I rode from work (Sunnyvale) and the Calaveras/Sierra loop and headed back. 45 mile round trip. I started by making my way over to the Guadalupe River Trail and taking that south until I hit the San Jose airport. Then I jumped off at Airport Expwy which became Brokaw, then Murphy, then Hostetter . That was the only part of the ride where I was really stressed out. There was a bike lane for most of it, but at 5:30 pm, there were TONS of cars and some erratic/impatient driving.
Here's the route I took:
Bike Ride Profile | Build 1-34: Y!/Calaveras/Sierra Rd loop CW -- 220 .87 near Sunnyvale | Times and Records | Strava
Is it any better if I head further south and maybe cutover on Taylor? This was a really nice ride and I'd like to do it again if I can find a less sketchy way to get over to Piedmont Rd. I could drive east on 237 and start closer, but at that time of the day, 237 is often a parking lot. So, best use of my time is to ride.