Crossing the Sprawl by Bus

I've been trying to figure out if its possible to cross the Bos-Wash Megalopolis by public transit.

So far;
[Merrimack Valley Transit (http://mvrta.com)]
Newburyport, MA to Worcester, MA by MTBA commuter rail (http://www.mtba.com)
Worcester, MA to Brookfield, MA by Worcester Transit (http://www.therta.com)
Brookfield, MA to Ware, MA ~10mi gap! (http://bit.ly/4Qyr4e)
Ware, MA to Enfield, CT by Pioneer Valley Transit (http://www.pvta.com)
Enfield, CT to New Haven, CT by CTTransit (http://www.cttransit.com)
[you can also go from New Haven along to New London (and a bit further, http://www.seatbus.com) which is about 50 miles from Providence, the southern point of the MTBA rail system]
New Haven, CT to New York, NY by MTA Metro-North (http://www.mta.info)
New York, NY to Trenton, NJ by NJ Transit (http://www.njtransit.com)
Trenton, NJ to Newark, DE by SEPTA ( http://www.septa.org)
Newark, DE to Elkton, MD by DART (http://www.dartfirststate.com)
Elkon, MD to Perryville, MD by 'The Bus' (http://www.ccgov.org) / ~14mi gap (http://bit.ly/6SqEDK)
Perryville, MD to Washington, DC by MARC (http://www.mtamaryland.com)
Washington, DC to Fredericksburg, VA by VRE (http://vre.org)
Fredericksburg, VA to Petersburg, VA by GRTC (http://www.ridegrtc.com)
[Petersburg, VA Transit (http://www.petersburg-va.org/transit)]

google maps transit route (http://bit.ly/59Klhg) 669mi ~60 extra mi from shortest route

Now I need to figure out how often each connection runs, and if I can do it all at once or while have to spend the night somewhere. It should take no more than a day to complete.