OP here - thanks to all of you

Revised plan - so we're not going down as far on the coast, just staying at Newport and Manzanita as our 2 points and seeing everything N of Newport on the coast. We'll see the water, the mountains and raft in Umpqua, R&R at resort. I'm much happier with this plan actually - any suggestions on it appreciated!
Day 1 - Fly in PDX - have to just stay in Portland for a night based on flight schedules
Day 2+3 - We're going to stay at VRBO on Manzanita Beach and have a day there, on drive there, will hit:
• Haystack Rock
• Cannon Beach
• Ecola State Park
• Short Sands Beach
• Arch Cape
Day 4 - drive down to Newport stopping for a couple hours maybe at the following before staying at Little Creek Cove Inn (Agate Beach)
• Cape Kiwanda or Devil’s Punchbowl
• Depoe Bay whales
Day 5-7 - Will be a 3:30 drive I think to Umpque. Staying at Umpque Last Resort. We will relax a day, raft a day, have 1 free day possibly to Crater Lake?
Day 8-11 Will be about 2:45 hour drive to Bend to stay at Brasada Ranch. Will R&R first day, maybe volcano 2nd day and Kayak Moonlight Tour on the new moon night and generally indulge in relaxation
Day 12 - We have to make it in to catch the only nonstop flight out the next early morning but thinking driving through Salem?
[/b]Day 13[b] - 8a flight out