Had a Morgan 27, Catalina 30, center console with a T-top. All fun but you never use it as much as you think you will. Used to sit on the mooring for weeks without seeing it. Gulls got more use out of it than I did. Not worth it unless you're retired or something. Add in the short seasons of New England? You sit there every September wondering where the summer went.
Used to have to clean the bottom off you boat (in the boatyard) by Thanksgiving or pay $4 /foot. One year I didn't make it so the boatyard guy did it. I sent him an email "Thanks you Mr. Davenport for cleaning my bottom. The check is in the mail." Problem was, I had the email wrong. Guy called me a "Freak" and told me if I ever contacted him again he'd call the police.