Topsides
Tim is very correct in wanting to know more about painting topsides, as opposed to decks. I painted our deck a while back, including the cabin trunk. It was amazing how much more difficult the vertical sides of the cabin trunk were, compared to the flat deck. Runs, sags... all sorts of things that don't happen painting on a horizontal surface. When we painted our topsides a year or two later, we decided to have it done professionally because we didn't want to have to deal with those problems. A nice topsides job CAN be done with a roll & tip application. There are boats in our harbor that have done it themselves, and they look fine. Casey's book is definitely one to have in your library (after you've read it thoroughly). If you are going to put that much work into your boat (or money, if you're having it done professionally) it does not pay to "cheap out" on the paint. I have used Brightsides - a one-part polyurethane all over our tender, our Optimist, and our Blue Jay, essentially because it comes in lots of nice colors and is easy to apply. It's a good thing it's so easy to apply, because it needs repainting ALL THE TIME. Newly painted, they looked great. Then the scratches, dings, chafe and salt get to them. Even a scrub brush bings down the shine when you try to clean the waterline. It simply doesn't hold up well to actual use. If you enjoy repainting every year (isn't that why you DON'T have a wooden boat?) please go right ahead. I even tried it on a section of our cruising boat's deck (since I had some left over from the dinghy) to see how it might last. Less than a week on the foredeck, before scuff marks (from soft-soled boat shoes) scratches (from airborne dirt) and chafe (from anchor lines & sheets) simply made it look terrible. I had to strip it off and start over - with two-part poly. The two-part (Interlhane Plus) has been on for five seasons now, and is starting to need touch-ups where the spinnaker pole downhaul line chafes on the cabin trunk corner. I enjoy doing some painting, but it's not worth saving 20% (?) on the paint if you have to repaint before the season's over.