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10 walking events in Naples, Florida

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

  • Paladin 5K & 1 Mile Run/Walk [masonacademy.com]

    Sat, Feb 21, 2026

    1 Miles 5k Run Walk

    3073 South Horseshoe Drive, Naples, Florida, 34104, United States
    OpenStreetMap Google Maps
  • Naples Bike Brunch & Walk [naplespathways.org] [Register at runsignup.com]

    Sun, Mar 01, 2026 at 7:30 AM

    Description

    NPC's 20th Annual Naples Bike Brunch and Walk is Southwest Florida's biggest and best spring ride. Join us at Cambier Park on Sunday, March 1, 2026.

    Choose from 62, 30, 20, 10, and 5-mile biking...

    NPC's 20th Annual Naples Bike Brunch and Walk is Southwest Florida's biggest and best spring ride. Join us at Cambier Park on Sunday, March 1, 2026.

    Choose from 62, 30, 20, 10, and 5-mile biking routes - plus a 3 mile walking option. Children under 12 ride or walk FREE with a paid adult on the 5 and 10-mile bike routes or walk.

    Fuel for the Ride - Enjoy a light breakfast before you head out and refuel along the way at our conveniently located rest stops.

    SAG Support - Our local bike shops and AAA will provide expert SAG support.

    Post-Ride Lunch - When you return, dig into a hearty, delicious catered lunch by Jason's Deli! A beer, lemonade, or water is included with lunch. Additional beer will be available for $5 each.

    Post-Ride Activities - Stay for beer, music, and many great treasures to win in our raffle! Tickets are $5 each, or five raffle tickets for $20.

    Shirts - The first 300 to register will receive an awesome commemorative shirt included with registration! (We'll try our best to have your preferred size but can't guarantee.) Shirts are NOT included for children who ride free, but they are available for purchase in adult sizes.

    Packet Pick Up - You can pick up your packet at Jason's Deli,( 2700 Immokalee Rd, Naples 34110), on Saturday, February 28, from 11 am to 1 pm. You may also pick up your packet on Sunday before the event, but please allow plenty of time, as there will probably be a line.

    Routes - Due to construction at the Four Seasons, which is taking much longer than expected, we are updating our route maps. They will be published as soon as they are available.

    Event Schedule

    6:30 am… Registration and Breakfast Open

    7:30 am - 62 Mile Ride Start - https://ridewithgps.com/routes/53971861

    8:30 am - 30 Mile Ride Start - https://ridewithgps.com/routes/53738703

    9:30 am - 20 Mile Ride Start - https://ridewithgps.com/routes/53953729

    10:00 am - 10 Mile Ride Start - https://ridewithgps.com/routes/45091366

    10:10 am - 5 Mile Ride Start - https://ridewithgps.com/routes/49227934

    10:15 am - 3 Mile Walk Start - https://ridewithgps.com/routes/53947454

    11:00 am – 1:00 pm… After Party - food, beer, music, sponsor expo, and more!

    12:00 pm… Raffle Drawings - must be present to win

    *Participants riding Pedal-Assist Electric Bikes, Tandems, and Trikes are welcome.

    ** Helmets and closed-toe shoes are required for every rider. Sorry, but we cannot make any exceptions due to safety and insurance requirements.

    5 Miles 10 Miles 20 Miles 30 Miles 62 Miles Run Walk

    Naples, Florida, 34102, United States
    OpenStreetMap Google Maps
  • 6th Annual I Love the 80s 5K Naples [victorysportsmgt.com] [Register at runsignup.com]

    Sun, Mar 15, 2026 at 7:30 AM

    Description

    6th Annual I Love the 80's 5K

    March 15, 2026

    North Collier Regional Park

    The 2026 I Love the 80’s 5K brings a blast of neon nostalgia to North Collier Regional Park on March 15, 2026, celebrating...

    6th Annual I Love the 80's 5K

    March 15, 2026

    North Collier Regional Park

    The 2026 I Love the 80’s 5K brings a blast of neon nostalgia to North Collier Regional Park on March 15, 2026, celebrating everything bold, bright, and unforgettable about the 1980s. Runners and walkers will be surrounded by the sights and sounds of the decade—think vibrant colors, big hair, leg warmers, and the iconic beats that defined a generation. Whether you lived through the era or just love its wild style, this event is your chance to step back in time and enjoy a fun, upbeat run filled with retro flair and positive energy.

    This totally rad 5K isn’t just about crossing the finish line—it’s about the full 80’s experience. Participants can enjoy a costume contest, music and dancing, and 1980’s trivia, making the event as entertaining as it is active. Get ready for an electric atmosphere where everyone is encouraged to dress up, dance it out, and embrace the fun spirit of the decade. With great vibes, exciting activities, and a spirited run through North Collier Regional Park, the 2026 I Love the 80’s 5K promises to be an event you won’t forget—because in this race, the 80’s are back and brighter than ever!

    5k Run Walk

    15000 Livingston Rd, Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • City of Naples Spring Into Sunset 5K Presented by Tacos & Tequila Cantina [runsignup.com]

    Fri, Mar 20, 2026 at 6:00 PM

    Description

    This 5K portion of this event is sold out. The vendor village will be open to the public from 5:00 - 8:00 PM. Come out and enjoy local vendors, food trucks, music and sunset!

    🏃‍♂️City of Naples...

    This 5K portion of this event is sold out. The vendor village will be open to the public from 5:00 - 8:00 PM. Come out and enjoy local vendors, food trucks, music and sunset!

    🏃‍♂️City of Naples Spring Into Sunset 5K Presented by Tacos & Tequila Cantina🏃‍♂️

    Join us on the first day of spring for the inaugural City of Naples Spring Into Sunset 5K and enjoy sunset miles through beautiful Baker Park. 🌸🏃‍♀️.

    🎟 Packet Pick-Up Options

    We strongly suggest pre-race packet pick-up to avoid race-day lines!

    Wednesday, March 18th | 3:00 – 5:00 PM

    New Balance Naples

    8799 Tamiami Trl N Ste 102, Naples, FL 34108

    👉 Be sure to check your swag bag for a $20 off coupon to New Balance!

    Thursday, March 19th | 5:30 – 7:30 PM

    Compass Hotel by Margaritaville Naples

    4805 Tamiami Trl N, Naples, FL 34103

    Compass Hotel will have special giveaway envelopes for runners who pick up their packets at the hotel. Each envelope includes a prize ranging from:

    $10 credit to their 5 O’Clock Somewhere Bar & Grill

    Up to a 2-night stay

    Or even a $500 gift card

    🎶 Enjoy live music poolside by Ralph Curtis beginning at 6:00 PM!

    🏁 Race Day Packet Pick-Up

    If you are unable to attend a pre-race pick-up:

    Friday, March 20th | 5:00 – 5:45 PM

    At this time, you will receive your bib only. Swag bags may be picked up from the registration table in the Vendor Village beginning at 6:45 PM.

    🚗 Parking Information

    Parking at Baker Park is limited — please arrive early.

    A parking garage is located at:

    401 11th St S, Naples, FL 34102

    Additional street parking is available along Riverside Circle.

    🏃‍♂️ Start Line & Course Information

    The race will begin promptly at 6:00 PM.

    Pace signage will be posted near the start line. Please line up according to your anticipated pace:

    8 minute mile & under – Front

    11 minute mile & under

    13 minute mile & under

    Walkers & strollers – Back

    We will be utilizing wave starts to help break up the crowd. This is a chipped event, meaning your official time begins when you cross the start line and ends when you cross the finish line.

    🔔 Important Reminders:

    This is a sold-out event — your bib must be clearly visible at all times.

    Finishers medals will only be distributed to registered participants with visible bibs.

    If a registered child is riding in a stroller, please ensure their bib is clearly visible.

    The course is an out-and-back along the Greenway.

    There will be one water stop on the course that you will pass twice.

    Dogs are welcome but must be leashed.

    Parts of the course are narrow — please run/walk no more than two across.

    Walkers and strollers should start in the back to allow racers to start in the front.

    This is a public park — please be courteous and share the pathway.

    🏆 Awards

    Awards Ceremony: 7:00 PM

    Top Overall Male & Female

    Top 3 per age group:

    10 & under, 11–19, 20–29, 30–39, 40–49, 50–59, 60–69, 70–79, 80–89

    🎉 Vendor Village – What Makes This 5K Unique! 🌮

    Open to the public from 5:00 – 8:00 PM.

    Featured vendors include:

    Tacos & Tequila Cantina Food Truck (margaritas & beer available!)

    Travelin' Tom's Coffee Truck

    4Ever Young

    New Balance Naples

    Porsche Naples

    Toe Beanz Sourdough

    Nothing Bundt Cake

    Juicelation Naples

    Permanent Jewelry

    Rita's Italian Ice

    And many more local favorites!

    Be sure to stop by Compass Hotel by Margaritaville Naples who will be handing out $25 gift certificates to their 5 O’Clock Somewhere Bar & Grill!

    🌧 Weather Policy

    This event happens rain or shine. For any weather delays, please check the City of Naples Parks & Recreation Facebook page.

    🎉All runners will be entered into a drawing for a complimentary 2-night stay in their Studio Suites at Compass Hotel by Margaritaville Naples!

    🌟 The Inaugural Event Features

    👕 Custom Spring Into Sunset race t-shirt - Sizes guaranteed for runners registered by February 23, 2026

    🏅 Finisher medals for all who cross the line

    🥇 Age group awards for top finishers & overall male/female winners

    ⏱️ Chip-timed by Endurance Sports Timing

    🍬 Vendor Village with treats and local favorites

    🎉 Family-friendly, festive atmosphere with music and post-race fun

    📍 Location: Baker Park, Naples, FL

    🕕 Race Time: 6:00 PM — perfectly timed for sunset views 🌅 along the Gordon River

    🎟️ Registration Includes: Race bib, custom t-shirt, finisher medal, treats, and more!

    🗺️ The Course

    Runners will take on a scenic in-and-out course through Baker Park, crossing the Gordon River and heading back as the sky lights up at sunset. Flat, fast, and unforgettable—this is a course you’ll want to run and enjoy.

    🎶🍔 Post-Race Vendor Village - Vendor Village is open from 5:00 - 8:00 PM

    Stick around after the race and keep the celebration going! Enjoy a lively vendor village featuring food trucks 🚚, music 🎶, and local vendors. Refuel, relax, and soak in the sunset vibes as you celebrate your finish at Baker Park.

    Vendor Village:

    Tacos & Tequila Cantina

    New Balance Naples

    4Ever Young Naples

    Travelin' Tom's

    Compass Hotel by Margaritaville Naples

    Warehouse Services

    Lolli Poppy

    FC Naples

    Wellfit Girls

    Maddie's Sweet Lemonade

    Gone Bananas Naples LLC

    Proscan Imaging at NCH

    Othello and Friends

    Kelly Roofing

    Toe Beanz Sourdough

    Porsche Naples

    The William Stacey Team

    Practice Yoga Naples

    Restore Hyper Wellness

    AT&T

    The Great Canoe Races of Naples

    The Naples Airport

    Fun Time Academy Naples

    Nothing Bundt Cakes

    Sweat 440 Naples Mercato

    Lucky Links

    Low Tide Designs

    Juicelation Naples

    Rita's Italian Ice

    💥 Why You’ll Love It

    🌅 Sunset run through one of Naples’ most beautiful parks

    🎉 Friday-night race energy with a post-race party

    🍴 Food, music, and local vendors on site

    👟 Perfect for competitive runners, casual joggers, first-time racers and walkers

    🏁 A brand-new event—you’ll be part of history!

    🙌 Join Us

    Don’t miss your chance to be part of the very first Spring Into Sunset 5K. Bring your friends, bring the hype, and run into the sunset! 🌅

    Children under 3 (Dogs (must be leashed at all times) & Jogging Strollers) are more than welcome to join in the fun at our 5K! While they do not need to be registered to participate, please note that only registered participants will receive a medal, shirt, and bib.

    The path in Baker Park and the Greenway are narrow, please be aware there are non-race pedestrians sharing the path with you. Baker Park and the Greenway are open to the public at all times.

    Top Overall Male / Female Award, Top 3 Age Division Awards – (10 & Under, 11-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80-89).

    The running portion of this event is a registered / bib required race. The Vendor Village is open to the public!

    If you are interested in sponsorship / volunteer options, please contact Brianna or Kelly: Blove@naplesgov.com / Klee@naplesgov.com

    5k Run Walk

    100 Riverside Circle, Naples, Florida, 34102, United States
    OpenStreetMap Google Maps
  • Run for Music 10K & 5K [runsignup.com]

    Sat, Mar 28, 2026 at 7:30 AM

    Description

    The Friends of Artis—Naples will present a 10K and 5K run/walk benefiting Artis—Naples’ youth education programs on Saturday March 28.

    5K & 10K Start - 7:30am

    Course start, direction, and finish will...

    The Friends of Artis—Naples will present a 10K and 5K run/walk benefiting Artis—Naples’ youth education programs on Saturday March 28.

    5K & 10K Start - 7:30am

    Course start, direction, and finish will be the same. Refer to the course maps for each turnaround. Signage will be posted.

    The out and back course begins and ends at Artis—Naples and runs through beautiful Pelican Bay.

    Packet Pick up: March 27, 2026 11am-2pm Naples on the Run (20 10th. St. S. Naples Fl. 34102)

    Raceday Pickup: March 28, 2026 beginning at 6am at Artis—Naples

    Registration includes shirt & finisher medal

    Age Group, Master, Grandmaster, Senior Grandmaster

    10K Event Pricing

    $45 until Race Day

    $50 day of registration

    5K Event pricing

    $35 until race day

    $40 day of registration

    5k 10k Run Walk

    5833 Pelican Bay Boulevard, Naples, Florida, 34108, United States
    OpenStreetMap Google Maps
  • 5k Fitness Party 8.0 [runsignup.com]

    Sat, Mar 28, 2026 at 8:00 AM

    Description

    Running and yoga meet party time!!

    This event is a special collaboration of fitness snippets, lead by a combination of unique fitness leaders in your community. Bayshore Run Club presents this...

    Running and yoga meet party time!!

    This event is a special collaboration of fitness snippets, lead by a combination of unique fitness leaders in your community. Bayshore Run Club presents this collaboration of local fitness highlights, local vendor samples, an amazing dj, drinks, a food truck, raffles, and connection on all levels. We invite everyone to come have a wonderful morning with us!

    Run/walk first, wear sneakers. Complete at any pace or level. (1 hour to complete course)

    Yoga to calm us, you’ll need a mat. (45 min)

    All levels encouraged!

    All registrations will be donated to the Bali Children’s Foundation. An organization I will be hands on supporting in May 2026. Your donations will allow the children’s of Bali to have better education, more youth centers, and a better future.

    Thank you!

    3 Miles 5k Run Walk

    Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Walk in My Shoes 2026 - Naples [laurenskidswalk.org] [Register at runsignup.com]

    Tue, Apr 07, 2026 at 9:30 AM

    Description

    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...

    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 NAPLES

    Date: Tuesday, April 7th, 2026

    Start location: Project HELP Inc. - 3050 Horseshoe Dr N Building B, Suite 280 Naples, FL 34104

    Registration Begins: 9:30 AM

    Walk Start: 10:30 AM

    Details:

    Join us for a 4-mile walk to The Children's Advocacy Center (5405 Park Central Ct Naples, FL 34109) — with the opportunity to stop or continue walking our full 6-mile route to Publix Super Market at Naples Walk (2450 Vanderbilt Beach Rd Naples, FL 34109)! An UBER code will be provided to walkers to cover the cost of a ride back from the walk.

    6 Miles Walk

    Building B Horseshoe Dr N, Naples, Florida, 34104, United States
    OpenStreetMap Google Maps

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