The repair yard that can actually rebore the outdrive on a thirty-two-foot cruiser sits ninety minutes up the island, and the owner's half-ton truck was never meant to tow a hull that size on the highway. A yacht with a cracked stringer faced the same problem: survey done, repair yard picked, no way to get it there without equipment nobody parked in the driveway actually owns.
My crew runs the boat hauling with our own trailer, rated for the hull, moving it door to door with Bethpage and Bellmore on the same route. Oversize paperwork is ours before wheels turn. A boat bought without its paperwork sorted can still be moved. Details on the New York boat transport page.
