Planning a trip from La Crosse to Chicago, via Amtrak on 9/27 to La Crosse, with overnight stops at Wildcat State Park, Baraboo, Green Lake, Sheboygan, and Milwaukee, then back to Chicago. I've got the first 4 days mapped out*, from Sheboygan I'm good without routing like I've done for the first four days. Any feedback on my routes would be appreciated. There are some long days but I think I'm up for it. I'll be riding a Novara Randonee with a lightweight 1 man tent and a sleeping bag for camping; several nights I'll be staying with friends.

http://www.bikely.com/maps/bike-path...ldcat-Mountain

http://www.bikely.com/maps/bike-path...ark-to-Baraboo

http://www.bikely.com/maps/bike-path...-to-Green-Lake

http://www.bikely.com/maps/bike-path...e-to-Sheboygan

I'm dependent on my floor pump for keeping my tires inflated properly when riding locally. What are some tips for keeping tires inflated on a daily basis when touring? I have a Topeak frame pump but no guage. Do most people on tours carry a gauge?

Thanks!