As someone who fancies libertarianism but who's wary of its effectiveness in practice, I'm hoping we get to see this impromptu social experiment play out long enough to gather some useful statistics.
Don't kid yourself.
I'm not sure we need strict laws regarding parking, public drinking, loosies, ect. Let alone aggressive enforcement.
I think parts of NYC are a good example of how enforcement can cause a more negative environment than the original activity.
Of course, an even more libertarian approach would be to simply sell or lease the parking spaces to private entities and let them set whatever prices and rules they want for the use of their real estate, perhaps including making deals with local merchants to subsidize market rates during business hours.
It's interesting watching such things over several decades: urban rush away from conservative/libertarian principles to highly regulated progressivism subsequently leading to a backlash which, for many/most practical purposes, amounts to a return to conservative/libertarian values.