Intermediate sailor seeks advice re: liveaboard pocket cruisers
I think you are on the right track. Finding the right boat is the hard part (particularly when your new) learning to sail it is the fun and easy part. If you have some experience, I would have to say avoid the group lessons. Have your friend help you pick out a boat that you both think will work for you and then have him give you private lessons on that boat. I wish I would have done the same, after a $500 sailing course! Plus if your instructor is good and makes you do everyting and just coaches from the side you will have experience and confidence in sailing "your boat". The rest can be learned from books and pratice. Have fun...