The sail box is holding up well. I had covered it in primer and paint and I try not to back it completely under water! I put astro turf inside to make it easier to slide items in.
When the boat is stored, I have a tarp covering it, so that helps to keep the box underneath in decent shape.
Keep in mind that I'm in Socal so we don't have terribly difficult weather to deal with. I opted for the box over Jack's tube because I wanted a bit extra space. I have enough room for my gear, plus a chair or camping stuff if needed. I don't recall if Jack's version was wide enough to put the rudder assembly in which is something I do as I don't trailer with them on.
I see cat boxes in all shapes and sizes, tubes and boxes, etc. so just use whatever works for you.
Sheldon
P-18