I used MS Streets & Trips to make a general routing and to estimate how long various routes would take. I settled on a generally southern route which would pass through 19 states and DC, allow me to stop to visit with a couple of old friends, ride the famed Blue Ridge Parkway, and check out historic Route 66.
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Sea-to-Sea Plan Map, modified to show actual route taken.
The trip would start on the long weekend of July 4. In this case the last-minute planning was costly, as I could get no flight out on Friday night and took the redeye out of Bakersfield thru Las Vegas to Boston Saturday evening. Sunday I slept a few hours then took the cover off the new bike and trailer. After a short ride I covered it up again until Monday morning.
By coincidence, Michele had planned a luau party for Sunday evening, so I was lucky enough to be able to see her great mother-in-law (up from CT) and many of her good friends. One of them offered her family home in Tennessee for a night's stay as I rode through. Great people.
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