Hi my name is C-Dub and I have weak ankles.

Actually just one, technically it is called subluxing peroneal tendons, but practically it is just the muscles in my right ankle not catching to straighten the ankle back out until the bottom of my foot it facing sideways.  My ankle problem was generated by two injuries, first was breaking my leg by bending the foot too far backwards during a soccer game, the second was stupidly playing basketball in running shoes.  I came down with a rebound on my brother's foot and the first part of my body to hit the ground was the outside/bottom of my ankle bone (lateral malleolus).  

My solution has been to wear mid/low-grade hiking boots.  I don't think high end boots are made to be wet-footed in.  I think right now I have a $50 pair of High-Tecs.  I have to replace them about every 2 or 3 years so the tread is always pretty fresh and "grippy".  They are mostly synthetic so they dry well in an late afternoon/evening in the sun/wind.  It has been my experience that having a removable insole really helps drying time.  When I went over Memorial day a few years ago I wore neoprene socks underneath to deal with 50 degree water.  The socks I used had gaiters sown in so they kept all of the rocks and sand out of my boots, cabelas sells them under their name.

CW