Passionate About the Community
and the Moms Who Live Here

The BEST Fun Runs In & Around St. Augustine

Get ready to race this fall! The weather is perfect for running through the oldest city! Below are all the fun runs and races in St. Augustine during the Halloween season!

St Augustine

Feel the Love 5k
September 9: 8:00 am
Local charity St. Augustine United presents the 2nd Annual Feel the Love 5K. The race follows a flat 3.1-mile course through St. Augustine Beach neighborhoods, starting and finishing at the Pier.

Totally Awesome 80’s Run
September 23: 9:30 am
Join us for the Totally Awesome 80s 5k Run or 1-mile walk at Gators Dockside – Murabella. Dress up as your favorite 80s celebrity – Madonna? Hulk Hogan? Ghost Buster? Flock of Seagulls?
The event includes 80s Music, a Rubiks Cube Contest, and a Best Dressed Contest!

Don’s Friends Endless Summer Run
September 23: 7:30 am
Endless Summer 10K Cross Country and 5K Beach Run/Walk. These 2 Great Runs are presented by Don’s Friends and benefit 2 Great Charities: Don’s FRIENDS and Friends of Anastasia. The event is hosted by Anastasia State Park, which is a BEAUTIFUL Ocean Front State Park located in St. Augustine, Florida.

Pink up the Pace 5k Run and Walk
October 7: 8:00 am

Here in the oldest city we will be celebrating our eight year anniversary. Founder Cindy Chaconas diagnosed in 2009 with stage II breast cancer turned her cancer diagnosis into a cause. Now with the help of many volunteers and a supportive community, this race is a premier event in St. Augustine. Come celebrate life with survivors, family, and friends while remembering those who lost the battle against breast cancer. All race proceeds go to assist underinsured and uninsured individuals navigate the financial challenges of early breast cancer detection and to educate the public. Join us in the largest 5k in St. Augustine! The 5k run and walk will begin at 8 am on Francis Field.

Creepy Crawl 5k and Vampire Mile
October 14: 8 am – 10:30 am

Join us for a 3.1-mile run or a Vampire Mile fun walk/run through the Nocatee neighborhood for a hauntingly good time this October! The Jacksonville Creepy Crawl 5K & Vampire Mile is a signature HFGF event to raise money for the Florida bleeding disorder community while bringing the bleeding disorder community and their supporters together for a fun morning of camaraderie!

Ravine Gardens State Park Costume Run
October 21: 8:00 am

Join us on Saturday, October 21, 2017, for the Ravine Gardens 5K benefiting the Friends of Ravine Gardens! Come walk, jog, or run one of the most beautiful 5K course in all of Florida.

Fearless 5k Run and Walk
October 21: 8:00 am
Fearless 5K RUN/WALK will provide competition, fun, and teamwork while celebrating health and fitness for all ages. Presented in conjunction with the 2nd Annual Healthy Lifestyle Expo, the St. Augustine Outlets Mall will become a feast for the senses featuring music, food, colorful & informative health exhibits, and lots of fun physical activity for health conscious people from one to one hundred and one!

VeloFest Jailbreak 5k
October 28: 8:00 am

Do you have what it takes to make a break? Runners will enjoy a USATF Certified 5k to the Atlantic Ocean facing a treacherous climb over the Vilano Bridge as they flee from the Authentic Old Jail. We invite runners of all ages and abilities this Halloween weekend to make a break and enjoy the fun. Running not your thing but dressing up is? Check out the 0.0! Be part of the team, enjoy the fruits of no labor and donate!

Spooktacular 5k and Monster Mile
October 28: 9:00 am
Get dressed up and Get ready for the Spooktacular 5k and Monster Mile at Durbin Crossing in Saint Johns Country. This is a great family friendly event. Kids 7 and under are absolutely free. Proceeds of to which benefits local schools.

Funk~N~Possible Mission Halloween Edition
October 28


Let us know if we missed a race you love!

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