EDIT: FriskiNiski below has noted this may have been patched. I will wait for others to confirm as well.
EDIT 2: erichsouza76 has a note about how this solution still worked. Worth while reading it in case it helps you.
New easier way: In a night race, pass the finish line and rewind back and pass it again, over and over.
Like InfiniteLogic's solution, I recommend:
- freeplay
- Daytona Intl Speedway/Oval
- Night (needed)
- turn on the on-screen achievement tracker to see it unlock each "lap"
I also recommend:
- 2 laps (so the race doesn't end after the 1st lap so you can rewind)
- a modern day indy car (230+ mph without the need for brakes), but the actual car only helps for the 1st lap so any car will do