Florida’s Historic Coast is a beautiful getaway seemingly paused in an era gone by. Full of history, beaches, and amazing food, do you need more reasons to visit? Here are some great reasons to visit Florida’s Historic Coast in the Fall.
Free. Live. Music.
One of the best things about the Fall in St. Augustine is The Sing Out Loud Music Festival, the largest free live music festival and benefit concert in Florida. More than 300 acts featuring local, regional and national musicians, artists and poets perform every weekend in September at different venues throughout the area. The best part? They’re FREE!
October is for Foodies
During October many independently-owned St. Augustine restaurants city offer special multi-course prix fixe lunches and dinners throughout the week.
Sounds like a yummy deal to us!
It’s Chill
Cooler weather means smaller crowds at attractions and restaurants, even golf courses, and better opportunities to participate in outdoor activities like hiking, kayaking, and biking along our many trails. But dining in a quiet restaurant with your loved ones may be one of the best reasons to visit Florida’s Historic Coast in the Fall.
Halloween
You won’t find a more haunted Halloween destination than the Nation’s oldest city, St. Augustine, Florida. With more than 450 years of history, ancient narrow streets, two historic cemeteries with graves dating back hundreds of years, a brooding Spanish fortress, and endless stories of roaming spirits, it’s the place to be for all things other-worldly.
Greek Festival
Every October celebrate all things Greek–food, dancing, music, and heritage—at this annual festival at Francis Field – October 11 & 12, 2025
Datil Pepper Festival
How do you celebrate St. Johns County’s official plant, the Datil Pepper? With vendors, a plant sale, an amateur Datil Pepper hot sauce contest and much more every October at the UF/IFAS Extension St. Johns County Agricultural Center . Admission is free.
Hispanic Heritage Month
As the entire nation gears up to celebrate the myriad contributions of Hispanic Americans during this year’s national Hispanic Heritage Month, spanning from September 15 to October 15, there’s no place that quite captures the essence of this celebration like the city of St. Augustine.
Ponte Vedra Concerts
This smaller performing arts facility is located in the heart of Ponte Vedra Beach. The concert hall features national and international performing artists and an array of activities, concerts and community gatherings. You’ll find a full schedule of concerts HERE
The Race is On
October is one of the best times to run in St. Augustine because it’s cooler and not too humid. The weather feels nice, and the crisp air makes exploring longer trails more enjoyable. October is a great time for fun runs, long-distance paces, and exploring St. Augustine’s parks.
- Ancient City Brewing Boos and Brews 5K
- Game On! Ponte Vedra Beach Triathlon
- Jail Break 5K
- Pink up the Pace 5K Walk/Run
- Shine A Light 5K
- Ultimate Tri