Find the grey blimp icon on the map, and web rush to the pole sticking out of the front. The man inside will give you a challenge; either a video or race challenge. Complete all of the race challenges to unlock this trophy.
For the race challenges, you must collect all of the flares that the blimp sends out in the time limit. Collecting a flare increases the time available, and you must collect them all in a certain order. Most of these aren’t too difficult, although some of the later challenges might require a few tries to get them right.
You’ll need to play through most, if not the entire storyline, before all of these are unlocked.