As the longest European-occupied settlement in the U.S., St. Augustine is recognized as the nation’s oldest city and host of many major events. St. Augustine's annual celebrations reflect this rich heritage and culture, where visitors and locals alike pack historic downtown's brick streets. Our Calendar of Events lists all the events - big and small whether they're at the beach or downtown. There are historic re-enactments, festivals and fairs, live concerts, and pirate parties, too. There's so much to experience in St. Augustine - a small city with a big calendar.