If I lived closer to the West Village I’d go over to Jack’s every morning for a coffee and occasionally having what is probably the best chocolate chip cookie in New York (and it’s just a dollar!). Even though it’s rarely in my way I try to go here now and then, maybe in combination with a stroll down the beautiful Bleeker Street or to read a book sitting in their window.
Apart from Dia Beacon, in Beacon (upstate New York about an hour away from Grand Central Station) and also the Judd Foundation in Soho, this institution is absolutely one of my favourite places to visit and it is located in Long Island City, Queens. It showcases sculpture in the broadest sense and has an incredible building that used to be a workshop that refurbished and fixed subway cars. It has been running since 1928 and when you visit you will definitely see why that is.
The jetties along Rockaway Beach are one of my regular destinations when I can get out there. I grew up in a Coast Guard family and spent a fair amount of time around the ocean and surfing. I still like to get in the water and this is the first Atlantic-exposed beach on Long Island as you start to get out of the city. When it comes to the environment, constructions like these can be contentious things but they also make for a series of interesting surf spots. Its got a lot of New York metro qualities you might expect including the Subway making its stops a couple of blocks back from the water.