One of the only things I enjoy about taking the subway these days is seeing the defaced ads on the L train. Whether it's random chance, high schoolers or street artists the result is always good.
Growing up I’d go to Staten Island a lot due to how close it was to my hometown. It wasn’t until I went back as an adult that I realized the uniqueness of this place, the outdated but also artistically beautiful aesthetic of the island, and appreciated it more. Plus the food (lots of diners and Italian food) is great and people watching is also pretty interesting.
Dia:Beacon is a short train ride from the city in a former Nabisco box printing factory. This art foundation has 240,000 square feet of art from the 1960s to the present. Dia features the work of Sol LeWitt, Imi Knoebel, Andy Warhol, Dan Flavin, Agnes Martin, On Kawara, Bruce Nauman, and many others. I love going during the summer to enjoy the gardens surronding the building.