CA to OR Roadtrip, help deciding between options

This seems to be a popular trip, I've found a lot of resources online on what to do and where to stay....My constraint is time. My son really wants to see the redwoods in CA, I'm trying to make it an epic roadtrip for him.

I have 11 days available for this trip.

I can't decide whether it's better to start in San Francisco and return there to fly home or to go all the way up to Portland. Anyone who's done a similar trip, I'd love some advice. I think there's going to be some sacrifices either way, and I'm wondering which one I'd regret missing out on more.

It really boils down to more time to stop and explore in the trees vs the scenery and sights in Oregon.

• Trip A) Starting in San Francisco going as far north as Fern Canyon, then returning to San Francisco to fly home.
  • Pro: More time overall to stop and spend more than a single night at most stops.
  • Con: Miss out on Oregon coastline, parks, spots
• Trip B) Starting in San Francisco, driving up, and then flying home from Portland.
  • Pro: We will see a lot more.
  • Con: Slightly faster paced, only one multi-night stay in the middle. (1-3 hours driving each day)

Some highlights I hope to hit:

• Glass beach
• One of the drive through a redwood spots
• Nature: Fern Canyon, Founders grove, Grove of Titans trail, Lady Bird Johnson trail, Trillium Falls, (maybe Karl Knapp trail) Trees of Mystery (my son really wants to do this)
• Oregon: Scenic roads, Sand dunes, Arch Rock state park, Natural Bridges, Thor's well, somewhere to see the seals & sea lions (I'm also open to other things I've missed, as I know less about this segment)