Congrats on the century, here's to many more. I was doing a ride Saturday in same area, started in Saybrook and went up and down the river to the ferry in Rocky Hill.
I never thought about a Massachusetts to coast ride in Connecticut, a few years ago, my wife dropped me off in a place called Wallum Lake (near the CT/RI/MA tristate marker) and I rode to the ocean on back roads along the western RI border, I do believe that was around 70+ miles? But a rather circuitous course.
What interests me is a ride across Connecticut, from the RI to NY border, I almost did it one Easter: from here along the coast to New Haven, up Rte 34 to Sandy Hook, with some intentions of getting to the NY line but my ride back was in Sandy Hook and I was kind of tired and out of time.