I'm seriously envious! Lived in Half Moon Bay until early 2015 (relo'd to Kansas City for family reasons) and had the privilege of commuting from HMB over 92 to the Peninsula every day
Looks like your route goes into HMB then south on Highway 1 / Cabrillo (or vice-versa if your traveling clockwise) - that's great, and scenic (OK, so all of that route is scenic), but if you're in the mood for more challenging roads, try this:
Counter-clockwise: At the intersection of 92 and 35/Skyline, take 35 south. Stop for lunch at Alice's (yes, cliched, but why not? :P), then take 84 south/west to the ocean and pick up Highway 1 on your way south to Pescardero, Davenport (Whale City Bakery if you didn't have lunch at Alice's
) and on to Santa Cruz (try the Picnic Basket, though be warned you might have to watch beach volleyball across the street
Reverse that if traveling clockwise - North on Highway 1, inland and up the mountain on 84, then north on 35 until you reach 92.
84 is a particularly twisty, challenging road. 35 has faster sweeping bends. Both require full attention. Highway 1 is better for just cruising and sight seeing.
Here's the map:
and a screen shot:
Regardles, enjoy and ride safe!
Rob in KC (formerly HMB)
'14 Versys 650