See a Rangers game
Take in a Broadway show (I'm thinking Ave. Q)
Sample the sweets at Magnolia's or Happy Sunshine Bakery (or whatever the hell it's called)
Be in the studio audience of a TV show taping
Volunteer work, more volunteer work MOMA Visit Boston
Metropolitan Museum of Art
Natural History Museum
Ice skate in Central Park
Dumplings at Joe's Shanghai, pizza at Di Fara, one of the celebrity chef restaurants, Pinkberry, Grey's Papayavs. Papaya King, cheesesteak in Philly. Halloween in NYC
Go to a New York club
Visit D.C. Visit Atlantic City
Things I've done in the past that I wouldn't mind repeating but that aren't a priority: Rockefeller Center, Statue of Liberty, Empire State Building, Central Park, Seinfeld restaurant, Staten Island Ferry, Grand Central Station, and Times Square.
Feel free to offer up any additional suggestions.