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Hi WildandCrazy, I appreciate the idea. Did you do any kind of journal of your trip? I would love to see more about it. How were the winds being so close to the lake? I'm guessing since you're riding in a circle, they would probably average out.
Here's my 2 cents. Been on two 1000 mile tours so far. The bike's fit is extremely important. One half inch, one way on another, up or down, forward or back, and a few degrees of tilt can make a huge difference. Get the fit right first, but don't be afraid to tinker with it. Things change over time. You can gain/lose weight or become more flexible. You can spend all kinds of time and money trying to find the perfect saddle. Just as a Brooks has a break in time, so does your butt. The more you ride, the more comfortable you become. Keep extending your distance, but give yourself enough recovery time between rides. Your butt will adapt. On our tours, my wife and I wear ordinary shorts and use the stock saddles that come with Trek 520s. Our butts may be tender for the first few rides of the season, but quickly adjust. We do use Ex-Officio underware and it makes a big difference.