When you reach the
legal size limit for a trailer it will no longer be a dinghy nor could you pull it with your small car. The
legal limits are based on one size (check with the state DMV). If your small car can not pull it then the
boat is also not a dinghy either. I wouldn't see any of that as a barrier for a sailing dinghy. They don't weigh that much and most would be around 20 ft or less.
I wouldn't think a car top sized dinghy would be that much fun. It would bascially be a sail board and you would need a wet suit. You may like sail boards! You might want a wet suit one any way. Hiking out over the
water and just being in a dinghy means some
water is flying around. You may not want to get wet but you easily could. In cold
weather it would be foolish not to have a wet suit. You won't last long in 50 degree water. It will extend your sailing season by at least double or more.
If I could pick any dinghy I would probably get a 19 ft. Flying Scot. I have a Montgomery 8 ft Sailing dinghy. I use it mostly as a row
boat tender. I wouldn't take it sailing in anything other than very fair
weather. There are folks that
race such things but if you want a true sailing dinghy why not get a modern one with some performace capabilities and something really fun to sail.
You might find a
race club and do some class
racing too or at least find others that sail the same boat you end up getting. Gives you more options.
The Fylying Scot is not heavy by any stretch (you do need a trailer) and you could handle the whole operation
single handed. They can take a serious amount of
wind and peform quite well plus you can take a passenger or two on a nice day sail. there are many other poular one design
boats you might consider. Used might net a pretty good deal with all the accesories thrown in.