You've got to walk the Freedom Trail the first time you visit Boston. That's just a given. Make sure you step off the line on the pavement, though, and explore some of Boston's fine museums (try the Gardner—art masterpieces displayed in their collector's mansion) and old neighbourhoods (like the North End, where you can get the best cannoli this side of Italy). You can't claim to have experienced real Boston culture, though, unless you've watched a Red Sox game from the bleachers.