Oh sailboat is definately feessable even alone, these days you can get all kinds of gaggets to help you out (electrical winch motors and if you really spending top dollar an autopilot system that will work insync with them and steering add gps, wind and current sensors, depth sensors and a good naval map software) and the thing will practically sail it self.However my boat wont have these things, when I was bout 10, my dad took me to the port and showed me a 30 foot boat. It was docked in the huge space where the cruise ships usually docked and there was a bunch of people staring at it.The deck was filled with a whole bunch of those whaterproof canoe bags that were tightly secured and the boat it self seened more like a campsite than anything else... Turns out this guy sailed this very basic 30 footer around the globe all alone, ever since I was hooked on the idea...As far as fresh water , you can get a desolonator , they make all kinds, from realy huge ones to personal ones that will run on wind and sollar power, you can also built your own and collect rainwater in it...