Some thoughts:
1. Before you do anything, talk to the relevant liquor licensing authority. State laws are one thing, but it's the municipality/county that really matters.
2. Do it by bike, and do it once a week. That would be hell of a lot more efficient. Doing it every day sounds like a way to waste a lot of time.
3. Talk to some liquor stores. Maybe you could piggyback on their license, or work for them as a delivery guy? Liquor laws are screwy, but you'd think it would be "easier" to offer liquor delivery than requiring people to drive to the store.
4. If it's really about community, though, start a beer tasting club. Some liquor stores in my area actually have tasting rooms for events. Network with home brewers. Lots of ways to do it. Best if you are also a home brewer, even if you're not very good :)