I would prefer the O'Day 23 over the Hunter 25 myself. The 23 is trailerable and most of them have the hinged tabernacle for easy mast raising. The Hunters are very heavy. The Hunter 27s don't have a hinged tabernacle. I'm not sure about the Hunter 25.Okay so the marina accepted my offer, and I am going to go back down later this week to poke and prode it for soft spots. And, provided that there aren't any, it looks like it might be the one. I liked the Hunter. I did, 'tis true, but the O'Day was a little better suited for teaching me to sail, I think. If I knew what I was doing as far as sailing, maybe I would go with a larger boat, but I don't know anything - I don't even know if I'll like sailing - so I am going with something that is smaller - both in size and in initial investment. So, I am super excited!
One of our club members owns a Hunter 27 and he loves the boat because it's roomy inside but this boat weighs about 8,000 lbs I think and it's hard for him to pick up his mooring pendant line at times. He lost a nice boat hook last year when the boat drifted back and the hook got caught on the line. He couldn't free it fast enough so he had to let it go. I know for a fact that I can hold my O'Day 222 with a boat hook in normal conditions, but then I have a 12' extension boat hook and can free it fast if I ever have to.
When I bought my O'Day 222 new at the boat show, the winches and tracks w/cars were supposed to be on the cabin, and the boat was supposed to have these short rails on on the stern. I asked for a full stern rail and I also asked that the winches and tracks be left off so that I could mount them where the O'Day 23s have them mounted, which is on the combing for easy single hand sailing. I wanted my boat set up in the same as the O'Day 23. It's your call though, so just take your time and choose carefully. Good Luck!
Joe