I just rode almost all of it

. From the northern tip to Pismo Beach. We skipped the mess of LA.
First and foremost. DO NOT go there on the weekend. We spend two days on the PCH, one a friday, and one a Saturday. The Saturday traffic was horrendous, especially considering we had the road to ourselves pretty much the day before.
Secondly I'd recommend riding it from north to south if you can, this way the Pacific ocean is on your right, and you don't have to cross traffic to get to the many scenic vistas. And trust me, you will want to. The views are incredible.
Thirdly, take the extra time and go a bit further north to the Redwood National Forest. It's absolutely incredible, and well worth seeing. From there you can take Hwy 101 south, its not really a highway at this point, and still enjoyable to ride.
BE sure to pop off 101 and ride the Ave of the Giants through Humboldt St Park. It's a fun road that parallels 101, but you are surrounded by enormous ancient sequoias. It is very cool.
About 30 miles south of Humboldt St. Park you can pick up the start of Rt. 1 and its probably the most fun to ride. It is a 30 mile ROLLER COASTER of a road that takes you right to Ft Bragg and the coast. A few turns are so tight they are actually marked 10 mph!
Once you get to the PCH, the corners open up a bit, but are still a blast. The speed limit is 55 and you'd be having all sorts of fun trying to average that speed over the road. Plus it is pretty hard to beat the view.
This should be on every riders bucket-list. It was awesome. How were you getting there? Gonna ride from Chigaco (you could be there in about 4 days of super-slabbing, or about 5 days of more fun backroads) or were you going to fly in and either rent or ship a bike there?
If you do fly in, I'd look into NOT flying in from LA if you can. Perhaps flying into Portland, and flying out of LA on the way home. The traffic gets absurd around LA, and it's generally a zoo.
Ohh yeah, be sure to pack some raingear! The mornings tend to be a bit foggy and wet near the coast, but it is usually burned off by 10 am or so. Dressing in layers is your friend. I was wearing long johns, under armor, a t-shirt, and a thick flannel under my leathers and I was never uncomfortably warm on the coast.
If you have any specific questions feel free to ask here, or in a PM. I'd be happy to share my experiences.