Best contemporary art museum in NY, have to take a train that goes along the Hudson river (best views during fall season!) / rent a car. This museum only uses natural light, and has pieces from Richard Serra, Judd, Sol Lewitt, Walter de Maria, Robert Smithson, Flavin, all best of the best!
I live above TriBeCa and take walks into and around this area often. It's quiet, usually on the emptier side, and hosts a few gems of restaurants including Tiny's, Takahachi, and Odeon - all on the same block of West Broadway.
German Expressionism makes me giddy. All my favorites are here at any given time - George Grosz, Otto Dix, Egon Schiele, Gustave Klimt - and the building was designed Carrére and Hastings, the same architects that designed the New York Public Library.
Make sure you know the size of your party when you arrive, or the formidable looking bouncer may give you a hard time at the door (they prefer no standing inside, all parties must be seated), but once you’re in, the drinks are fantastic and the staff is friendly and accommodating. In addition to cocktails, Pouring Ribbons features an impressive selection of Chartreuse.