Single handing
Perhaps I'm wrong about this subject, but I've heard guys equate singlehanding with leading the halyards back to the cockpit, and I see it as a misnomer. I've been singlehanding my O'Day 222 since I bought it new in 1986, and my halyards are all at my mast. Actually, I have a roller furler now and I can control it from the cockpit, but as far as hoisting the sail, or lowering it goes, you can do that yourself. Let's say for instance that you're at the dock with the bow facing into the wind. You raise your sail, untie your stern line first then untie your bow line, hop in and shove off. At the mooring, you'd raise your sail, release your mooring pendant line, and shove off. When you get to your favorite anchorage, you head her into the wind, let off the mainsheet, and let it coast to a stop and walk to the bow and lower your anchor. Then you can drop the sail, let off your outhaul, furl the sail, and cover it. At some point in time you're going to need to be at your mast to reef it, or shake out the reef. You may even have to go forward to unhook one of your Gennie sheets from your open hatch or some other obstacal. Okay so let's talk about what would really make it easy to single hand your O'Day 22. I just mentioned the roller furler and I know that they are expensive. I didn't buy mine until just recently and I got away without one for years, only because I discovered that I could handle my Gennie with the aid of an electronic autopilot. So this is what I recommend for singlehanding. You probably have the Gennie winches on the combing, so you're all set that way. My boat wasn't supposed to have them on the combing. I installed them there, myself. If you have a mooring, you should practice sailing up to it and try grabbing your pendant line with your boat pole. I use a 12' extendable boat pole and my pendant line has about five Styrofoam fish trap floats threaded on it, with a figure 8 knot tied at the end. I don't like pick-up sticks, but I can pick up my pendant line with my boat pole everytime, if I'm within reach of it. You should also have two 25' dock lines on your boat ready for use when you sail up to the "T" dock. Sailing up to a dock is great practice, so don't wait until you have an emergency to do this. Why not start doing it now. Your 22 is nice and low like my 222, and you won't need to worry about breaking your neck when you step off your boat to the dock. If you're sailing on a Port run for instance and you're going to need to steer to Port and make a U turn to head into the wind up to the dock, you're going to need to have Starboard bow line attached to your bow cleat and led back to the cockpit, on the outside of your lifeline stanchions. I sometimes tie a "Highwayman's Hitch" to my stern rail so that the bow line doesn't fall off the deck and into the water. Your Starboard stern line needs to be attached to the stern cleat, and the lines need to be where you can grab them as you step on to the dock. This maneuver isn't very easy on an O'Day 25, but it's down right simple on a 22 or a 222 because these boats can handle like a daysailer. Actually, our boats are considered daysailers anyway, even though I spent three days on my boat this week. I consider my boat a capable pocket cruiser. So these are my thoughts on singlehanding. If you feel that you need the halyards lead back to the cockpit, go for it, but my mainsail doesn't always drop all the way down when I let off the main halyard, and I sometime need to pull the sail down, but I'm at the mast anyway, so it's really not a problem.