A toy vehicle track configuration includes a closed loop track extending from a first end to a second end, a booster, and a flexible diverter. The booster includes a booster wheel positioned to both: (i) propel a toy vehicle towards the second end as the toy vehicle moves from the first end towards the second end; and (ii) propel the toy vehicle towards the first end as the toy vehicle moves from the second end towards the first end. The flexible diverter is configured to guide the toy vehicle and an additional toy vehicle towards the booster in sequence as the toy vehicle and the additional toy vehicle move from the first end towards the second end. The flexible diverter is configured to pivot between gate positions and to move between a rest position and a compressed position.