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  • Distance: 9.4 km from Madeira Beach
    Sat, Oct 24, 2026 at 7:00 AM

    Live Wildly Team Challenge – Open Water Swim Edition

    Saturday, October 24th, 2026

    Join us for the 5th Annual Live Wildly Team Challenge, an exhilarating open-water swim event in celebration of World Swim Day! This year, we’re bringing back an innovative and team-focused competition that combines strategy, endurance, and camaraderie in the beautiful waters of Florida.

    Presented by Live Wildly, this event supports a vital cause: the protection of the Florida Wildlife Corridor. Stretching from the Panhandle to the Everglades, this 18-million-acre expanse is the ecological and economic heart of Florida. Live Wildly was founded to safeguard this irreplaceable landscape—and by participating, you’re helping preserve the Sunshine State’s natural legacy.

    The Challenge: Team Relay (4 Miles Total)

    Course: A thrilling ¼-mile loop in open water.

    Team Structure: Teams of 3 to 8 swimmers—strategize, collaborate, and push your limits together!

    Rules:

    Each swimmer completes one loop at a time, tagging the next teammate in rotation.

    No consecutive loops by the same swimmer—strategy is key!

    No swimmer may exceed 3 total loops—every teammate must contribute.

    Order is up to you—pace, endurance, and tactics will determine your success!

    This is more than a swim; it’s a test of teamwork, pacing, and perseverance. Whether you’re racing for the podium or simply soaking in the fun, the Live Wildly Team Challenge promises an unforgettable experience.

    Solo Endurance Option

    Prefer to go it alone? Take on the individual challenge:

    Swim the loop, exit the water each time, and run around shoreline flags before diving back in.

    Discipline, stamina, and mental toughness will be your greatest allies.

    Why Join?

    Celebrate World Swim Day in a unique, team-driven format.

    Support Florida’s Wildlife Corridor—every splash makes a difference.

    Challenge yourself in a dynamic, fast-paced environment.

    Make memories with friends, teammates, and fellow water enthusiasts.

    Gather your crew, strategize your relay order, and dive into an event like no other. Let’s make waves together!

    Register Now and be part of a movement that’s wild at heart.

    See full details
    4 MilesOpen WaterRunSwim via RunSignup
  • Distance: 7.5 km from Madeira Beach
    Sun, Nov 08, 2026 at 8:00 AM

    Join us for the annual Turkey Trails 5k/10k/Half Marathon! A fun, Thanksgiving-themed event that is perfect for the whole family.

    The fun includes -

    • Great Swag - designer shirt & custom medal

    • Chip-timing with live results and awards

    • Free photos

    • Delicious Treats waiting at the finish line

    • Plenty of fun

    Grab your friends and family, you are not going to want to miss this one!

    Can't make the race? No problem! We offer a virtual race option where you can run anywhere, at any time, and still earn the fun swag!

    *Youth-based pricing for the 5k/10k, 12 & Under are only $17!

    • Half Marathon registration includes a custom bib, designer shirt, and an awesome finisher medal!

    • 5k/10k registration includes a custom bib, designer shirt, and an awesome finisher medal!

    • 1 Mile registration is untimed and includes a custom bib, designer shirt, and an awesome finisher medal!

    • The kid's dash is a fun, untimed dash for our kiddos ages 10 and under. Registration includes a mini bib, youth-sized shirt, and a specifically crafted medal for our kids' dash event! (If your child wants to run the kid's dash, and doesn't want the SWAG, they are welcome to run with us on race day for free!)

    *Register by midnight on Thursday, two Thursdays before race day, to guarantee your shirt!

    See full details
    1 Miles3.1 Miles6.2 Miles13.1 MilesRunTrailVirtual via RunSignup
  • Distance: 6.8 km from Madeira Beach
    Sat, Dec 12, 2026 at 8:00 AM

    Kick off your morning with a sunrise 5K or walk as the early morning low tide exposes the wide, hard-packed shoreline of Treasure Island’s beautiful beaches —perfect for running, walking, or strolling!

    For competitive runners and walkers, this is an out-and-back chip-timed 5K. For a slower pace, enjoy a 1-mile Fun Run or Walk—a great way to soak in the sea air and enjoy the sound of the waves. Gather family and friends for this fun event, or come solo and make new friends!

    Little ones can burn off their morning energy in the 100-meter Turtle Dash—a fun and fast sprint just for kids!

    Finish off with a cool race shirt, medal, live music, local food tastings, and a complimentary beer, seltzer, or mimosa —all included with registration!

    See full details
    1 Miles5kFun RunRunWalk via RunSignup
  • 12621 102nd Avenue, Seminole, Florida, 33778, United States
    OpenStreetMap Google Maps
    Distance: 6.9 km from Madeira Beach
    Sun, Dec 13, 2026 at 8:30 AM

    5K/10K/Half Marathon

    • Premium Run Santa Run Hoodie

    • Christmas Tree Ornament Finishing Medal

    • Christmas Music

    • Holiday MoonPies!

    Embark on a festive journey through our Christmas-themed race series, Run Santa Run, offering options for every level of runner with our 5K, 10K, and half marathon routes. As you RUN or WALK through the winter wonderland, the air is filled with the merry melodies of Christmas music, infusing every step with holiday cheer. Recharge at the finish line with an array of delectable sweets, from candy canes to ginger bread cookies ensuring a sweet reward for your hard-earned miles.

    But the true prize awaits as you receive our magnificent finishing medals, each one a shining testament to your endurance and holiday spirit. And don't forget to grab one of our stylish participant shirts, featuring charming designs that capture the essence of the season. As the perfect finale, meet our live Santa Claus, ready to spread joy and pose for unforgettable photos, ensuring that your Christmas memories are as magical as the race itself. Join us for a celebration of fitness, fun, and the most wonderful time of the year!

    #RunSantaRun

    See full details
    5k10kHalf MarathonRun via RaceRoster
  • Park Boulevard North, Seminole, Florida, 33772, United States
    OpenStreetMap Google Maps
    Distance: 4.2 km from Madeira Beach
    Sun, Dec 20, 2026
    5k10kHalf MarathonRun via World's Marathons
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