LaConner's a fun place. Could be your loss. ....Actually I'm looking fwd to cruising the south sound. Why limit yourself Marin? One's boat and the world in general is limiting enough.
*We go to La Conner several times a year by car, usually on our way to or from Bellingham.* In fact I just bought a hard-to-find brace and bit in one of the antique stores there (need it for removing big bronze fasteners on the GB).* And you're right, La Conner is quite nice although it's become awfully twee and touristy over the last ten or fifteen years. But it's the boat that refuses to go south, not us.* Not that I blame it.*
After several decades of flying floatplanes around the south Sound and Hood Canal and a few years of crewing on a co-worders racing sailboat in races between Seattle and Port Ludlow I've come to the conclusion that of all the waters between Olympia and Juneau, the south Sound is the most boring.* Flat, featureless shorelines, bordered solid with houses, mostly marina-hopping which is okay if you're into that sort of thing--- we're not.
We do fish in the south Sound with the Arima, around the south end of Whidbey Island, around Hat (Gedney) Island, and between Hat and Cameno Head.* But other than that we've not found anything appealing south of the San Juans.