Took about an hour of grinding to get, on top of playing skydiving for ~30 hours before then
You can find the full video from Restart here:    • WSR Skydiving 248 points full video  

The reason I did not grab the full bunch at the end is because grabbing 10 full bunches prevents the game from taking the final picture. The camera seems to have a limit of only 20 photos.
It is very hard to get the game to spawn 10 bunches, so much so I suspect it is unintentional. To get 10 bunches to spawn in the first place, I do what I call "Spawn Manipulation", which involves moving the camera around to get more spawns onscreen and to move to the sides often to grab bunches that have already spawned. It is not fully understood and quite tricky, but with good execution you can get 10 bunches to spawn most of the time.

252 is the theoretical limit, so there is still a lot of room to improve this score.