I moor my daysailer on the hudson river and set up the chains, shackles and mooring ball and lines. Here's a link to a diagram similar to my setup.
http://www.mushroommooring.com/Mooring_ ... ments.html
My set up is slightly different because people have told me to attach shackles right below the ball and attach the boat lines there to prevent undue stress on the rod inside the ball.
Problem is the boat lines (2) wrap around and around the chain.
Since the daysailer is only 500 lbs or so, I use lighter chain and mushroom than most the boat owners there. I also use smaller rope than most boat owners.
One experience I had was I used the bailer (whole about halfway up the transom), but because the Hudson is so choppy, it let in a lot of dirty and oily water into my boat. I've since switched to a boom tent.
I have a kayak on which I paddle out to my boat, then moor the kayak to the mooring ball and pickup pin, then sail off.
I've been told its preferable to keep the centerboard up while it was moored to reduce rocking.