The airlines are beat up pretty bad by Amtrak between Boston and New York City and Boston and Washington. The trip between Boston and New York City is about 3-1/2 hours door to door whereas by plane it's a lot longer due to early airport arrival and travel to and from the airport in addition to the additional expenses associated with flying between these locations.
Back in the 1960s before Penn Central killed the New York, New Haven and Hartford Railroad, the NH ran the passenger trains between Boston and New York City in 4 hours and that included an engine changeover at New Haven where the locomotives used to be swapped out from diesel to electric for their journey into New York Penn Station or Grand Central, depending upon the service. When the PC came along, they had that down to about 4-1/2 hours or more due to poor track conditions and equipment failures.
There are plans to return trains from NYC to Scranton PA. The former Lackawanna Cutoff is being restored with commuter service initially as far as Andover, NJ or a bit more and there is work being done on the rest of the cutoff as the crews are clearing brush and removing old rails. There's still a lot of work to be done but it's exciting seeing this in progress. I'm afraid that I'll be too old or dead by the time it's opened.
There are talks about restoring Boston to Montreal but I'm not sure how that will be done unless the trains run between Boston and Springfield then head north, or skip Springfield all together and head up the New England Central (former Central Vermont) to Montreal. As I mentioned, the direct route, the former Northern Railroad, was ripped up in favor of a recreational trail rather than railbank this line for future passenger service.
I agree business class is the way to go. Back in 1987 I flew to Taiwan for business. The US portion of the flight between Boston and O'Hare was first-class and the remaining flight was business class. While first-class had a lot of empty seats, business class was busy and had some really nice meals too with plenty of leg room even for a tall person like myself sitting in the middle.
When flying between O'Hare and Oklahoma City or Wichita, I flew on small Embarcadero jets. On these short flights, the planes were quite crowded and on one particular flight I had to change seats to allow for a rather heavy larger person to take a seat at the tail end to help balance the plane. That made me feel pretty good!