1st, what are you riding? If you plan on pavement all the way; run I-5 to Portland and then take Ore hwy 26 to eastern Oregon, then 97 south to La pine, then 31 until you connect to 395. No disappointments! CA 89 is a must do road in your travels. But you can stay on 395 south , it is nice. This is two long days or an easier two and a half. But a excellent trip anyway you go! Have fun! Watch for deer in evening ; gas up in La Pine. Speed limit on 97 for sure.