I'm only 33yo but believe that age is in the mind. As long as you're somewhat physically fit I think you'll be fine. I'm legally blind w/out my glasses, have a fused spine w/ steel rods and pins in my back and a Dacron aorta & mechanical heart valve. Sailing is physically challenging but I'm still am able to do it & more so w/ a good crew (people who know about sailing). Catalina 22s & 25s can be found cheaply between $2K-$5K and are trailer-able. I'd recommend a roller furling Genoa sail setup & lazy jack mainsail setup so you can raise and lower the sails from the cockpit. I don't have these on my boat (Sabre 28) but plan on adding them in the future.