On most roads legal height is 13 1/2 feet. Even on the interstates bridging is higher but depends on the bridge. Over height loads are limited and many states will do the routing which will cost a lot more not to mention the cost of escorts and pricey permits.. So 16 feet no way.
Let's say the keel is 5 feet and the headroom on that boat is 6 1/2 feet gives you 11 1/2 feet. The keel will sit appx two feet off the ground thus you have 13 1/2 feet plus a few inches which you are at maximum height legal to pull. The arch has to come off. So to be safe take it down.
As a former Hunter dealer who use to sell the 38, That arch had to come down for transport over the road. That pretty much sums it up.
dave