My very first tour was more a comedy of errors than a tour - but I had a blast and am still out there pedaling, so I guess it couldn't have been all that bad!
I took off for a quick 4-day trip to a canyon 100 miles from home, but I didn't pay any atention at all to what that 100 miles would be! I rode through corn fields and sugar beet flields and potato fields for hour after hour after hour trying to find a place to sleep, all the while repairing my broken rack with bitty bits of stick every 5 or 10 minutes!
I wrote about my experiences here:
http://www.examiner.com/examiner/x-1...edy-of-errors#