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This opening, called the Cumberland Gap, led from Virginia to the thickly forested land in present day Kentucky, In 1775, Boone helped build a trail called the Wilderness Road through the Cumberland Gap. The Cumberland Gap made it easier for colonists to move into the Ohio River Valley.
There are reasons like, to explore, to breathe oxygen that is free of gasses or air pollution; which helps respiratory problems and it makes it easier to breathe especially if you have asthma.
Bringing a good amount of food because of a limited diet, exhaustion can come in and make the travelers vulnerable to diseases such as flu, so you could take shots and vitamins to keep your immunity up, you bring a map so you don't get lost. To make it easier there should be a path, or a guide, maybe signal on your phone would be a good help.