1960: Road By (In & Over) The Bay
Once again, Eric Fischer to the retrofuture with San Mateo County’s 1960 Master Plan.
BART around the Bay, to SFO via Brisbane, and over the southern bridges.
And look closely — that’s not 101 along the edge of the Bay, it’s a super-extended Highway 87 from San Jose to SF, extending through marshland and to the east of SFO.
And of course a dam.
Those mid-centurains sure had it in for the Bay, slicing and dicing it in their dreams.
There is a dam across the Dumbarton Bridge, turning the south end of the bay into a freshwater lake.
All kinds of freeways that never happened: the Bayfront Freeway from San Francisco to San Jose; the Willow Road/Sand Hill Road freeway in Palo Alto; a Skyline Boulevard freeway north of where it meets Interstate 280; extension of the Route 92 freeway west to Highway 1; extension of the Highway 1 freeway south; Interstate 380 extended west and east; Route 84, 92, and 238 freeways in the East Bay; and the usual ones in San Francisco. No Southern Crossing, though.
And BART around the bay, and on the Dumbarton Bridge and San Mateo Bridge. In San Francisco and Oakland the routes still follow the 1956 Regional Rapid Transit alignments.
Burrito Justice 
Be it BART, or Caltrain, those transbay crossings are needed.
For what it’s worth, the Bayfront Freeway looks a lot like Lake Shore Drive in Chicago, which everyone hates but provides 18 miles of contiguous parkland.