Do realize the New Haven line is a 2 hour run from Grand Central to New Haven. With that said, don't mean to sound discouraging but I doubt anyone will be making anything of that nature. However, anyone is welcome to if they wish to take on the challenge.
I would suggest you do it now before the M-8s come into service as they do not have railfan windows like the trains now do. There is also RFW footage of the New Haven around somewhere on youtube.