One of the reasons we wanted to move to a small boat (from our old cruising boat: svpisces.blogspot.com) was how easy a small boat is to manage, and hence how much more likely you are to actually go sailing.
We've been having a great time doing just that, sailing a bunch just the two of us, as well as with our friends from sv Hello World (who we hope to enlist as crew for some upcoming races).
In addition to an awesome boatwarming BBQ, we sailed this last weekend over to Eagle Harbor on Bainbridge, and spent the night aboard. Surprisingly dry and comfortable aboard, and it was so great to be able to sail in and out of a new-to-us marina without even a little bit of an adrenaline bump. In fact, we haven't yet had to start the outboard. We are seriously considering downsizing from the current 5hp to a 2hp to get the weight off the stern, as I imagine that it would only be in flat flat calm that we would need to power, in which case a 2hp ought to do the job.