If you saw how fast the water here changes you'd know that "flat water" is a rare day. Pacific one one side and the Tasman on the other with a 20 minute drive between. Why we won the America Cup you know.
Quite conversant with RIBs too.
That plastic cutting board is tough stuff, UV resistant and only needed where the hull makes contact. What about a roller bar that extends out back and retracts when prow hits a stop at end? would winch up easy with a conveyor roller underneath and simple guide plate at back edge of trailer. You could knock up something like a spring loaded trailer gate lock to put through a couple of tags to lock it all down then the old tie down over the top. Since the trailer owes you nothing you can have at it. Hinge trailer behind axle to unload?
Sounds like you have the tree problem sussed.
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