Edmonds and Kingston are both good destinations from Shilshoal, I'm of course partial to Edmonds that being my home port and all.
I used to sail out of a club in Shilshoal and have made that trip many times. Takes all day for round trip if you do it right so get an early start!!
Kingston is fairly straightforward to enter, but Edmonds is a bit confusing if you've never been there. You enter going straight into a steel breakwall, the take a sharp right to get to guest moorage, after that it's easy, the guest moorage sign is hard to pick out for some reason. First time coming in I took a left and had a heck of a time finding my way out.