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As always, look at the bottom line first. You'll need to cover around 3,500 miles (depending on side trips to attractions) in roughly 12 days (NOT 14) to do it (depending on how long you spend in San Francisco. That means you have to average right around 290 miles per day. That is going to be a grind. No particular day will be too much if you plan it right, but a string of 12 such days back-to-back-to-back-...to-back is going to take its toll on your family, especially the kids even though they're teenagers. Indeed, you should plan to take a day off somewhere in the middle of this trip so everyone can just relax around a pool or at a lake - just to recharge. But then that reduces your days a available for covering ground to 11 meaning that you'd have to average about 320 miles per day. Again, doable but a grind.

With a knowledge of how many miles you have to cover and how little time you really have, I would urge you to keep your expectation of what you can accomplish in the way of sight-seeing to a minimum. You can't, for example, plan on sending a day at the Grand Canyon and a day at Arches, and a day in Chicago. You simply don't have time. So what I'd ask you to do first is to sit down with everyone involved and prioritize the half dozen or so things you really want to see, knowing that you might only be able to spend three or four hours at each of them. Then we can set to work on finding the best scenic routes and a few excellent places to take shorter stops along those routes. While your plan is 'reasonable', you have to approach it with a realistic knowledge of the limitations involved in covering that many miles in that little time.

AZBuck