Giacomo's
Known for its impeccable and authentic North End food experience, Giacomo's will take you and your date all the way to Italy. But the line outside the door doesn't lie - expect to wait up to two hours for a taste of the famous Fra Diavolo sauce (you two can spend the time getting to know each other!). Make sure to get there early and come hungry. One more thing: it's cash only, so come prepared!
[Photo via @giacomosrestaurant]