I love having experiences with someone special that takes advantage of the city and all it has to offer. Both Bryant Park and Gantry Park show movies outside on the grass, so you can watch and picnic while the sun sets. So fun! The Frying Pan is a great place to get drinks and snacks. It's an old ship that's now docked at Pier 66 that you can eat on and explore. I think the best dates are when you plan a few things and then leave time to see where the night takes you!