Detroit Gambler 500

May 3rd - 5th, 2019

The Gambler 500 Rally is a mostly off-road Rally-Style Navigational Adventure using cheap, impractical or fun vehicles. The main event takes place over two days in May, with wilderness camping in the middle. The Trail Trek Tour is organizing a group of automotive media to participate together and cover the Detroit event from May 3rd to May 5th, 2019. Always Be Gambling!

Gambler Cars

Gamblers are Tentative and Subject to Change

Media Gamblers

Attendees are Tentative and Subject to Change

Matt McIvor


Michael Satterfield

The Gentleman Racer

Philip Van der Vossen


Relevant Videos

Event Sponsors

Thanks to the following companies for their support!


  • Troy, MI
  • (443) 226-3558