Not being a boatie myself,I would suggest the first logical question you should ask is "where am I going to be using it"? eg open sea,sheltered waters,estaury or river etcThat to me, would determine what sort of boat I should be looking at eg dinghy or full cab or what-ever.How often are you looking at going out?This could also determine if it would be better to either go "shares" in a boat with a mate,or just "bum a ride" every now and then,paying your expenses along the way,or simply go on a charter every once in a while.Hope that helps with the logic behind it all a bit