A month sounds good! Head south until you run into land, then turn around and head home...
We're focusing on the south sound, several days to a week or more at a time this year.
Large quantity reprovisioning isn't the easiest thing to accomplish in the south sound... the Bayview Thriftway is an easy walk from Percival Landing in Olympia. We are in Tacoma at the Foss Harbor Marina, great people there, the most helpful of any marina staff that I've had experience with, perhaps they could help with provisioning logistics if contacted ahead of time (if they can't, contact me, we can help run down supplies if necessary). They have a marina store for essentials and live-aboard convenience items. Downtown Tacoma is a nice place to spend some time in a "normal" year... the Foss Waterway has several marinas, museums, restaurants and municipal docks within about a mile and a half stretch. There is also a relative concentration of amenities at the Point Defiance/Tacoma Yacht Club area, but the distances between options are greater out there.
I'll try to keep an eye on this thread. We'll be out and exploring (based on the "Gunkholing" the south Puget Sound book) all summer. I have a list of more than a dozen places that I'd like to check out. We're trying to use this year to learn, practice, and become more adventurous for next summer.