Getaway not far from the city. Nice beach, surreal pool. Next to Fire Island (which is also super nice).

This is a pro tip, but also a summer tip, take the ferry from Lower Manhattan to Rockaway and spent the day. The beach is great and the area is impossible to gasp that it's 30 min from Manhattan (without traffic) - Eat as many tacos you can, cause it's the best in the state of New York!

Great film curation, cocktails, and restaurant. They keep the foodservice and theater separate which is great because I get distracted easily.

Part of the Marlow restaurant group, Diner is one of the more casual / rustic options. The menu changes daily and is written out (most likely upside down by the wait staff) on your table or the back of a receipt. The only constant item is the burger, which to be honest, is one of the best in the neighborhood. If they have a breakfast sandwich for brunch, get that. The fried chicken sandwich (with dark meat) is also a favorite. They make scrambled egg dishes better than most. Dinner is solid all around (they crush a steak for two). Homemade ketchup and dijon mustard are on every table, so regardless of what you get, these two condiments are worth the visit. 

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.