I had an '82 C22 as my first sailboat. It is a great starter boat. It is small enough to do pretty much everything easily singlehanded. The parts are widely available and fairly inexpensive. It is a very simple boat, so unless you really want to, it is unlikely you will need to upgrade it. Just make sure the boat is in decent shape when you buy it. I had mine for one year. Having my own boat allowed me to learn enough about many aspects of sailing and boat ownership to have the confidence to move up to a larger vessel. I sold mine after one year for exactly what I paid for it. I would not take it across the ocean (or even if waves are over 4-5 ft – unless you like rollercoaster rides), but it is certainly suitable for day sailing or coastal cruising. Mine came with trailer, but I kept it in water during the season.