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Route 66 Motorcycle Tour Chicago to LA

Why Choose Ride Free?


As the owner or Ride Free, I will personally make sure you have the trip of a lifetime. You can call and talk to me directly before, during, or after your trip. We are small enough that every single person matters to myself and my family. READ MORE


With our guided tours we specialize in smaller group that allow us to visit the small local restaurants, local hotels, and other small unique stops that the large groups can't do. Or can't do as well. Whether on a guided or self drive tour, READ MORE


We slow down and stop at the small spots. Take the time to talk to the locals. We do not just drive you down a road as fast as possible. The slower pace / more days in the same mileage versus other companies allows us to slow down READ MORE

  •   Our RideFree experience was an adventure of epic proportions. With the guidance of Wil and strategic planning, we managed to do a self-guided tour from LA to Yosemite National park,... read more

    Nick S
  •   Nathan Peach ( Overseal, Derbyshire, United Kingdom ) Just recently completed a Ride Free organised tour of Northern California, me and my buddy hatched an idea to go... read more

  •   Wil and Erin at Ride Free organised our whole trip along route 66 then the coast road to San Francisco. A self guided driving tour we did with our friends.... read more

    Andrew H

Sturgis Tour

"The Greatest Trip of my life!"

Hello Wil and Erin. Just a short note to thank you for the ‘BEST VACATION EVER’. Both Brian and Andy were exceptionally professional and it is fair to say that that trip would not have been as good without the professional and friendly banter between the group and the guides. They were well able to cater for the differences in the group and this aided the holiday. The locations, lodgings and roads traveled matched and, sometimes, exceeded our expectations. On at least two occasions the accommodations were part of our dreams. ( Log cabin on a lake ) Read More

© 2019 Ride Free Motorcycle Tours

© 2019 Ride Free Motorcycle Tours