I went from a 22' WAC to a 30' Marlin in January. The first few months, pulling up to the dock in a current or wind was a white knuckle experience. You learn your boat and how to compensate for those conditions and now, I can approach the dock under most conditions with a fair bit of confidence (still learning though). I have docked it by myself, even at times when my wife is on board, just to know I can do it. You just need to develop a routine. There happens to be a rod holder clamped to the rail right outside my window at the helm and I tie a line to the center cleat and coil it over the rod holder. I keep the boat hook in the first rocket launcher and when I get to the dock, I grab the boat hook and walk around to the center cleat. I can usually just pick up the line and step onto the dock. I usually pause for a minute a little way from the dock to judge the conditions. If the wind or current dictates that I need to dock on the port side, I just move the hook and line to that side. I still go into yellow alert when approaching any dock, but it's not intimidating, like the first few times were.