My brother and sister visited me last weekend! It was a first time for my sister in NYC, and I think we managed to do a whole bunch of tourist shit while avoiding 90% of tourist shit by:
Ultimately I think saving Times Square for last was my best call, since you save the worst part of NYC for last. Either way, my sister said she had a good time and would visit again, which was ultimately the goal for the trip. Now I just gotta convince my dad to come visit.