Update, 8:07 p.m.: He's made it to Philadelphia and discovers that "SEPTA is evil."
Jules Wang set out early this morning to see just how far south he could get strictly on public transit (not including Amtrak).
He started on the 6:55 a.m. train from South Station to Worcester, where he transferred to the PVTA's new Worcester/Amherst bus route (so new he had trouble finding anybody at Union Station to tell him where it was, but still an improvement over the old route - commuter rail to Gardner, a MART bus to Athol, an FRTA bus to Northampton for the PVTA bus to Amherst).
Reports it took 95 minutes just to get from Amherst to Springfield on another PVTA bus.
OK, so that's all westbound. As of noon, he was still in Springfield, waiting for the next CTRail train to New Haven.
H/t rlewis3060 for the headline.