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13 walking events in Pensacola, Florida

From big races to Saturday morning group runs—find walking events and connect with the local endurance sports community.

13 events
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Pensacola

13 events in Pensacola
  • Sat, Mar 07, 2026 at 9:00 AM

    Please join us for the 49th Annual McGuire's St. Patrick's Day Prediction 5K Run on Saturday, March 7, 2026 at 9 a.m.

    Your registration fee includes a McGuire's 5K Run Shirt and the best Post-Race party around, with live entertainment, Irish Fare, Irish Wakes, Bud Light, McGuire's Red Ale and Soft Drinks.

    Packet pickup will be held on Friday, March 6, 2026 from 10 a.m. to 8 p.m. and on RACEDAY from 6:30 a.m. to 8 a.m.

    5K CERTIFIED COURSE (3.1 miles) Starts and finishes at McGuire’s Irish Pub in Downtown Pensacola. You must be able to run or walk 3.1 miles in under one hour. The course will open to traffic at 10 a.m. Stragglers will be picked up by McGuire’s bus.

    RULES FOR A PREDICTION RUN

    Each runner/walker predicts how long it will take them to complete the 3.1 mile course. the finishers who come closest to the time predicted on their registration form wins. The use of watches or timing devices will be considered an unfair advantage and the participant will be disqualified. the computer time will be the official time. To be eligible you must enter a predicted time on your application.

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    5kRunWalk via RunSignup
  • 236 W. Garden Street, Pensacola, Florida, 32502, United States
    OpenStreetMap Google Maps
    Sat, Mar 21, 2026 at 6:00 AM

    🌊🍷 WAVES 2 WINE 5K

    5k run & Competitive walk divisions

    8-Week Training Program

    Train with Fleet Feet and graduate at the Waves 2 Wine 5K on May 16, 2026!

    (Not necessary to register or do the 5k at the end)

    (Waves 2 Wine 5k registration not included with this training)

    Whether you’re walking, speed walking, or running your first 5K, this program is designed to help you feel confident, supported, and ready on race day.

    🗓 PROGRAM DETAILS

    Start Date: Saturday, March 21, 2026

    Graduation Race: Saturday, May 16, 2026

    Program Length: 8 weeks

    📍 Training Location:

    Fleet Feet Pensacola

    236 W Garden St, Downtown Pensacola

    👟 TRAINING OPTIONS

    ✔ 5K Run Training

    ✔ Walking Group

    ✔ Competitive Walk Training

    ⏰ WEEKLY SCHEDULE

    Two in-person meetups per week:

    Thursdays at 6:15 PM

    Saturdays at 7:00 AM

    Plus:

    ✔ Two “on-your-own” homework days each week

    ✔ Structured plan provided to guide you safely

    👥 WHO IS THIS FOR?

    This program is for everyone, including:

    Beginners

    Walkers

    Competitive walkers

    First-time 5K participants

    Anyone looking for structure, accountability, and community

    No prior experience required.

    💡 OUR TRAINING PHILOSOPHY

    At Fleet Feet, we train with purpose:

    Good Form

    Community

    Accountability

    Gradual progression (10% build per week)

    This proven approach helps reduce injury risk and leads to consistent success.

    🎓 GRADUATION DAY

    Your hard work leads to one goal:

    🏁 Complete the Waves 2 Wine 5K on May 16, 2026

    Celebrate your accomplishment and keep training with Fleet Feet throughout the year as we tackle new goals together.

    👉 Join the Waves 2 Wine Training Program today

    🎉 Your graduation day awaits!

    https://runsignup.com/Race/FL/GulfBreeze/WAVES2WINE5K

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    5kRunWalk via RunSignup
  • Sat, Apr 04, 2026 at 8:00 AM

    The JellyBean 5K (JB5K) Run/Walk is an annual fundraiser that supports Trinity Presbyterian Church's Outreach and Service Projects. This year's Race Beneficiary will be our very own Manna Food Pantries. Local to our area, Manna Food Pantries' mission is to offer emergency food assistance, serve the food-related needs of vulnerable populations, and engage the entire community in the fight against hunger. Manna is a local grassroots organization fighting hunger in Escambia and Santa Rosa counties. They provide groceries directly to individuals and families in need, free of charge. Manna does not receive government funding and relies on funding from individuals, foundations, faith-based organizations, businesses, and corporations.

    Register today to enjoy a family-friendly event and to help support our neighbors at Manna Food Pantries. All proceeds from the race will go directly to Manna to continue supporting their mission in our community!

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    5kRunWalk via RunSignup
  • Wed, Apr 22, 2026 at 8:00 AM

    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 PENSACOLA

    Date: Wednesday, April 22nd, 2026

    Start location: Gulf Coast Kids House Inc. (3401 N 12th Ave., Pensacola, FL 32503)

    Registration Begins: 8:00 AM

    Walk Start: 9:00 AM

    Details:

    Join us for a 3-mile walk to Town & Country Shopping Plaza (3300 N Pace Blvd, Pensacola, FL 32505)— with the opportunity to stop or continue walking our full 7-mile route to Sanders Beach Kids Park (913 South I Street, Pensacola, FL 32502)!

    An UBER code will be provided to walkers to cover the cost of a ride back from the walk.

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    7 MilesWalk via RunSignup
  • Sat, May 09, 2026 at 8:00 AM

    Event details and schedule

    4kRunWalk via Active.com
  • Sat, May 23, 2026 at 7:30 AM

    This unique 5K run/walk will Start & Finish at a classic, local landmark. Iconic collector’s medals will be handed out to every finisher. Capture the opportunity to grab the medal to start your collection.

    Don’t Miss: Have you ever painted the World Famous Graffiti Bridge?

    Well here’s your chance. We will be closing down the street 2 hours prior to the race start for you to have access to the Bridge. Unless a train comes you’ll have uninterrupted access to “Tag” the bridge. #BYOPaint

    Packet Pick Up

    Friday, May 22nd 2026

    3p – 6p | Running Wild Pensacola

    Saturday, May 23rd

    6:15a – 7:00a | 17th Ave. (Race start line)

    BYOPaint

    Paint the bridge between 6:30am-7:30am

    Race Start Time: 7:30 AM

    Parking is available on all side streets in East Hill. Please do not block driveways and please do not park at Bagelheads or other businesses that are open during the event.

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    5kRunWalk via RunSignup
  • Sat, Jun 06, 2026 at 7:00 AM

    Join BRACE for the 2026 Disaster Dash 5K Run/ Walk!

    Located in Seville Square, the Disaster Dash 5K will kick off hurricane season by helping raise awareness of the ways our community can be prepared before, during and after a disaster. The goal is to encourage everyone to become more disaster prepared.

    Route:

    This super flat course, a 3.1 mile run/walk through beautiful, historic downtown Pensacola will start and end at Seville Square.

    Race begins at 7:00 AM.

    Test your limits and set new PRs on this picturesque course.

    Strollers and registered service animals are permitted on the course.

    After Party:

    Following the race, join BRACE for the free family-friendly afterparty where you will have the opportunity to learn how YOU can be better prepared for the upcoming hurricane season! There will be a live DJ and booths from our sponsors.

    Why Run?

    Proceeds from this event will go towards supporting Long-Term Recovery Efforts after a disaster, the Escambia Community Emergency Response Team (CERT), the Pensacola Fire Corps, and education opportunities that make our community more disaster resilient. Don't miss out on this incredible chance to change lives, create memories, and be part of a community that believes in making a difference.

    What do I get?

    With your paid registration you will receive a race packet which includes goodies from all of our sponsors, a finisher medal and a limited edition race shirt. Shirt sizes are limited and not guaranteed, so sign-up today!

    Awards

    Awards will be given for top overall, and top two in each age group.

    More Information

    For more information about what we do and how YOU can become involved, please visit:

    https://bereadyalliance.org

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    5kRunWalk via RunSignup
  • 130 E Government St, Pensacola, Florida, 32502, United States
    OpenStreetMap Google Maps
    Sat, Jul 04, 2026 at 12:00 AM

    The 2026 Firecracker 5K will be held in historic downtown Pensacola and benefits Ronald McDonald House Charities of Northwest Florida. The race starts and ends at Seville Quarter and invites both runners and walkers to join the fun. Celebrate our Fourth of July themed race by wearing your red, white, and blue! Following the 5K is the Kids Fun Run. Pick up your finisher's medal and grab a drink to enjoy giveaways and more at our McDonald's After Party inside Seville Quarter!

    Registration Deadline: Please note that regular registration ends on Thursday, July 2nd at 11:59pm and late registration pricing of $50 will be in effect from Friday, July 3rd at 12:00AM until the race start time on Saturday, July 4th.

    Packet Pickup: Please pick up your race packet on Friday, July 3rd from 4:00-7:00pm at Apple Annie's within Seville Quarter (130 E Government St, Pensacola, FL 32502). Packet pickup is also available on race day from 6:00-6:45am within Seville Quarter.

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  • Simon Says · 17400 Perdido Key Drive, Pensacola, Florida, 32507, United States
    OpenStreetMap Google Maps
    Sat, Sep 19, 2026 at 7:30 AM

    Let's celebrate and support our favorite men!

    This is our 13th annual local event to raise awareness to protect the men in our lives and donate to the Prostate Cancer Foundation (PCF), the leading philanthropic organization funding and accelerating research globally. We will donate 100% of the proceeds to the PCF. The PCF has helped build a global research enterprise of nearly $10 billion and have funded more than 2,000 programs at more than 200 research centers in 18 countries since inception in 1993. Until there is a cure for prostate cancer, we need to help the people battling the disease, so let’s put our feet together and Run/Walk for a Cure!!

    Event details and schedule

    Date and time:

    September 19, 2026 7:30am

    Location:

    Flora~Bama's Ole River Grill, Perdido Key

    Distance:

    5.8K road course along Perdido Beach Blvd to the Orange Beach bridge and back

    Registration:

    Register online Active.com until 4 AM September 19 or by mail (entries should be postmarked by September 10). Packet pick-up and race day registration at the Flora~Bama Ole River Grill from Friday, September 18 from 5pm-7:30pm and Saturday, September 19 from 6:30am–7:00am

    Entry fees:

    Pre-registered - $30 Day of Race - $35

    100% of all proceeds will be donated to the Prostate Cancer Foundation. If you would like to make an additional donation to the Prostate Cancer Foundation, please add to entry fee. All additional donations will be donated to the PCF.

    Shirts:

    Register by September 8th to receive a T-shirt. After September 8th upon availability.

    Post-Race Party:

    Registered participants receive free Burgers & Beer provided at the Ole River Grill. (Must be 21 or older for beer.)

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    5.8kRunWalk via Active.com
  • Sat, Oct 17, 2026 at 7:30 AM

    The Chappie James Bridge Run (formerly known as the Bridge to Bridge 5K) will start at the base of the 3 mile Bay Bridge on the Pensacola side and will run over the Bay Bridge into Gulf Breeze, finishing at The Bridge Bar and Sunset Lounge. A LOCAL’S “MUST DO EVENT!” RUN OVER THE 3-MILE BAY BRIDGE and see why the party was voted the “Best Post Race Party”! There will be music, refreshments, plus a beautiful view! Buses will transport runners post-race from Gulf Breeze back to Pensacola.

    Finisher medals for everybody!

    GIVING BACK

    The Chappie James Bridge Run is proud to partner with the Gulf Breeze Rotary Club as our official charity. A portion of every entry will go back to the club to help support their local scholarship foundation.

    Start

    This race starts at the base of the 3-mile Pensacola Bay Bridge on the Pensacola side.

    Start time is 7:30 AM; We will begin walking to the start line at 7:15 AM. All registrants must be checked in no later than 7:15AM.

    Finish

    Finish line is at the other end of the bridge in Gulf Breeze, right next to The Bridge Bar and Sunset Lounge

    Awards

    Overall Top Male and Female

    Overall Masters Male and Female

    Overall Grandmasters Male and Female

    Top 3 in each Age Group for Male and Female

    Top 3 Male and Female Walkers

    Party

    After the race party at The Bridge Bar and Sunset Lounge! There will be food, refreshments, live music and a beautiful view! Buses will transport runners post-race from Gulf Breeze back to Pensacola.* Note: The LAST bus will leave Gulf Breeze at 10 am.

    Parking

    Parking is available on side streets in East Hill Area.

    Packet Pickup

    Packet Pick-Up & Late Registration

    Friday, October 16th

    Location: Running Wild 3012 E Cervantes Street, Pensacola, FL 32501

    Time: 3p – 6p

    Saturday, October 17th (Race Day)

    Location: Visitor Welcome Center 1401 E Gregory St, Pensacola, FL 32502

    Time: 6a – 7a Race Start 7:30 AM

    *Must have ID to pickup packet.

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    5kRunWalk via RunSignup
  • 5151 North 9th Avenue, Pensacola, Florida, 32504, United States
    OpenStreetMap Google Maps
    Sat, Oct 24, 2026 at 9:00 AM

    Angel Dash - Pensacola, FL

    October 24, 2026

    1 Mile Memorial Walk for babies gone too soon

    benefiting the mission of Rachel's Gift

    RunVirtualWalk via RaceRoster
  • 130 E Government St, Pensacola, Florida, 32502, United States
    OpenStreetMap Google Maps
    Thu, Nov 26, 2026 at 8:00 AM

    What better way to start off Thanksgiving Day than by running through the heart of Downtown Pensacola? After last years rave about the course, we’re not changing it. This Pensacola Turkey Trot has been voted one of the best 5K courses in Pensacola.

    BYOM (the “M” is for Mimosas.)

    Feel like celebrating after the Run? Want to raise a glass and cheers to all that you are Thankful for with your fellow runners? Then go ahead and do it. Our team has been able to pull the permit to allow you to cheers with your drink of choice after the event. So pack up your coolers and come celebrate after the run.

    Start & Finish

    This race starts and finishes in front of Seville Square

    399 S Alcaniz St

    Pensacola, FL

    Parking

    There is ample street parking in the area, and city rules are enforced; payment is required after 2 hours.

    Awards

    Overall Top Male and Female

    Overall Masters Male and Female

    Overall Grandmasters Male and Female

    Top 3 in each Age Group for Male and Female

    Top 3 Male and Female Walker

    Party

    The post- race party will be held at Seville Square and the awards ceremony will take place in the pavilion at Seville Square! Food and refreshments will be provided to participants after the race.

    Packet Pickup

    Wednesday, November 25th

    Location: Running Wild

    Time: 3-6 PM

    Race Day, Thursday, November 26th

    Location: Seville Square

    Time: 6:30 am-7:30 am

    Race start time is 8 am!

    If you’re unable to participate, you can transfer your entry no later than 2 weeks prior to the event.

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    5kRunWalk via RunSignup
  • 3012 E Cervantes St, Pensacola, Florida, 32503, United States
    OpenStreetMap Google Maps
    Sat, Dec 12, 2026 at 8:00 AM

    A Pensacola CLASSIC! This FUN Holiday 5k is for the entire family. Bring the kids and hustle along the scenic course, drink hot chocolate, and experience holiday cheer. Party: A fun holiday-themed party for the whole family to enjoy after the race! Delicious Christmas-y treats & hot chocolate, pictures with Santa.

    Awards

    Overall Top Male and Female, Overall Masters Male and Female, Overall Grandmasters Male and Female, Top 3 in each Age Group for Male and Female, Top 3 Male and Female Walkers.

    Packet Pick Up Info

    Friday, December 11th

    Location: Running Wild, 3012 E Cervantes St, Pensacola, FL 32503

    Time: 3 pm – 6 pm

    Race Day, Saturday, December 12th

    Location: Running Wild, 3012 E Cervantes St, Pensacola, FL 32503

    Time: 6:30 am – 7:30 am

    Race Start Time 8 AM

    No Refunds. You may transfer your registration up until two weeks prior to race day, please contact administration.

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    5kRunWalk via RunSignup

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