Upload & Sell: Off
I was in NYC for a week last fall. Stayed with family in the East Village and they showed me around (including B&H), and I also did my own explorations while they were working.
The only gear I took was my 30D (no BG-E2), 50/1.4 with hood and a 430EX. I stuffed it all into a small LowePro bag, but the bag and flash never left the apartment.
I found walking about with the camera always ready quite a refreshing way to shoot in the city. Only having a single fixed lens really concentrated my compositional elements.
Of course I 'missed' shots I could have made with my full kit, but I thought traveling light in a crowded environment was more practical, and having the fastest lens in my bag meant no flash, so there was one less thing to worry about when on the street.
I found New Yorkers to be some of the friendliest people I have met anywhere and I never feared for my camera's safety.
Get a MetroCard so you can use the the subway without fishing for the correct change every time. -- http://www.mta.info/metrocard/