If you don't want to carry that extra map, just go east on U.S. 12 out of Missoula, pick up MT 200 and go up 83 through Seely Lake and Bigfork. Beautiful ride, low traffic with a few log trucks.
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Just because you should have a realistic idea of time/speed before you leave you should get a bike computer and nail this down. Seven hours a day on the bike averaging 10 mph vs 7 hours a day at 15mph is a 500 mile week vs a 700 mile week.
If I am feeling fancy and highfalutin, I will use official Ziploc brand Ziploc bags. Clear so I can see what is in the bag. But usually I just grab a whole bunch of the white plastic bags I get from the grocery store. Put two or three around stuff and everything is waterproof. I carry extra grocery bags for extra wrapping too. Dirty clothes, etc.
I anticipate a trip that includes on and off road sections. I rode my loaded Trek 520 with 700 X 35 road tires on much of the off-road section previously. The surface was sticky when wet/damp, i.e., you sank into it and it created a lot of drag. During the week or so I was on the route the path was only dry one day... Ugh.
Do the people following your tour really care exactly what roads you use? If not the tracking may not really add much useful info. I found that my friends and family were fine with a short text entry each day saying where I was staying, how far I rode, and mentioning any interesting points or events along the way. They especially like it if I add some pictures and interesting anecdotes now and then.
and for 2 weeks it is not worth him transporting his bikeWhy? Out of financial reasons? I think it will cost you 2x50 dollars to bring the bike on a plane.
I've got a 24, 42, 52 in front of a 11-36 cassette, with a few week long tours in it and a lot of local riding. So far I like it.