It may be climbing the 219 steps to the top of the St. Augustine Lighthouse to take in the view. Or drinking a glass of water with hopes to stay young forever from the Fountain of Youth. The oldest city in the United States is definitely a place to spend some time walking around. Founded in 1565 by Pedro Menendez de Aviles a Spanish Conquistador. Walk down the narrow street of Old St. Augustine and take in the rich history it has to offer.