Good for you buddy. I wish that I would have know about this life when I was 18. I did not get into the dream until I was 30 and dreamt about it for ten years, while reading, reasearching, asking questions, visiting boat shows, bugging boat owners at the docks. It's all a great ride though looking back at it. The dream is part of the fun.
This past year my wife and I bought a Bayfield 36 and are in the process of learning everyday. We are having a blast with it and are really happy with the decision. We hope to cut the
lines someday and sail south.
There are a lot of people here giving good advice, take it all but and sort out what will work for you.
As far as if you should be doing this or not. Life is short and can be shorter for some people, you never know. If you are dreaming about this and have the means to get out there and do it. Then I say do it. People have done worse things with their time. College can wait. Someone said the the sea will still be there. Well, so will the 9 to 5 grind waiting in traffic to punch a clock somewhere and sit at a desk dreaming about what you could have done. Then life can roll on and the next thing you know there are just too many things holding you where you are that the idea of cutting the docklines is just too complicated.
Agian, take everyone's two cents and in the end make your own decisions. Best of luck in your endevours, I think you are on the right track.