Ah pffft, those are other people problems. Wealthy people want to get around quickly.

What’s a few shattered windows and waking up entire states with bangs at 3am? They shouldn’t have chosen to live under a flight path between an organ donor and recipient.

Maybe fly up Lake Erie and Ontario, then cut across New York, New Hampshire, and Vermont? You still end up over land for that last part, and you're going to rattle windows in Niagara, but it probably cuts half an hour off of the trip or so, maybe a little more.