I have staples to show visitors a "NY experience." It's a little off the beaten path, but not far. Everyone loves to say they've been to brooklyn and this also allows for a few drinks along the way.
Street Food Gathering · Williamsburg · 412 tips and reviews
Caitlin Strandberg: Skip breakfast. Bring an appetite to try all sorts of grub. Persuade a bunch of friends to try different tents and sample. Eat in the waterfront park next door & relax and get s'mores if it's chilly.
61 Wythe Ave (btwn N 11th & N 12th St), Brooklyn, NY
Bowling Alley · Williamsburg · 535 tips and reviews
Caitlin Strandberg: Quick walk from Smorgasburg. If you're a music nerd, get there around ~5 and catch the soundcheck for the evening performer. Come back Thursday pm for Soul Train w/ Questlove. AWESOME venue for shows
Golf Driving Range · Chelsea · 71 tips and reviews
Caitlin Strandberg: Split a set of golfballs and go to an irons floor (top level). It's fun to hit into the water and it's a quick enough activity that you can bring out-of-towners for visit & they get a story.
848 Washington St (btwn Little W 12th & W 13th St), New York, NY
Beer Garden · Meatpacking District · 383 tips and reviews
Caitlin Strandberg: I religiously end a walk down The Highline with a beer here. Fun atmosphere. Get a photo in the booth downstairs and spring for a pretzel.
Sandwich Spot · Lower East Side · 1449 tips and reviews
Caitlin Strandberg: You HAVE to go here. Pastrami sandwich, mustard. That's it. Bring cash ($15/sandwich) and split a sandwich if you're not starving. It's amazing. AMAZING. And ppl love the Harry Met Sally thing.
Caitlin Strandberg: Go on Sunday for ASSCAT3000. You'll likely see some former SNL cast members and a rotating cast of recognizable writers/actors performing. Get tickets online the week before.