Start with a set at Zinc Bar (where Nick took me on our very first date). The underground jazz lounge has slinky, sexy vibes and a rotating cast of incredible musicians. You can pay extra to see the show behind the red curtains, or simply sit by the bar and listen in.

The Olive Tree Cafe is located directly above the Comedy Cellar. The food is surprisingly good, and you can draw on the tables in chalk. The best part is you’ll usually find the comics hanging out here before and after their sets. One of the tables in the back is known as the comics table! Come here for a drink before a show at the Comedy Cellar!

See the best comedy show in New York, hands down, at Comedy Cellar (be sure to make a reservation at least a week in advance). Comedy Cellar is New York’s most classic comedy club. You will never have a bad time here. Weekend shows tend to sell out, but celebrity comics tend to drop in during the weekdays to practice their sets.

Split the seafood paella at Sevilla. The restaurant has been around for over 61 years and the place has an incredible, homey, West Village feel to it.

Talk until it’s late over cappuccinos and profiteroles surrounded by stunningly gloomy and very old artwork at Caffe Reggio.