Runs, Biking, and Sailing Events on Florida’s Historic Coast in 2026

St. Augustine, Fla. (January 16, 2026) – Athletes, fitness enthusiasts, and active families are invited to experience an action-packed season of sporting events on Florida’s Historic Coast this winter and spring. From personal bests to breathtaking sights, the region’s calendar of 5Ks, cycling tours, and water-based competitions offers something for everyone. Whether you’re racing, riding, paddling, or cheering from the sidelines, these events promise not just thrills but unforgettable memories—and plenty of reasons to stay and explore.

For nearly half a century, the Matanzas 5K & Fun Run, returning January 24 for its 46th year, has taken participants on a scenic race through Historic Downtown St. Augustine.

Running and conservation intersect at the Raptor Run 3K which is hosted by the St. Augustine Alligator Farm Zoological Park and benefits a local conservation organization will take place on March 1. And the Race to the Taste 5k takes on April 12 and is followed by the Taste of St. Augustine, featuring the best bites from St. Augustine’s most iconic restaurants. 

Other noteworthy running events include:

·       Run for Peace 5K – April 4

·       Whitney Lab 5K – April 19

·       St. Augustine K9s United 5K and 9K | Family Fun Run – April 25

·       Lighthouse 5K & Fun Run – February 21 (winds through scenic Lighthouse Park)

·       Nocatee’s Totally Awesome 80s 5K & Fun Run – February 8 (a rad, retro experience)

·      Vilano Bridge Run 5K & 10K/ – March 28 (elevated course with ocean views)

Make Waves: Water Adventures Await

With 42 miles of pristine beaches and abundant inland waterways, Florida’s Historic Coast is a haven for water lovers:

Cycling and Multi-Sport Action

Equestrian Events

Prefer four hooves to two wheels? Saddle up for the Drum Runner Series Barrel Racing, held monthly at the St. Johns County Fairgrounds, featuring exciting timed events like barrel racing and pole bending.

Beyond the Finish Line: Discover Florida’s Historic Coast

After the races, unwind with a variety of rejuvenating and enriching experiences. Relax at a local spa, refuel at one of the region’s acclaimed restaurants—offering everything from international flavors to vegan delicacies—or explore the many Must-Do Experiences unique to the area.

Plan your active getaway with the Florida’s Historic Coast Trip Planner, which helps visitors find the perfect mix of activities, dining, and accommodations.

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