I'd have a go over water, like a shot. But the risks of a streetful of those things would range between crisps down your top and decapitation. You'd need a motorbike helmet with an umbrella fitting on top.
Bicycle wise, I think a seated position, with fans about mid-height, as balance , might be stable enough to make this work. I think right now we are trying to go someplace on something about as stable as a 2 wheeled skateboard with bicycle sized wheels.