Just a thought I had about traipsing around Cuttyhunk toting two rods, a backpack, and bait. Why not use a canal bike outfitted with the usual baskets and rod holders. Could also throw on a sleeping bag and stretch it into a two day trip. Could also customize as many canal guys do with their own trailer to add even more good stuff. bgi:
I mean what would you have to lose. The island isn't that big and a bike would get you fairly close if not right on the beach. Not exactly like having the old 4 x 4

but it better than walking.
It is better to have fished and lost than never to have fished at all.