fancy hotels, tacos off the street
grab a coffee and wander around Southie listening to Boston accents
Walk down Newbury, through the Public Gardens to Charles Street in Beacon Hill
wander around Beacon Hill's side streets
If it's warm, grab a blanket and kick it on the esplanade.
lunch! you get the lobster roll hot with butter, your travel companion gets it cold with mayo. split them. go at off hours since the wait can get crazy.
shop and bop around Harvard Square
beer, chipotle bean nachos, eavesdropping on overwrought debates among Harvard philosophy students.
catch a show in Allston. Great Scott, the Paradise, Brighton Music Hall. Wherever.
best fancy dinner in Boston, nay, the world.