I may have been lucky, but this popped first time for me after failing repeatedly on all the solutions posted here. Just couldn't get the landing right and that's when I managed to miss the overhead barrier.
First of all, make sure you have at least one grenade in your armament.
Second, start the mission 'Greaseball's Arena' which takes you close to the ramp in the large factory area in North Millville.
Like most others I used the car from the BET ON THAT mission, the Delizia Grandeamerica, which I fully tuned. Not really sure if you need such a good car, but this is what I used.
Once the timer starts drive towards the ramp and you will cross railway tracks. Stop here and you will see a number of trucks. (Trucks dont require to be broken into. Speeds it up a little)
Hotwire and park about three or four of these very close together near to where you stopped your car.
Stand near to your car and throw a grenade at the parked trucks and you will get a Demolition multiplier.
Hop quickly into your car and gun it at the ramp and depending on the multiplier the achievement will pop after a jump of about 50-60 which makes the landing easier to control.
Worked first time for me, just do it before the multiplier runs out.
I have found a similar way to do the 'Driftin' Daddy-O'' achievement which I have posted too.
Hope this helps folks.