Egregoros

Well, if you allow that the technology can be significantly changed, then it's self-evident that it can be accomplished with a blimp...

Parasailing works because it has a connection to the ground (water), a plane needs to be in air-only so the challenges are more acute.

If I recall it correctly "flight" was once recorded as something capable to stay in the air a minute longer than the previous record holder. Even if the pilot got killed during take-off (sometimes) or landing (more often) it was still recorded as a success. So a human cannonball is a flight, and so is a parachuter that lands miles from the LZ.

So yes, a blimp is a great aerial vehicle but do not fly over Chicago with it because the hoodrats will shooting it full of holes.