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I would severely restrict what you are going to do. There's just too much! I loved loved loved Ellis Island, and if you can get tickets to SNL that's really fun. But if he's never been there and you have hardly been there, I'd buy a 1 or 2 day pass on a hop on/hop off tour and just ride around and see what's up. There's great food everywhere so you can just stop and find something whenever you feel peckish. If you can afford it I'd stay in a hotel to make it convenient, and stop at the TKTS booth and get some discounted Broadway tickets. But that's me.
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"Traveling - It leaves you speechless, then turns you into a storyteller. ~ Ibn Battuta
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