Vivo (CLOSED)

This sexy eatery was the first to brave Randolph Street back when it was, er, a little less gentrified. Many, many years later, the food still holds up (and the place is still as date-worthy as it was when Harry met Sally). Golden housemade gnocchi is doused in a creamy, earthy truffle sauce; tuna fillet is dressed up with a lively combo of balsamic and mint; and the pistachio gelato with merengue and hot fudge is utterly unshareable. If you are looking for something to share, pop a bottle of bubbly out on the sidewalk patio and lament about the strip’s good old days.