9. As before, chock the trailer, back the vehicle down to the trailer, and reattach the trailer to it. Flip the caster up, unchock the trailer and carefully drive to a level spot for the mast lowering.
We've had success with this method both locally, in the North Channel, and on the Chesapeake. It is cheaper than paying for a hoist, assuming one is available. On the Chesapeake, we did have to wait for high tide to have enough water depth.