Like several others, we also decided from the start that we were not going to trailer a boat, and have just wrapped up our 10th(?) season in a wet slip we rent. The flexibility is fantastic as we head up from the Concord area and our boat is ready and waiting to go whenever we want.
Being in the water I can go up any time to clean/wax or just hang out and enjoy the show in the Weirs Channel, an added bonus.
Another advantage is that if we have a problem the boat is at the marina and they can work on it during the week so any downtime is very minimal.