Always choose a boat so you can use it by yourself and in the way you want to use it. Give some thought to getting a boat that matches your local waters. There was a racing sailboat at the harbor at Carlyle lake with an 11' draft. At the best of times half the lake was too shallow for it. If we had a dry spell it couldn't leave its slip.
Canoes are good in swamps and creeks with no current, bad in big open water.
Small sailboats are mostly for open lakes and inlets, useless in a river with current. Little boats like Tween shown below can have their advantages. Tween weighs about 60 pounds and is easily cartopped and manhandled by one man. You can row two in it but sailing two adults is probably not a good idea. However if you want to sail two adults once or twice a year you can get away with it.