4. Act like a tourist
Why stop with a shirt? Do all the silly stuff you’ve never gotten around to. Go on a duck boat tour or an Upper Deck Trolley tour (both run year-round, and the latter is offering off-season extras through February 28). On a clear day, shell out the $14 to go to the top of the Pru. Window-shop on Newbury, and end the day with cannoli in the North End. There’s a reason tourists do these things: They’re wicked fun.