A couple of things make stern-in docking problematic for my boat. First, my Cal 2-27 is actually about 26.5 feet LOA. But, that doesn't take the one to one and a half foot overhang of the pulpit into account. The slip is 25 feet long and I'm allowed a three foot overhang, or 28 feet from the very end of the slip to the very end of the boat (EVERYTHING included). Since my boat is just about 28 feet, including the pulpit, I would just be able to dock stern in and be legal. So, I would have to have the transom right up against the end of the slip to be legal. (When bow-in, the pulpit overhang is kosher, as long as the bow itself isn't over the edge of the dock.) However, even though the rudder on my boat isn't transom-hung, it still projects just slightly aft of the transom. This means that to be stern-in, I would probably want to leave at least a foot or two of room between the dock and the rudder, putting the bow/pulpit well beyond the three-foot overhang limit. And, apparently the harbor patrol DOES keep an eye out for such things.
Never forget them. Do something to prevent it from happening again.
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