The way points of this bicycle route:
Alpine Road has a broad shoulder. Crossing 280 is not too scary.
Alpine Road has a long climb or descent depending on direction.
Portola Road is leafy and relatively quiet. The hills are rollers.
Sand Hill has a long climb or descent depending on direction.
Highway crossing is relatively easy as cars have long sightlines.
Dangerous intersection at Sand Hill and Santa Cruz! Be careful.
Serra has wide shoulders and pretty views of the hills.