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Not A Therapist...
RE: Help me plan my trip to New York City
Wife and I have done a couple of "Free Tours by Foot" which, although free, you do tip at the end. The one we did was a food tour of the Lower East Side BUT the highlight of the tour was meeting Angel Orensanz himself outside the Center named after him. The tour guide was explaining to us the history of the building and how this guy bought it. All of a sudden, this guy walks up and says "You guys want a tour?" and the guide goes "Mr. Orensanz!!" He was a GREAT guy. Invited us in (its usually for special events only, from what I understand) and took us on a quick tour himself before he had to head out. The inside is AMAZING.

High Line is okay. Not sure how much there is to really "see" in the winter, but it's cool experience and see what they've done with what was essentially going to be demolished.

Honestly, if you don't plan to get back, I am of the mindset that you HAVE to visit 9/11 memorial/museum. Just to "pay your respects". While you're down there, take a walk across the Brooklyn Bridge, at least halfway. It's touristy as hell, but you get some great views of the skyline. Just a ton to do downtown if you are into historical stuff and buildings.

My father is coming to watch Millrose Games and I plan on taking hi to 9/11 area and am thinking of doing the Ellis Island Hard Hat tour. He used to work in the city, so I don't think he really cares to do normal "tourist" stuff like Times Square, Central Park (well, that and he's 73 years old)

I found a cool website that has some "unique" things to do in NYC called atlasobscura. Will have to maybe explore a few of those next time I am in the city

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