Single handed sailing
Carlitos, my boat is much smaller than yours (18.5'), but I think the same principles apply -- the first thing I did was to install roller furling for the jib, and that has made a significant difference on its own. Secondly, I brought all lines back to the cockpit so that I can raise both the main and the headsail from the cockpit. I simply installed a deck organizer conveniently to bring the main halyard back to the cockpit. I also installed a winch and cleats to raise and hold the mainsail (or anything else that might require a winch). What I haven't done, but which could be done very easily and would make bringing the mainsail down much more convenient is to install a downhaul on the main. I also bought a new 4 hp outboard because the old motor did not have gears and was one of those swivel things that are hard to deal with when docking. This has made docking much easier. I have found singlehanded sailing very enjoyable -- it means I don't have to round up crew, you know, those people who always want to go sailing till the day you're going! For safety I always wear my life jacket, no matter how hot or how calm the day. I have bought a harness and strap, and a lifeline, but have not installed that and have not used them yet. I do suggest, though, that if you are going to sea any distance a life harness and line is essential. I do not have an autohelm, and this has made doing some things less comfortable. I will install a tiller tamer, though, and this should work to give me a bit of a break on longer sails. I would not hesitate to singlehand if I were you, but I would treat the safety considerations with absolute priority, especially if you use any sort of autohelm. It doesn't sound too cool to find yourself in the water without a lifejacket a couple of miles from land watching your boat sail off under the autopilot!! Have fun and enjoy your sailing.