Route suggestions for a West Coast journey

I'm planning a trip in April to an area around Pt Reyes Station in CA from here in Olympia, WA. The strategy at present is to get there fairly quickly, I-5 through Oregon and CA down to Napa and then cross over to Petaluma. On the way home I'd like to meander a bit more.
I'm looking for recommendations of places to stay as well as places to avoid with a [email protected] behind me. I'll be leaving Pt Reyes area on a Monday noon-ish. I could head up Hwy 1 or cross over to 101, and when I get to Oregon, continue on the coast if possible. 
Any suggestions from folks who have pulled a trailer through these parts? I drove a car with no trailer 24 years ago and I have some vague memories of switchbacks that came remarkably close to the coastal cliffs, but that's scarier on the southbound lane.
Thanks! John
Olympia, WA
2018 [email protected] 320S Sofitel 
2017 Tacoma SR5 AC 4x4 w/ 6 cyl Towing Package

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