Well, Nik and I made it to Shilshole from Friday Harbor no problem! Thanks for all your suggestions!
I grew up boating, but not sailing. It was so much fun! ...and a little freaky to be heeling over.
The route we ended up taking was in this order:
-Anacortes (wow! So swank! Had a spectacular happy hour meal at A Town: Scotish eggs and a bison burger. Yum! )
-La Conner (Swinomish Channel was really cool. We called ahead and it had just been dredged. We went just after low water on a rising tide. We recommend trying to get a space on the inside of the guest dock. Our neighbors had a rolly night.)
-Coupeville (Watch for low water toward the wharf at that dock...less than 5 feet! Super tasty meal for Nik's birthday at Christopher's. Nice sized portions! Nothing like rock cod over seafood risotto for breakfast the next day.
The cinamon buns from the Knead and Feed were mighty fine breakfast fodder as well!)
-Langley (Useless Bay cafe! So great! Plus fresh produce at the farmers market! Plus crazy good salted caramel gelato...I forget the name of the place...but look for it! It's worth the hunt! Also, holy crap, Langley is a TIGHT little harbors! Definitely have your fenders out and be prepared for a snug fit!
-Kingston (We anchored here because there was no room in the harbor. Once the shipping/ferry lane mellowed out, we had a nice evening...we pretty much got rolled out of bed st daybreak though. Shoulda gone to Edmonds. We didn't even check out the town.
-Shilshole (40 bucks a night for our little 32. The real kicker? ...they don't even have wifi! Wtf?!)
So now we're sitting here for a week out two while we do some maintenance work. Any recommendations for a chealer marina in Seattle where we can do some work? ...and has wifi?