San Francisco, CA
Um... is that it? Seriously, the eight turns on this famously crooked 600-yard-long brick street are hardly worth the effort of fighting the endless line of cars waiting to go down the hill -- one every 10 seconds or so, up to 350 an hour -- especially when you consider that despite all the traffic and a 5mph speed limit, it only takes a couple of minutes to reach the bottom, at which point you... um, just drive away, because there's literally nothing else to do there.
What to do instead: If you want iconic views of San Francisco, you can always cross the Golden Gate Bridge and take in the sweeping vista from nearby Vista Point. But the pro move is to cruise down the Great Highway, which runs along the western edge of the city, offering stunning views of the Pacific, and access to surprising expanse of sandy beach.