Join all museums and zoo. (Including NY Hall of Science which has a brand new preschool wing - very close in Queens and shares reciprocity with 200 science museums around the world!) Museums during the week and inclimate weather are fantasic. Take the bus - that's a great adventure in itself. During the school year, these memberships are great too. Let your child be the guide - try not to direct or teach too much (keeping within appropriate boundaries) - just let them explore - you follow and facilitate. When my son was 2, we would go accross town on the bus to the Mus. of Natural History and he would spend all day just going up and down the stairs. Then we'd have a snack in the cafe and go home for much needed nap time. Avoid busy times though and always remain within "grabbing" distance - especially on the stairs or crowds. Most importantly - LEAVE THE STROLLER AT HOME!!! Teach them to hold your hand and walk so you can talk and see the same things. Pick them up to cross avenues. Carry a backpack. Let them carry a small backpack for small toys, snacks, and treasures they may find along the way. Let them let go of hands when you're inside museums or zoos but NOT on the streets. If he tries to run off and doesn't listen, give him ONE warning, "If you don't listen, you will need to hold Mommy's hand for the rest of the day". Follow through without compromise. If he tries to pull away, tell him that you will have to hold him tightly. If he doesn't like that then tell him that HE can hold YOUR hand. If this doesn't work, you will have to go home and tell him you will try again tomorrow. And do! If you follow through with these things, he will learn in one day. If you capitulate, he will continue to test. Walking together from the time my son was 1 yr. old was the cornerstone of our relationship and the best way to explore and enjoy NYC and have real conversations! It also keeps us closer and in good shape. He's 11 now and nearly my height and we still walk all over and he would still hold my hand if it weren't "uncool". He's one of the few NYC kids I know who would prefer to walk than take a taxi or bus. It's a real life example of the adage, "It's the journey, not the destination that matters." Enjoy it all!