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.
This is probably my favorite restaurant in Manhattan, it's Spanish Tapas but like you never had it before. You can literally order any dish from the menu, everything is amazing. Tip, it tends to get busy - so head in and sign up for a table, then go around the corner to their bar Jamón only challenge is that you might stay there all night.