High line at sunset - Obvious choice but still magic.the chaos mixture of vegetation art and perambulation and good excuse to see the shows in Chelsea, the light there end of day in autumn is transportive.
Taco Chulo is a great Mexican restaurant that has a good selection of tacos and burritos and of course has interesting blends of margaritas. I probably eat here at least once every other week.
Beach approachable by public transportation and can be connected with a visit of MOMA PS1 Art Installation (Katharina Grosse House) Also less crowed than other beaches in NYC.
I love how I walk around the city and bump into so many musicians. It's nice to see them rocking in the street and stopping busy New Yorkers from walking.