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I agree with earlier comment that 35 would be the way to go, though it is not a great route (the lesser evil). I have ridden other routes to mid-Peninsula and they get complicated and have lots of cars. 35 is most direct and bike friendly, but also has more climbing than other routes.

For any route, it would be good to have a smartphone on your handlebars with Google maps running directing you with a bike route.

Basic daytime route (* mark changes for night, ? marks something I am not sure about - detailed below):

favorite route to Great Highway
Great Highway ??
35
San Andreas Trail *
Cross to other side of 280 at Larkspur to take Skyline Blvd for 1 exit
Cross back under 280 at Hillcrest to Sawyer Camp Trail **
Sawyer Camp trail to Skyline
Skyline to 92 ???
92 to Canada
Favorite route home from there

* - San Andreas trail closed at night - if you get there after closure, you have to ride shoulder of 280 for 1 exit. It is legal.
** - Sawyer Camp closed at night. If you get there after dark, you ride 280 for 1 exit south (Truosdale) from north end of trail. Exit, cross under 280, then right on Skyline. Right on Hayne Rd and go back under 280. Left on Skyline.

?? south end of Great Highway has been closed to cars for a while, but I think it is still open to bikes.
??? - the big question that I don't know is the status of Skyline near south end of Sawyer Camp and above dam. Last time I drove past the area, it was closed to motor vehicles. Not sure if it is open to bikes or not.
 
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