I am the opposite of you. I live in NYC and my parents in Boston, and I take the train all the time.
Flying is very unpleasant, as you still have to deal with getting in and out of airports, the whole stay in the TSA line, remove your shoes and belt thing. You are completely omitting the security crap you have to deal with air travel.
Meanwhile the train trip starts and ends in downtown. (I live in manhattan and can just walk to the train station).
Also, just the taxi fare from JFK to Manhattan is about 70+ tips. Sure, you can take the subway ($8), but that will add another 1hr to your trip.
Flying is very unpleasant, as you still have to deal with getting in and out of airports, the whole stay in the TSA line, remove your shoes and belt thing. You are completely omitting the security crap you have to deal with air travel. Meanwhile the train trip starts and ends in downtown. (I live in manhattan and can just walk to the train station).
Also, just the taxi fare from JFK to Manhattan is about 70+ tips. Sure, you can take the subway ($8), but that will add another 1hr to your trip.