I trailer with them on. I'm only 3 or 4 miles from my launch site, but I usually sail after work. I need to be able to setup quickly and get on the water before the wind dies down at night. That being said, I don't like the risk or them falling or the weight of them bouncing so I built a support for them.

Sorry no pics. The boat is 60 miles from here in storage so I'll try to explain.

I welded a "receiver" to my trailer. Actually a couple 2x4 stake holders for a utility trailer that have 8" or so of flat bar to separate them. It's welded at an angle that if following a straight line from my new 2x4 receiver it intersects with the rudder a few inches from the end of the rudder. I cut a 2x6 to fit in the receiver. Used a dado blade to put a notch in the other end of said 2x6. The rudder rides in this notch and I put a bungee over the rudder to keep the rudder from bouncing off the 2x6.

It's much more secure than either of the other 2 strap systems I've come up with for supporting the rudders. I'm no longer stressed out while driving the few miles of poorly paved roads to the launch. And they're very quick to put on and take off.

I just re-read that description... it's pretty poor so I've attached a paint drawing that's equally as poor as the verbal description. Hopefully between the two of them, you get the idea.