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Race through Downtown Leesburg!

Flapjack 5K - Pancake Palooza

11/15/2025 8:00 AM - 11:00 AM

Race through downtown Leesburg in the Flapjack 5K making your way to the finish line at Pancake-Palooza! 

Race participants will receive:

Official Flapjack 5K/Pancake Palooza T-shirt, finisher medal and complimentary pancake sample at Pancake-Palooza! 

Supported Events

5K with the 5-0

11/22/2025 8:00 AM - 11:00 AM

Run with the Oakland Police Department along the West Orange Trail. All proceeds will benefit the Oakland Police Department Community Programs. 

Cocoa Beach Turkey Trot 5K
Supported Events

A Cocoa Beach road race for runners and walkers through residential Cocoa Isles.

Cocoa Beach Turkey Trot 5K

11/27/2025 8:00 AM - 11:00 AM

A Cocoa Beach road race for runners and walkers through residential Cocoa Isles. Get your Thanksgiving off to a healthy start and create a great holiday tradition with family and friends!

Events

Join Us for Lake Nona's 2nd Annual Oh, What Fun Run 5K!

Oh What Fun 5K!

12/6/2025 7:30 AM

Get ready to lace up your sneakers and embrace the holiday spirit at Lake Nona Town Center on December 8th! Whether you're a seasoned runner or just looking for a fun way to kick off the festive season, this 5K promises a day filled with joy, community, and celebration.

AdventHealth Moonlight Beach Run
SS Owned Events

Enjoy an early evening run along the World's Most Famous Beach at the 6th Annual AdventHealth Moonlight Beach Run!

AdventHealth Moonlight Beach Run

1/10/2026 4:30 PM

Enjoy an early evening run along the World's Most Famous Beach at the 6th Annual AdventHealth Moonlight Beach Run!  Pick your distance, 5K or 10K,  or race both with the 15K Bandshell Challenge! All courses are out and back on the hard packed sand of Daytona Beach.  All participants receive a long sleeve T-shirt and finishers for all events receive a super cool finisher medal.  Bandshell Challenge finishers will receive a 3rd super cool Daytona Bandshell Challenge bonus medal.

CTC Super Bowl Duathlon
Events

Clermont Triathlon Club's Annual Super Bowl Duathlon

CTC Super Bowl Duathlon

2/7/2026 7:30 AM - 11:00 AM

Clermont Triathlon Club's Annual no-frills Super Bowl Duathlon with a 2 mile run, 12 mile bike, and another 2 mile run to finish.

AdventHealth Orange Blossom Half Marathon-10K-5K
SS Owned Events

Run on clay roads through the historic citrus growing region of Florida

AdventHealth Orange Blossom Half Marathon-10K-5K

2/28/2026 7:00 AM

Lace up for an unforgettable Florida adventure at the AdventHealth Orange Blossom Half Marathon in beautiful Frostproof! Nestled along the scenic Lake Wales Ridge, this race runs along gently rolling, hard-packed red clay roads that wind through active and historic former citrus groves—offering breathtaking views and a true taste of Old Florida. Whether you're tackling the Half Marathon, sprinting through the 10K, cruising the 5K, or taking on the ultimate 15K Orange Blossom Challenge (10K + 5K), there’s a race for every runner. After you cross the finish line at Frostproof Middle-Senior High School, kick back and celebrate with mouthwatering BBQ, tasty snacks, ice-cold beverages, and refreshing Florida Orange Juice.

Frostproof is perfectly positioned in South Central Florida—just a short drive from Orlando, Tampa, and South Florida.  Major attractions like LEGOLAND, Walt Disney World, Sebring Raceway, and many others are within an hour drive from Frostproof. Come for the race, stay for the adventure!

Supported Events

LSSC Shamrock Shuffle 5K & 10K

3/7/2026 8:00 AM - 7/7/2026 10:00 AM

The race course begins on the Lake-Sumter State College South Lake campus, includes the challenge of the South Lake Trail via the Hancock Extension, and ends back on the Lake-Sumter campus with green beer to celebrate your victory. This will be a fun event for the entire family.  All registered participants will receive a t-shirt and medal.* Runners will be timed with prizes awarded to the top three finishers in each race by gender. All proceeds from the Shamrock Shuffle benefit the LSSC Foundation, which supports scholarships and education at Lake-Sumter State College.

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True Health Be Healthy 5K & Kids Run Presented by AdventHealth

True Health is excited to host the Be Healthy 5K Presented by AdventHealth, on Saturday, September 21st at the Orlando Sanford International Airport at 7:30am. This course will have you soaring down a runway to the finish line! Join us with your friends, family, and coworkers as we take health to new heights!

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AdventHealth Waterman Shades of Hope 5K

Join us in-person or virtually for AdventHealth Pink on Parade 5K as we celebrate the brave individuals in our community battling breast cancer, survivors who have won their fight and those who shine on through their loved ones.  

Dollars from this event provided hope and healing to hundreds of community members through patient assistance, innovative research, diagnostic tests and wellness plans.

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The Leesburg Blue Foundation 5K

The Leesburg Blue Foundation 5K

Get Ready to Light Up the Runway! ✈️💙

The Leesburg Blue Foundation 5K – Presented by Sunair Aviation

Mark your calendars for Saturday, October 4th, and experience a race like no other! This evening/night, 5K takes you onto the glow of Leesburg International Airport’s runways and taxiways, fully lit for a one-of-a-kind experience under the stars. 🌟

This chip-timed race welcomes walkers, joggers, and runners of all levels.

💙All proceeds benefit The Leesburg Blue Foundation, Inc., supporting our local men and women in blue.

Don’t miss this unforgettable night on the runway — sign up today and help us make a difference!

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AdventHealth Pink on Parade 5K

AdventHealth Pink on Parade 5K

Join us on October 5th at AdventHealth Celebration for the 13th Annual AdventHealth Pink on Parade 5K! Step out and show your support as we come together on October 5. Pink on Parade 5K is more than just an event — it’s a heartfelt celebration of strength, hope, and community.Together, we’ll honor the brave individuals and families in our community who have been impacted by breast cancer.

Whether you're walking in memory of a loved one, celebrating a survivor, or standing in solidarity, your presence makes a difference.

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