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## This event will sell out fast so sign up today! Like Running or Walking? Love Wine? This race is for you! Join us on Sunday, January 17, 2027 at 9:30am or 11:30am (you will choose your start time during registration) for an exciting new event that features the scenic views of Fiorelli Winery. Although […] THIS RACE WILL SELL OUT SO SIGN UP TODAY! Join us on Saturday, December 5, 2026 at 9:00am for an exciting annual event that features the amazing scenery and landscape of Congaree and Penn! Congaree and Penn is a Florida farm and restaurant dedicated to agriculture & culinary endeavors, and gathering the community to […] Like Running or Walking? Love Cider? This race is for you! Join us on Saturday, March 27, 2027 8:30am, 10:00am and 11:00am (you will pick your start time during registration) for a fun event that features the amazing scenery and landscape of Keel Farms! Through hard work on the farm they produce honest, healthy, sustainable, […] Join us on Live in person on Wednesday, January 2, 2027 at 10:00am for an exciting New Year themed event! Whether you are looking to run, walk or just enjoy the beer this race is a sure thing for a great time and an incredible experience! This race is timed and scored by J3 Timing. […] Join us on Live in person on Wednesday, January 1, 2027 at 10:00am for an exciting New Year themed event! Whether you are looking to run, walk or just enjoy the beer this race is a sure thing for a great time and an incredible experience! This race is timed and scored by J3 Timing. […] ## Join Us for the Debary Turkey Trot 5K Run/Walk! Start your Thanksgiving Day with family, fun, and tradition at the Inaugural DeBary Turkey Trot 5K Run/Walk on Thursday, November 26, 2026!The race begins at 8:00 AM, making it the perfect way to enjoy an active and memorable start to your holiday before gathering around […] #### Lace up, get festive, and earn your Oktoberfest celebration the best way possible — by running for it! #### Our delightful ‘Oktoberfest Fun Run’ is back with a dash of Bavarian spirit. Join this race that’s brimming with Gemütlichkeit (friendliness) and fun! Join us on Sunday, March 14, 2027 8:30am and 10:30am (you will pick your start time during registration) for a fun event that features the amazing scenery and landscape of Formosa Winery! This location might look like a big house in a field… but they are actually a tasting house on a large expanse of […] #### Ready, Set, Chocolate! Join Us for the Sweetest Run of the Year – The Chocolate Run! Lace up your running shoes and bring your sweet tooth—because this isn’t your average race. It’s a deliciously fun event for all ages and fitness levels! #### Ring in the New Year with us on New Year’s Eve – Wednesday, December 31, 2026 at 5:00pm for an exciting New Year themed event! Whether you are looking to run, walk or just enjoy the beer this race is a sure thing for a great time and an incredible experience! This race is timed […] #### Smooth vibes. Sweet energy. Bold moves. #### PB &J Fuel Run is all about a combo that just works. Mix your pace, spread the fun, and stick with it all the way to the finish. No stress, no expectations, just miles that feel good and a finish that feels even better. Run it […] #### Join the Fight: Breast Cancer Run! #### Together, we can raise awareness and funds to support those affected by breast cancer. #### Enjoy a spirited day filled with community, inspiration, and hope. Let’s unite for a cause that touches us all and run for a future without breast cancer! Sign up now and […] Howl-o-ween 5K is all about Running (or Walking) and supporting amazing animal shelters! Join us on Sunday, October 11th, 2026 at 9:00 am EST for an exciting “Howl-o-ween Themed” event that features at South County Regional Park in Punta Gorda, FL! This race is a sure thing for a great doggy good time! This race […] Like Running or Walking? Love Wine? This race is for you! Join us on Sunday, December 19, 2026 at 9:00am and 11:00am (you will select your start time during registration) for an exciting Christmas themed event that features the scenic views of Aspirations Winery! Located in sunny Clearwater Florida, we hand-craft over 30 wines every […] Signup Options include: Saturday December 12th at 8:30am or 10am as well as Sunday December 13th at 9:00am Join us either day for an exciting Christmas themed event that features the scenic views of Keel and Curley Winery! Through hard work on the farm they produce honest, healthy, sustainable, ground to glass products served in […] Join us on Sunday, December 6, 2026 at 8:00am and 9:30am (you will select your start time during registration) for an exciting Christmas themed event that features the scenic views of Summer Crush Vineyard & Winery. Summer Crush is a family owned sun & fun boutique winery creation that is the result of the blending […] Join us on Sunday, November 22, 2026 at 8:30am and 10:30am (you will select your start time during registration) for an exciting “Thanksgiving themed” event that features the amazing scenery and landscape of Formosa Winery! This location might look like a big house in a field… but they are actually a tasting house on a […] Howl-o-ween 5K is all about Running (or Walking) and supporting amazing animal shelters! Join us on Sunday, October 4, 2026 at 9:00 am EST for an exciting “Howl-o-ween Themed” event that features Gadsen Park in Tampa, FL! This race is a sure thing for a great doggy good time! This race is timed and scored […] Howl-o-ween 5K is all about Running (or Walking) and supporting amazing animal shelters! Join us on Saturday, October 3, 2026 at 9:00 am EST for an exciting “Howl-o-ween Themed” event that features Blue Jacket Park in Orlando, FL! This race is a sure thing for a great doggy good time! This race is timed and […] Like Running or Walking? Love Wine? This race is for you! Join us on Saturday, January 16, 2027 at 10:00am for an exciting event that features the scenic views of Masaryk Winery. Their Wines are made on site from the fruit they grow and from other Florida Farms! So, whether you are looking to run, […] Join Us for the 8th Annual Oviedo Turkey Trot 5K Fun Run/Walk! Get ready to kick off your Thanksgiving Day with a burst of energy at the 8th Annual Oviedo Turkey Trot 5K Run/Walk Presented by Orlando Health on November 26, 2026! The race starts at 8:00 am sharp, giving you the perfect opportunity to […] ## Join Us for the 7th Annual Daytona Beach Turkey Trot 5K Run/Walk! Join us for an exhilarating start to your Thanksgiving at the 7th Annual Daytona Beach Turkey Trot 5K Run/Walk on November 26, 2026. Lace up your sneakers and be ready at 7:30 am to hit the scenic course as the sun rises […] 
Key West, Florida | Saturday, January 16 to Sunday, January 17, 2027 | Half Marathon, 10K, 5K, 8K and Fun Runs Rated as one of the top 15 scenic half marathons in North America by Runner’s World and a top 10 half marathon by USA Today, the Key West Half Marathon and Runfest provides the […] #### On Juneteenth, we remember resilience, honor progress, and run toward a brighter future. Join the Juneteenth Day Run — an event that celebrates freedom, community, and the unbreakable human spirit. Let’s make every mile matter. #### Like Running? Love Beer? This race is for you! Be aware that this race will sell out quickly so register today! Join us on Sunday, August 16, 2026 for the Formosa Brew Run 5k at 8:30am or 10:30am (you will select your start time during registration) an exciting event that features an awesome course […] |
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