I’ve had similar thoughts, not as a entrepreneur, but as a way to squander the lottery money on one epic party, that starts in Seattle and ends 32 hours later in LA.
I've considered chartering a transit bus from my local transit authority for a birthday party before just to tool around town in for a few hours. They only want ~$600 CAD for 3 hours ($200/hr after), and you get to choose what type of bus from their fleet you want -- a 40 foot, a 60' artic, or a double decker (with routing approval). Not a bad way to do a bar crawl or otherwise.
This is actually a great idea. No need for anyone to be the designated driver, and you can go to places not within walking distance.
A really enterprising transit agency (an oxymoron there) would create The Party Bus and promote the hell out of it. Rip out all the seats and put in couches. Special lighting. Use your imagination.