Various highways and railroads followed sections of some of the 18th century migration trails and cattle drive trails. Those often followed even older trails, like the Santa Fe Trail, El Camino Real, and numerous "Old Spanish" trails Texas to Florida. There are also King's Highways to follow down the East Coast.
You will find quite a few of these documented online, in addition to routes and brochures from state tourism departments and private publishers.
I note the trails when I am following them, but seldom put together a trip to follow a trail, more often I put one together to follow a river.