There are a few other factors to consider besides published clearances and the boats' air draft
(38'8" seems a little short for that boat?).
Stuff like masthead nav lights, windex, and antennas will/may add a few feet to your height. Tide levels and just plain wave motion can add a couple of feet +-. And most bridges are curved/arched, so not sure if the published clearance is the max at center, or minimum above all of the channel.
The effect of storms and associated winds can also affect water
levels greatly too, especially in bays; and Murphy's Law states that such effects will be worse when you need to move to a hurricane
hole somewhere else on short notice, just when you need it most.
We used to sneak Hobie cats under the short(er) parts
of the old Queen Isabella causeway, but it was best to heel it over like crazy as you went under it
, and setting up the course angle vs. wind
and chop could be tricky.
If under sail, the bridge and its' piers also do weird things to the wind
, so you need some momentum, especially for a wide one.