So far, my only boat launch excitement was when i forgot to put the drain plug in our ski boat. I backed the trailer down, my wife motored the boat over to the dock while I parked the truck. I got back to the boat and noticed a little bit of water hear the engine cover. It took me about a 1/2 second to realize why there was water there!! I got the bilge pump going and motored to shore where I could put in the drain plug.
When my daughter and I were bringing our sailboat home (International 23 - about 3300 lbs), it started swaying pretty bad on the highway. I was doing about 60 MPH and had just recently passed a tractor trailer. Fortunately, the other driver gave me some room to recover. Also fortunate was we use a Suburban to pull with, so I had the truck's weight to help me out. It was quite scarey!!