St. Augustine Florida is America’s oldest continuously occupied European settlement. It was founded by Spaniard Pedor Menendez de Aviles in 1565. In 1702 most of St. Augustine burnt down and was rebuilt next to the fortress Castillo de San Marcos. This fortress dominates the downtown next to the harbor. St. Augustine today has the old town area, 40 miles of beaches and a population of about 16,000. It is one of the most pet-friendly destinations in Florida. Also, being on the north end of Florida just a bit south of Jacksonville it doesn’t get as hot as further south. For a dog with a lot of hair this is a good thing.