Walk through the North end, the Italian neighborhood. Great spots for dinner ^ and quite interesting to hear so much Italian spoken in the open on an American street in this millenium. Quick run through Faneuil Hall. Freedom trail as you said -- include visiting some of the graves of the patriots and founding fathers. Duck tour is worth it, you may need to reserve ahead, maybe not at that time of year but check anyway. Yes it is slightly campy but it is a good tour nonetheless. Do stop and walk through the Holocaust memorial also, it only takes a moment but you will remember it forever. Walk thru Boston Commons. Oh ya and if you must, you could stop at Cheers.