Photo: Endosidney · CC BY 2.0
Pensacola-Ferry Pass-Brent · United States

Cycling & running events in Pensacola-Ferry Pass-Brent, 2026

60events this year

60 races within 80 km of Pensacola-Ferry Pass-Brent

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Top events

A few races to know in Pensacola-Ferry Pass-Brent

We all need a goal — why not think big? Pick one and start training for it. Already happened this year? Find some practice races to build toward next year's edition.
Run·Road
Pensacola-Ferry Pass-Brent

Chappie James Bridge Run

Listed in our event index as Chappie James Bridge Run.

Road
Run·Road
Pensacola-Ferry Pass-Brent

St. John Sunset Run

The St. John Sunset Run is an evening 5K in Pensacola, Florida. It starts and finishes at St. John Catholic School on South Navy Boulevard, following Bayou Grande. The course is fast and flat, suitable for walkers, casual runners, families, and those seeking a low-pressure local run instead of a highly competitive event. This school community event proceeds rain or shine, with a one-mile fun run following the 5K, making it practical for children and families. 5K participants receive an event shirt, and finishers can get a custom medal while supplies last. Music and food follow the run. The event is not professionally timed for individual awards, keeping the focus on participation, the sunset over the bayou, and the post-run gathering at St. John.

Road
Run·Road
Pensacola-Ferry Pass-Brent

I Pink I Can Run

I Pink I Can Run is a 4-mile run/walk supporting breast cancer research and support, held at The Flora-Bama and organized by the Krewe du YaYas. This event has occurred annually for 14 years, offering separate categories for runners, walkers, and breast cancer survivors. The in-person race begins at 9:00 AM CST. A virtual option is available for participation from other locations in late February. The event's purpose is to raise funds and foster community involvement for breast cancer causes. Logistics are local and straightforward: packet pickup is available at Fleet Feet Pensacola and The Flora-Bama. Race-day pickup and registration can also be completed at The Flora-Bama. Virtual participants will have their shirts mailed; they are not eligible for prizes. A reduced-price option exists for those who wish to support the cause by purchasing a shirt without participating in the race.

Road
About cycling & running in Pensacola-Ferry Pass-Brent

Pensacola Base Miles By The Bay

Running: Pensacola is a run-happy town, and locals stack easy miles around Downtown Pensacola, Pensacola Beach, and the bayou. Community Maritime Park gives runners a promenade that is about a mile around the perimeter. The bayou route runs 9 miles. Perdido Run Club meets Mondays at 6:00 PM for 3-4 mile runs and walks from Hub Stacey's at the Point. Fleet Feet Pensacola Run Club meets Tuesdays and Thursdays at 6:15 PM. Parkrun Pensacola runs Saturday mornings at 7:30 AM at UWF Rec Plex North Field. Bayou Hills 5K/10K and Bay to Breakfast 8K feel like local anchors.

Cycling: Locals ride coastal and steady here, with Z2 days pointed toward Pensacola Beach, Perdido Key Boulevard, and Fort Pickens. Park West starts a clean Beach Bike Route that rolls on a multi-use path from Park West to Park East. Fort Pickens Bike Route gives riders a paved path through Gulf Islands National Seashore to historic Fort Pickens. Perdido Key Boulevard has an ample running and bike path that hugs the coast. Routes here run 5 miles to 9 and 12 miles. Northern rolling hills hold the climbs. Residential road route hills can feel downright testing, and coastal Florida flat-landers call these brutal climbs.

Season: March, May, September, October, November, December, and February give runners and riders the best rhythm for base miles, intervals, and race weekends. March brings Bayou Hills 5K/10K, while October brings Pensacola Half Marathon & 5K and Chappie James Bridge Run. Summer keeps the work honest, because June has Disaster Dash 5K Run/ Walk and July has Ronald McDonald House Firecracker 5K through historic downtown Pensacola. Locals start early, keep the coastal routes simple, and save harder work for shade or breeze. Winter shifts both sports into comfortable mileage, with Semper Fi 5k, Pensacola Turkey Trot 5k, Ho Ho Hustle 5k, and I Pink I Can Run keeping the calendar moving.

Upcoming

Coming soon in Pensacola-Ferry Pass-Brent

All races within 80 km, sorted by date. Click any event for the route, registration link, and past results.
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What runners & riders are signing up for

If you're traveling — or just curious — here's where the action is across two of the most active markets on TrainerDay.