I commented on your other thread too. Was just in NYC.
Shoes: those booties are absolutely perfect. You can wear with socks, right? That will save your feet. I might be tempted to wear those sight seeing and not the sneakers, but you know your feet best. Definitely want comfort for walking.
Cardigan: I'm with Suz on this one. I did wear a cardigan on Sunday; it was a thicker one, more like sweater coat than cardigan. So I like the idea and I did the very same thing myself. There is just something about this one that does read "cozy cottage." Also, you're in the city... if you use public transportation and all that... white may get dirty fast. Do you have a darker alternative? Or how about a blazer? I did not bring my charcoal boyfriend blazer, but wish I had.
Skirt: Can you pair this with tights? You may not need them, then again, weather could get chilly and you might want them. I went without on the first night, but it was warm and muggy. I needed them the other two days.
Pashmina: do you have one? Or scarf? It can make the difference if the weather is crisp.
What are you doing for a bag?
I love your white belt!!!