Get your Kicks on RT 66
Join us for the final 100 miles
We have been rolling the Route 66 for 2300 miles and want you to join us for the final 100!
Roll with us and let us entertain you with stories of life on the road via 2 wheels pedaled by human power. When we make it to the Santa Monica pier lets party as we finish this summer adventure in our home town!
Actual Date is fluid and can change based on our daily milage.
