I have owned a Hunter 240 for three seasons now. I enjoy the boat, but don't use it as much as I would like (I know, nobody does). I had hoped that my wife would take at least some interest in sailing with me on a boat this size (that is to say, a drier boat then a small day sailer). However, this simply has not and will not happen. (Some medical difficulties come into the picture.) She is also not interested in paying slip fees.Therefore, most of my sailing is one day at the time -- travel for an hour to the ramp, spend an hour+ getting ready to launch, sail, spend an hour preparing to travel, and then another hour traveling home. The nice thing is I sail in the Neuse River off of Oriental -- simply a wonderful sailing ground. I have not sailed alone mainly because I'm not comfortable trying to get the boat back on the trailer by myself, and I don't want to depend on someone just happening to be available to help.I live within 2 miles of Bogue Sound (near Beaufort, Morehead City, Atlantic Beach, NC). The sound is shallow, except for the ICW, so I don't even try to sail the H240 there because of all the go-fast boats. I am considering moving down to a 17 to 19' day sailer; the thoughts being that 1) I can rig, derig, and trailer the boat by myself if I want to, 2) which would lead to hopfully more frequent sailing, including short trips of just a few hours, 3) even though the sound is shallow, sailing a boat of this size is not a problem, and I can avoid the go-fast boats that must stay in the channel, 4) cost and upkeep should be less costly/easier.Have any of you done this? Were you glad you did, or did you regret it? Thanks for your thoughts.