I'm a huge Japanophile: if there's one other place I'd like to live, it's Tokyo. I must have been there seven or eight times, most recently just after the Tohoku earthquake and tsunami. Anyway, EN is a gem on Hudson Street, serving real Japanese cuisine. It turns out that EN is a chain in Japan; there are a lot of branches making lovely bosky food in cosy neighbourhood locations. But their New York incarnation is grand in scale and ambition, with solid, warm interiors (not unlike if the Whitney were a Japanese restaurant, oddly) - a remarkable hybrid of this city, and the other one that I'd love to live in.
Dead Horse Bay is about an hour and a half from lower Manhattan by public transit, but well worth the journey. There is so much glass on the beach that the waves make a soft tinkling sound as they roll in. It’s a scavenger’s dream, and glass isn’t the only thing you’ll find here. There are still plenty of horse bones to remind you where the place gets its name.
I think it takes place every Saturday morning to afternoon, vintage shopping while having a great view at the Manhattan skyline from the East River State park. You will find lots of vintage shops and warehouses around this area of Williamsburg.
If you're far up in Greenpoint and need caffeine + snack, Bakeri is my spot (I say "bake-ery", others say "bach-ery"—I still vote the former). Known for their baked goods—both savory and sweet—it's the perfect spot for a coffee meeting, small breakfast, or a solo book read. There's one large communal table in the center, plus a few two-tops and decent counter space—one of the rare cafes with enough room that it's rarely packed (except saturday!).