Thanks so much for all the great suggestions! I got kinda busy in June and couldn't process it all, but now I'm totally back into the planning of this trip. I've spent most of this weekend dialing things in. Here's where we're at now, please take a look and chime in if you have any suggestions.
First off, here's the current map. Purple bed pins are where we plan to spend nights. Night 1 in Boise, then west toward Crater Lake doing the loop counter clockwise.
I've come to terms with the fact that pretty much all of this is going to be camping in campgrounds. That said, I've already booked a handful of sites but to me they are insurance more than anything. If we come upon a better plan along the way, I'd rather do that than worry about losing my $30 spent booking a site. With that said, here's the tentative plan. Lots of gaps still to fill in as far as what we do along the way.
Thur 8/30 - Day 1:
Leave SLC 7-8am. Arrive in Boise before 1pm. Work. Camp near Boise.
Fri 8/31 - Day 2:
Work in Boise. Leave by 1-2pm to head west. Camp at or near Diamond Lake (near Crater Lake). ~7 hours driving.
Sat 9/1 - Day 3:
Drive up to Crater NP and down to Coos Bay. Spend the afternoon/evening around Coos Bay. ~4 hours driving.
Sun 9/2 - Day 4:
Head up coast. Camp at Cape Perpetua (booked). ~1.5 hours driving.
Mon 9/3 - Day 5 (Labor Day):
Continue up coast. Go to aquarium. Camp at Cape Lookout (booked). ~2 hours driving.
Tue 9/4 - Day 6:
Continue up coast. Cannon Beach, Seaside, Astoria. Camp at Willaby CG at Lake Quinalt (booked). ~4 hours driving.
Wed 9/5 - Day 7:
Drive ~2 hours to La Push and start backpack in ONP Third Beach South Coast to Toleak.
OR
Drive a bit further and backpack Shi Shi beach. Leaning toward Shi Shi.
Thu 9/6 - Day 8:
Finish backpacking ONP, head east to camp in Cascades near RNP. ~5 hours driving.
Fri 9/7 - Day 9:
Hike the Burroughs Mountain Trail in Rainier NP. Start drive home, camp somewhere along the way.
Sat 9/8 - Day 10:
Drive remainder of the way home.
Here are some of the questions still rattling around in my brain...
Where to camp around Boise?
I'd love to find a site that has good data service so I could stay there and work when I'm not going to be on-site somewhere.
Where to camp around Crater Lake?
I'm thinking I'll book a site at Diamond Lake, especially since we'll be arriving later on the Friday leading into Labor Day weekend. But open to other thoughts. If I can get out of Boise earlier, it would be cool to catch sunset at Crater and then camp along the North Umpqua, but I don't think I can swing that. Not to mention the first come, first served sites on the river would probably be full.
Where to camp around Coos Bay?
This is a tough one. There are plenty of suitable campgrounds with available sites, but they won't let me book just Saturday night on Labor Day weekend. I'd need to book Fri-Sat-Sun. Right now my top contenders are to just stealth camp somewhere, or perhaps camp in the $15/night 'dry camping' parking lot at the Mills Casino in Coos Bay. Or the Walmart.
Where to backpack in Olympic National Park?
I already asked this question once and
@moose droppings and others gave some awesome advice. I'll be there mid-week so I'm torn between doing
South Coast Trail: 3rd Beach -> Scotts Creek / Strawberry Point / Toleak -> 3rd Beach, out-n-back or just going up and doing an out and back to Shi Shi Beach. If I could find a shuttle I'd probably opt for a point-to-point from Oil City to Third Beach but I am having no luck there and I'm not sure how creative I want to get. And that may not even be good as an overnight. I don't think Audra will be down with two nights backpacking on this trip.
Where to camp near Mount Rainier?
I may just book a riverside spot at The Dalles campground. I hear maybe White River CG is better but it's first come first served and we may be coming in late. Anything else good around there?
Where else to hike?
I have some books on order but other than the backpacking in ONP and hiking Burroughs in Rainier, I still need to figure out how we're going to spend a lot of time. Obviously just touristy stuff on the coast will be fun. And I know there are some hikes around where we're camping at Cape Perpetua. But what else should I focus in on based on our route?