This is a more detailed version of what I was saying. I cut it off at Scotts Valley because he said he was only going as far south as Santa Cruz. The key takeaway is that you definitely want to take Highway 1 along the coast through Fort Bragg and further south. It is a much more interesting drive in that area than 101, but you will need to arrange some alternate charging along the coast. Among, other things, I would recommend stopping at Fort Ross if you get the chance. The drive out to the Point Reyes Lighthouse is also nice if you have the extra charge (and extra time).If you want to hug the coastline in California, SR1 veers southwest off 101 at Leggett. (This is quite north of the Laytonville Supercharger.) There are ample destination chargers in Mendocino and in other small communities along SR1. I would surmise that a 90%+ charge at Eureka would get you easily to the Mendocino County coast where you might consider spending the night and charging, or maybe arranging in advance a one-hour session and pay the proprietor for the juice. On the other hand, you might have enough charge to avoid charging at that spot. You'll just have to monitor your state of charge as you head south on SR1.
There are a number of routes to return to 101 from the Mendocino and Sonoma County coasts. Superchargers are abundant along 101 from the planned Windsor location south to the Golden Gate.
After you pay your $8.00+ toll to cross the Golden Gate, there are ample Superchargers along the coast. SR1 has one in Scotts Valley
If you really want an adventure, try taking the road along the coast that goes through Capetown and Petrolia. That small stretch along the ocean is probably my favorite scenic drive along the west coast and I've done pretty much all of them (in the US). A couple words of warning on this route though... there are some gravel stretches with switchbacks between Petrolia and Bull Creek as you head back towards 101. So definitely don't do this route at night or in inclement weather. And you may want to pass entirely if you are driving a brand new Tesla or something. I suppose if you wanted to avoid the gravel stretches, you could drive from Loleta to Petrolia and then just turn around and head back to Loleta. Doing this, you would see the amazing drive along the coast that I like while also avoiding the gravel, but it would be quite the detour so it really depends how much of a hurry you are in. Also, there is very little along this route in the way of amenities, so you'll want to be sure to stop in Ferndale (or further north) for lunch or at least to pick up some snacks to eat along the way.
Lastly, the Golden Gate Bridge has automatic tolling in the southbound direction with no option to pay at the now shuttered toll both. You can pay in advance by phone if you want to avoid paying by mail but last time I did this it took a while to navigate through the automated options.
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