New York, New York
Ok, so we kind of ragged on New York cabs above, but c'mon, what other city in the world basically has more taxis than regular cars? The teensiest flick of the wrist can lead to multiple cabs screeching to a halt (unless it's raining or the middle of a shift change -- in which case, you're SOL), and even a three-block trip will make you feel like you're putting your life at risk. Which always makes for a great story to tell back home.
Sophie-Claire Hoeller is Thrillist's über-efficient German associate travel editor, and has been left roadside multiple times by NYC cabbies who've had to take a pee. Follow her taking the subway instead @Sohostyle.