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Gulfport · United States

Cycling & running events in Gulfport, 2026

37events this year

37 races within 80 km of Gulfport

Road, trail, gravel, MTB — you name it, we've got it. Find something worth telling your friends about.

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Top events

A few races to know in Gulfport

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
Gulfport

Keesler Federal Mississippi Gulf Coast Marathon

The Keesler Federal Mississippi Gulf Coast Marathon is a running weekend on the Mississippi Gulf Coast. The full marathon runs from Pass Christian to Biloxi. The event began in 2016 and is now part of a larger Coastal Running Festival, sharing the weekend with a half marathon, 5K, kids’ mile, beer mile, and beer mile relays. The main races follow the coastline. Gulfport hosts packet pickup and several shorter events at Centennial Plaza Resort. Runners can complete the Hippie Fish 5K and then race again on Sunday to earn the Double Down challenge. All finishers receive a medal. The awards structure is extensive, with overall, masters, grand masters, great grand masters, and age-group prizes for most races. Marathon and half marathon age groups extend to 85-plus.

Road
Tri·Sprint
Gulfport

Bay St. Louis Sprint Triathlon

Listed in our event index as Bay St. Louis Triathlon.

Sprint
Tri·Road
Gulfport

Woolmarket Duathlon Series

The Woolmarket Duathlon Series is a two-event run-bike series held at 16237 Old Woolmarket Road in Biloxi, Mississippi. Both races begin at 8:00 AM. One option is a 5K run followed by an 11-mile bike ride; the other follows the standard duathlon format: a 2-mile run, an 11-mile bike ride, and a second 2-mile run. Participants may compete in one event or both. The run segments are out-and-back courses, and the bike leg is an 11-mile loop. Both segments feature hills instead of flat terrain. The bike course is open to traffic, requires helmets, and prohibits drafting, meaning riders must maintain their own pace and stay aware. Awards are presented to standard divisions, with additional Mountain Bike Class awards for the top three male and female finishers.

Road
About cycling & running in Gulfport

Gulf Coast Base Miles

Running: Locals run Hwy 90 along the beach because it is simple, flat, and easy to extend. The Biloxi bridge gives you the cleanest little rise when intervals need bite. Popps Ferry Rd works as a decently sized running area when you want steady miles away from the sand. Downtown Ocean Springs links neighborhoods, beach areas, and bridge work into a good Z2 loop. Gulf Coast Running Club keeps the calendar moving. The 2-mile course runs as a USATF Certified Boston Qualifier. The Half Marathon starts at Jones Park in Gulfport.

Cycling: Gulfport gives riders 15 mapped cycling routes, so locals can spin short, ride beach miles, or stack a gran fondo day. The shortest route covers 4 km with 24 m of ascent, which is coastal base work more than climbing. Gulfport has 7 km on unpaved surfaces. Gulf Coast Bicycle Club points you toward the bigger legs. Big Level 75 carries 683 m of elevation, WM 33 carries 378 m in Harrison County, and SM 100 carries 964 m in Stone County.

Season: The Gulf Coast calendar feels best when the events stack up, and Gulf Coast Running Club keeps that rhythm from April through September. The Gulf Coast Classic, Woolmarket Duathlon Series, Pursuit of Fun 5K, Chevron Charity Run, Bay St. Louis Triathlon, Summer Beach 5K, Diamondhead 5K, Cultivation Nation Tri, and Yak-A-Du give runners and riders plenty of reasons to stay sharp. Summer training here means early starts, beach runs, duathlon legs, and honest Z2. Winter shifts the mood toward longer base miles, with the Stennis Space Center Marathon on November 28 and the Keesler Federal Mississippi Gulf Coast Marathon as the big road target.

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Coming soon in Gulfport

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

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