5 running and walking events in Milton, Florida
From big races to Saturday morning group runs—find running and walking events and connect with the local endurance sports community.
Milton
5 events in Milton-
Sat, Feb 21, 2026 at 8:00 AMSee full details
COME RUN THE TRAIL WITH US!
Join the Blackwater Heritage Trail crew at our 3rd Annual Blackwater Heritage Trailblazer Fun Run on February 21, 2026! This is a beautiful tree-lined, well-maintained paved trail and the perfect path for a Saturday morning run with family and friends!
This fun run event on the Blackwater Heritage Trail is open to all ages, running or walking abilities, strollers and leashed dogs. Unique awards, prizes and fun for the whole family!
BRINGING BACK FOR THE 3RD YEAR:
Family-friendly fun run/walk, 2.7 miles this year to honor the 27th year of the beautiful Blackwater Heritage Trail. Starts at 9:00am. No Age Group Awards to be given out for the fun run, but there will be fun prizes and door prizes given out for all participants.
13K RETURNING FOR THE 2ND YEAR:
The 13km race starts at 9:00am, and features a scenic route on the trail, 4ish miles out and 4ish miles back - get your race on! Overall and Age group awards (see below).
REGISTRATION/PRICING:
$52 for the 13k race, and $27 for the 2.7 mile fun run/walk - thru 7:00pm Friday, Feb. 20th, 2026. ONLINE REGISTRATION WILL CLOSE AT 7:00pm ON Feb. 20th, 2026.
NO RACE DAY REGISTRATION for the 13k, but there WILL be race day registration for the 2.7 mile fun run/walk. Bring your family and come join us for a fun morning on the Heritage Trail!
***Shirt sizing guaranteed if registered by Feb. 6, 2025.... Size and/or availability of shirts is not guaranteed to late registrants (after Feb. 6, 2025). After Feb. 6, 2025 shirts will be on an inventory basis. So the earlier you signup the greater chance you will have in securing a shirt in your size!
PACKET PICKUP/LATE REGISTRATION:
NO Friday Packet Pickup this year! Come early on Saturday Feb. 21, 2025 @The Blackwater Heritage Trail Visitor Center 7:00 am to 8:30 am -- late registration (fun run/walk only!) and packet pickup for both distances.
13KM RACE AWARDS (Awards ceremony at 11:15-ish am at Prost Office Brewery):
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Top Male and Female Overall
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Top 3 Male and Female in age groups: (0-9, 10-14, 15-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+).
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Top 3 Para-athletes
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Top 3 male and female walkers
OTHER RACE DAY INFORMATION:
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Fun after-party at Prost Office Brewery - beer SPECIALS w/bib!
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Bring the whole family!
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Come meet the awesome folks of Pensacola Runners Association & Truly Spokin Bicycle Shop!
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Cool swag (guaranteed for each participant who registers by Feb. 10, 2025)!
COME RUN THE TRAIL WITH US! And support the efforts of the Blackwater Heritage Trail CSO, the support organization that helps maintain the trail and its amenities.
Please stay connected with us on Facebook (follow Adventure Calls & Blackwater Heritage State Trail) and look for emails with updates!
Blackwater Heritage Trailblazer Fun Run reserves the right to reschedule, go virtual, cancel or start the race at a later time due to inclement weather, emergency, pandemic or natural disaster. ***
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Thu, Apr 23, 2026 at 10:00 AMSee full details
Join the Lauren’s Kids foundation and thousands of walkers across the state for the 2026 Walk in My Shoes 1,500-mile trek across Florida. April is National Sexual Assault Awareness Month and National Child Abuse Prevention Month — every step counts in the fight to prevent child sexual abuse and help survivors heal.
WALK IN MY SHOES MILTON
Date: Thursday, April 23rd, 2026
Start location: Santa Rosa Kids House, 5643 Stewart St, Milton, FL 32570
Registration Begins: 10:00 AM
Walk Start: 11:00 AM
Join us for a 5-mile walk to Parkmore Plaza Shopping Center (6271 US-90, Milton, FL 32570)— with the opportunity to stop or continue walking our full 9-mile back to Santa Rose Kids House!
An UBER code will be provided to walkers to cover the cost of a ride back from the walk.
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at 9:30 AMSee full details
Whether you’re a seasoned runner or just love to walk and take in the scenery, SKECHERS Wicked Wine Run is for you! Each course will be held on beautiful properties or various partner vineyards across the country giving you a rare opportunity to view and tour a vineyard like no other. With the option to choose between a 1K or 5K course, or both, there’s something for everyone. Along the 1K course, you’ll find four sampling stations where you can enjoy world-class wines from the partner vineyard. And if you complete the 5K course, there will be a complimentary glass of wine waiting for you at the finish line.
Enjoy access to our post event party where you can enjoy the tunes of a live DJ, eat some delicious food from our food trucks, purchase more wine and play “that’s when we became best friends” games, creating the perfect atmosphere for an evening out with your friends and loved ones. Don’t miss out on the fun-filled event!
Bring a friend, put together a team, or fly solo to meet fellow wine enthusiasts as you sample wines from the vineyard. By participating, you’ll not only be treating yourself to a great time but also supporting our charity partners!
Event details and schedule
For all other details, please visit www.wickedwinerun.com
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at 3:00 AMSee full details
Muddy Dash is not your average mud run! Get ready for up to 3 Miles of messy mayhem. You and your friends/family can expect to run, walk, crawl, wade, slip, slide, and scream with excitement as Muddy Dash gets you fabulously filthy. We’re consistently striving for innovation and excitement in our obstacles, so there’s always a chance you’ll see something brand new! From the moment you step off of that start line, until you triumphantly cross the finish, we hope you’re prepared to have the time of your life among so many of your new best friends in the Muddy Dash community.
Event details and schedule
Choose your start time and run with your friends and hundreds of others on this obstacle course!
Get more details on our website so you're ready to conquer YOUR Muddy Dash!
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Sat, Aug 22, 2026 at 7:30 AMSee full details
The Coming Clean 5k is held yearly by West Florida Baptist Church. This event was created to help raise awareness for Coming Clean Recovery (CCR), a free, faith-based, addiction recovery program. CCR uses the proven 12 step recovery method and the truths found in God's word to usher in a life of freedom from addictive behaviors and substances. 100% of the profits from the race go to support WFBC's Coming Clean Recovery Program.