Westport is a great 'hood if you're looking for a little sweaty grime with your date. It's where you go for a little cheap-beer-fueled public grinding on your way (fingers crossed) to some private grinding. So it's a little surprising that nestled amid the Solo cup venues is the city's classiest patio. Harry's long, two-story space is the stuff of rom-com location scouts' wet dreams: wrought-iron tables, lush trees, a bar with wood stools, all in the soft glow of tiny stringed white lights. We don't know how the smiling, whirling, speed-walking waitresses manage to stay on top of the dozen-plus tables out here, but your drink never stays empty for long in this magical al fresco drinking spot. It also offers a front-row seat behind what feels like a force field, to watch the rowdier Westport foot traffic shuffle past. Chuckle at the tipsy passers-by or settle up, hop the iron fence and join their caravan to a dive.