That helps with the same client hitting your website over and over. For a multitude of clients, who's cache is cold, this would not help.
HTTP caching works. The problem with the bike share site in my opinion is instead of using established methods for scaling (like HTTP caching) and other good practices they reinvented the wheel as a Rube Goldberg monstrosity which, big surprise, didn't work.
Remember kids - don't scale until you need to.
From the timeline of events (surviving initial onslaught, then falling over) I'd assumed that was a large part of the problem, people sitting on a live-updating map.