

I would say that Soho is a must see. But that is a tricky choice with anyone younger than 13 or with a boy. My son, Hunter, was having a fit down there at Christmas fighting the masses and he had no interest in going into the shops (except for a few chocolatiers who had samples out). When my teen aged nieces where here this summer they could have spent all of their time there shopping at trendy boutiques and street vendors, but I knew their budget so we limited them to one day. Between people watching, galleries, restaurants, and shopping you could easily kill two days there, but be prepared for crowds and a lot of walking. There are no fast food anythings so if you get tired or thirsty be prepared to pay the piper for a spot to get a refreshment.
One place that we always go with visitors is the East Village. My mom would tell me, and does, that this a huge mistake. May-be I just like to take a walk down memory lane from my early days in NYC, but I think it shows the often unseen and grungier side of the city. Again there is a lot of walking with very little reward except for peirogies at Veselkas. Between the massive number of Japanese restaurants that have moved in and the NYU dorms closing in on the neighborhood the vibe has certainly changed in the last 25 years, but I don't care what anyone says, I'm keeping it on my list.
My least favorite sight has be to the World Trade Center Memorial.. The space is strange and haunting, and the buildings being erected in place of the void that was the World Trade Center is fascinating, but there is no feel good factor. I'll put this on the list of "upon request".
Museums? If they are old enough send them on their own and if not let them chose three galleries at the MET and be done with it. Groups of more than three do not work. (I am laughing as I write that because I have only been with four or more people, so I know what I'm talking about) Everyone has a different method of viewing art, so keeping the styles limited helps in keeping things moving. I am a walk through and stop and look at what I like and Jeff is a start at the beginning and read every plaque. Even as husband and wife we differ, don't try to add Grandma to the mix. Tip: At many museums the posted price is the suggested price. Be generous if you can, but don't miss the museum because you don't think that you can afford it.
I could go on. But the real point is that there is something for everyone, although narrowing it down to your particular interest, time and budget can be challenging.
Walking, waiting, and weather are actually three factors that can foil even the best laid plans.
I can not press the walking thing enough. If you feet are not bloody nubs by the end of the day then you have not seen the city. I am not joking. One of my nieces actually sat down on the morning of her third day and said that she could not go on (she did). Although my feet no longer hurt after a day touring around, I have not forgotten the pain. Suck it up and keep going. How often are you in New York City?
Waiting. If you go in to a good restaurant at a regular meal hour you will wait. If you aren't waiting for a table then you might want to go somewhere else, lines are usually a good indicator in regards to the best restaurants (this does not include chain restaurants in Time Square where tourist flock because they recognize a restaurant name).

Where to go? and what to wear? and when to come? You tell me and I'll do my best to show you the town with as little pain as possible.
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