What it lacks in scenery, it makes up for in history. What road trip life list is complete without a journey from Los Angeles to Chicago on the 2,000-mile (3,219-kilometer) Route 66? It makes toes tap just thinking about it.
Along what Steinbeck called the "Mother Road," you'll find rusty signs, greasy-spoon diners and more Americana than you can shake a bottle of Coca-Cola at. It's no longer the quickest way from point A to point B, but the nostalgia and commercial hucksterism hangs thick on the 66 all the way from the sands of California, past the Grand Canyon, through the streets of St. Louis, and finally Chicago, passing roadside menageries of rattlesnakes, buffalo and even (supposedly) blue whales along the way.
Unlike some of the other drives in this list, the best way to travel the 66 might be without a guidebook or schedule, open to whatever kitsch tickles your fancy.