MoonsSailer, I think the other way.
At one time most circumnavigations were made in boats 30' and smaller, but in my experience most cruisers are now in the range of 36 to 48 feet, with boats around 42 being very popular. The difference is not necessarily related to the speed or the sea-keeping ability of the boat, but more the creature comforts. I had an Irwin Competition 30 that we cruised on, as you do now now on your Pearson 323 and my wife enjoyed it. At least for those 2 weeks or so, but she had no desire to live on a boat for longer periods.I went out and bought a CC Barefoot 37 sloop which is an extra nice custom Irwin 37, and it is still smaller than I wanted, but it has made a big difference with my wife. We lived aboard for up to 6 months at a time and took it down to Mexico where we cruised it during the winters for 6 years. She actually enjoyed it.The differences were the interior, the double bed, drawer storage and hanging lockers, the nicer galley with lots of refrigeration, a freezer, a water-maker, a big battery bank with inverter, diesel generator and electric extras like Microwave, Vacuum cleaner, TV, & toaster; and the ability to occasionally have guests aboard, and the ability to keep in touch with friends with the SSB and two way phone patches through the HF Ham radio. We used a double sleeping bag that only had to be rolled up so no making beds up in the morning. We had satellite radio and relaxed by reading a lot. We have a two way hot water tank but made hot water on the hook with an on demand propane water-heater so we had plenty of hot water.The cruising lifestyle contributed quite a lot to our enjoyment as there were daily VHF Radio nets, cruiser get togethers, parties on the beach, or on our, or others boats. She did like it when we occasionally went alongside a dock but on several occasions spent over a month on the hook. She took over the table as her work/play area and was introduced into beading (making jewelry out of beads) which was a popular pastime of cruising ladies. I inherited a nice Nav Station that I called mine.I still would have preferred a bigger boat for all the things we carried aboard. The extra fenders and lines, the cart for getting groceries, The Vacuum and the sewing machine. The Tools and spare parts, and some construction materials for emergencies. The food (and some booze too), and all those things that you keep in your dock box or at home now, that you will need aboard on an extended cruise. I spent a lot of money and time putting all those things on, plus Antennas, Radar Chart-plotters, GPS's, Autopilot, and wood work, to make the boat fit to short people (like extending the cockpit seats 3" so we could brace across the cockpit when sailing, and steps over the ports to make it easier tom get up or in. I did it after I retired and enjoyed it, and gained knowledge about all my systems, but most of the time I was far to cramped for space doing the work. So if I had it to do over again, I would buy a bigger used boat in good condition, that had most of this stuff done by some other caring and knowledgeable sailor. I expect that one would always have something to do, and I'd have to be sure that the boat or the sails weren't too big to handle (say like a cutter rigged ketch), so that's what I would recommend to you, if you are serious about cruising.Happy sailingJoe S