For a wonderfully unpretentious dinner for two, head to Cork Wine Bar for shared plates and paired wines. Simple yet refined, the atmosphere at Cork is intimate enough for a “Lady in the Tramp” moment but still casual enough where you might be judged for said behavior. Get the popular Avocado “Bruschetta” ($8, pictured right) and Braised Pork Belly ($14).
Once you’ve savored a few glasses of old world wine, continue the party three blocks north, with live jazz and no cover charge at Jojo Restaurant & Bar. While a live band slaps the bass every Tuesday-Saturday, catch the Casaba Trio on Fridays to enjoy Latin & Brazilian melodies. Sip on their house Big Bowl Margarita ($10) and groove the rest of your date night away.
Unless you and your date are alcoholics, this suave itinerary will only set you back $42 for two, plus tax and gratuity.