Young (or just young at heart) beachgoers will enjoy the collegelike revelry of North Avenue Beach. Visitors will have a hard time missing Castaways (1603 N. Lake Shore Dr., 773.281.1200, castawayschicago.com), a boat-shaped restaurant and bar located right on the sand. While the firstfloor has an ice cream stand and walk-up burger bar, the rooftop offers seated meals and cocktails. Beer buckets, piña coladas and flavored margaritas are all crowd favorites. Periodically throughout the summer, DJs will spin hits or celebs like Demi Lovato may perform quick concerts. But the party extends down the beach, where volleyball—and occasionally beach beer pong, though it’s technically against the rules—are common.