Stay away from SF
Any way you can go BUT through San Francisco. 101 gets dumped onto city streets with detours, tight turns, heavy traffic with the worlds most impatient drivers.
Find a route to 680, 680 turns into 280 at 101, take 101 South, Stay on that until you reach 156. That's the easiest way.
Another route is to take 280 to 17. Take 17 to Santa Cruz. Take Hwy 1 south from Santa Cruz all the way to Monterey.
There are several other routes but while they are scenic they are not big rig friendly.
We've taken most of them anyway.
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