Diablo Territory Loop route starting in Berkeley, out Wildcat, through Briones, over Morgan Territory, up to the top of Mt. Diablo, a few bumps up Canyon and over Skyline, back to Berkeley. More info here http://ridewithgps.com/routes/3729781 and more about Permanents and Randonneuring in the SF Bay Area sfrandonneurs.org/permanents.htm
Great introduction to brevet riding in the San Francisco Bay Area with the San Francisco Randonneurs, some hills, some flats and great views, Approximately 4700 feet elevation - It was an awesome ride.
This excellent Touring Bike which could bring you from Oakland to Brooklyn. Was built by David from Brazen Bicycles around a SOMA Saga frame and it is truly awesome. I had to make a little teaser to show it to the world.