St Augustine Day Trip - Intro Discover the oldest city in the USA on this day trip to the historic town of St. Augustine. With its cobblestone streets, quaint cafes, bars and unique shops, this charming town is filled with culture, boasting the nation\'s oldest school house and many more significant landmarks. St Augustine Day Trip - Overview Explore the cobblestone streets, quaint cafes, bars and unique shops in the USA\'s oldest city - St Augustine. Includes round-trip transportation from the Orlando, Kissimmee and Disney areas. St Augustine Day Trip - Full Details Known as the Ancient City, St. Augustine is the nation\'s oldest town and is also one of its most charming. Steeped in history and culture, the town boasts many significant landmarks including Castillo de San Marcos, Fort Matanzas, Flagler College and the Lightner Museum. You can also visit the oldest school house in the USA, as well as the quaint cafes, bars and unique shops. Located between North East and Central East Florida, Saint Augustine boasts a year-round mild climate perfect for exploring this delightful historic district with its cobblestone streets. This day trip allows you plenty of time to discover the town, have a bite to eat, shop and sightsee.