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50 running and walking events in Naples, Florida

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

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  • GCR/Elevate - Offseason Track Workouts [gcrunner.org] [Register at runsignup.com]

    Mon, Jan 26, 2026 at 5:30 PM

    Description

    From Jan 26th until March 4th we will be conducting practice(s) at the Naples HS Track for our workouts on MONDAY AND WEDNESDAYS (See specific schedule below).

    (This is SESSION 1 - Session 2 will...

    From Jan 26th until March 4th we will be conducting practice(s) at the Naples HS Track for our workouts on MONDAY AND WEDNESDAYS (See specific schedule below).

    (This is SESSION 1 - Session 2 will begin after spring break on March 16),

    Coach Moomaw, Coach Barone, Coach Loux, and Coach Lauren will be assisted by other members of the GCR Youth Team Staff. Our GCR Youth Team Elementary Coordinator is Lauren Osborne. Lower grades parents K-2 are expected to stay on site during the 1 hour practice. Must be able to tie shoes and be bathroom independent.

    The Middle School workouts, led by Elevate Training and Coach Moomaw, will be specifically geared towards athletes preparing for either the 400/800, 800/1600, or 1600/3200 (If you aren't sure, we will figure it out!)

    Coaches will also be available to offer specialized training in the jumps, sprints, relays, throws (including turbo javelin) and more!

    Team jerseys are provided free for those signing up for the FIRST time in the 2025-26 school year (same uniform as XC for all others!)

    Scholarships - ALWAYS AVAILABLE!

    Sibling discount - Sign up 2 kids and get a 10% discount on both by entering “2nd sibling” at checkout!

    Sign up 3 or more children, and get a 25% discount on ALL 3 (or more!) of your kids registration fees. Just enter code “3rdkid” when checking out to see your discounted rate!

    JANUARY/ FEBRUARY/MARCH Dates

    Session 1: Pre-Track and Field

    January: 26, 28

    February 2, 4, 9, 18, 23, 25

    March 2, 4

    A prorated price automatically reduces each week

    TBA: GCR YOUTH STATE QUALIFIER TRACK AND FIELD MEET.

    **entry is free/included for our members!

    Elementary Coordinator Contact info: Lauren Osborne ----> Email: [email protected]

    Middle School Coordinator Contact info: Justin Moomaw ----> [email protected]

    Run

    Naples, Florida, 34102, United States
    OpenStreetMap Google Maps
  • 6th Annual Jean Heuschen Memorial Gran Fondo presented by Naples Cyclery & Kelly Passidomo Kelly [runsignup.com]

    Sun, Feb 15, 2026 at 7:00 AM

    Description

    Welcome to the 6th Annual Jean Heuschen Memorial Gran Fondo presented by Naples Cyclery & Kelly Passidomo Kelly

    Date: Sunday, February 15, 2025

    Time: 7:00 AM

    Location: Naples Cyclery (Side Parking...

    Welcome to the 6th Annual Jean Heuschen Memorial Gran Fondo presented by Naples Cyclery & Kelly Passidomo Kelly

    Date: Sunday, February 15, 2025

    Time: 7:00 AM

    Location: Naples Cyclery (Side Parking Lot)

    813 Vanderbilt Beach Rd, Naples, FL 34108

    Choose from 3 Rides: Piccolo Fondo 30 miles, Medio Fondo 62 miles, Gran Fondo 100miles

    Join us for a coastal loop to Captiva and back in memory of Jean Heuschen. All proceeds benefit Naples Pathways Coalition and their mission to combat distracted driving and make riding and walking in SW Florida safe.

    • Registration opens at 6:15am. Every participant must check in and sign a waiver.

    • $15 discount for Naples Velo members (discount applied at checkout)

    • Decide when you ride—time your ride to get back in time for the afterparty or start during our suggested time frames and ensure you'll be with riding friends:100 miles- 7am, 62 miles- 8am, 30 miles- 9:30am

    • KOM/QOM competition* on the Sanibel causeway presented by Lipman Family Farms with Free custom jerseys for age-group winners: Women: under 30, 30+, 40+, 50+, 60+, 70+ Men: under 30, 30+, 40+, 50+, 60+, 70+ *Must be a Velo member and have a public profile on Strava to participate. No E-bikes. Participants that register day of are not eligible.

    • Jersey pick up is Friday, Feb 13 from 11-3pm at Naples Cyclery

    • New ride jerseys for pre-purchase before December 15th & FREE socks by Safetti when you pre-register

    • 3 rest stops, first aid & sag support but bring what you need to repair a flat

    • Afterparty in the Naples Cyclery parking lot from 11:30am-3pm

    • Complimentary after party food & drink: Pizza from Nunzios and NY Pizza & Pasta, drinks & raffles

    • Vendors tents with freebies: FREE cold plunge by Sweathouz, Discounted recovery IV drips (must pre-book) and FREE compression boots by Reset Wellness Lounge, FREE massage from Sports Massage & Rehab, FREE drinks from Wahi Water and LMNT, FREE sweets & treats from My Naples Kitchen, FREE Jerky from Ripped Jerky, etc.

    ROUTES:

    The course will not be marked, cue sheets will be available, however we strongly urge downloading the routes to your GPS device.

    Piccolo Fondo: 30 miles

    https://connect.garmin.com/modern/course/421295769

    https://ridewithgps.com/routes/53491537

    Medio Fondo: 62 miles

    https://connect.garmin.com/modern/course/421200382

    https://ridewithgps.com/routes/53491535

    Gran Fondo: 100 miles

    https://connect.garmin.com/modern/course/421192262

    https://ridewithgps.com/routes/53491529

    REST STOPS:

    We will provide 3 rest stops equipped with water, sports drink, PB&J, bars, bananas, etc. Please note, they will only be available during certain time frames:

    Huxters Market & Deli - 8:00am - 10:00am

    1203 Periwinkle Way, Sanibel, FL 33957

    Bike Bistro 9:30am - 11:00am

    20351 Summerlin Rd # 114, Fort Myers, FL 33908

    Lovers Key State Park (Bayside Entrance) 10:15am - 12:00pm

    8700 Estero Blvd, Fort Myers Beach, FL 33931, located between Big Carlos Pass and New Pass

    The event will occur rain or shine. No refunds for weather conditions.

    We invite cyclists of all ages and skill levels to join in celebrating the life of Jean Heuschen and helping to support cycling safety awareness in Collier County, Florida. We encourage tax deductible donations of $25, $50 or $100 to the Jean Heuschen Cycling Safety Awareness Fund, administered by Naples Velo Cycling Alliance a 501(c)3. This Fund benefits our partners, Naples Pathways Coalition.

    100 Miles Gran Fondo

    Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Baker Park 5K [runsignup.com]

    Sat, Feb 21, 2026 at 7:30 AM

    Description

    Date: Saturday, February 21, 2026

    Time: 7:30 am

    Location: Baker Park, Naples

    Distance: 5K

    Packet Pick Up: Naples On the Run (20 10th St S. Naples Fl 34102) February 20th from 11am-2pm

    8th Annual Race...

    Date: Saturday, February 21, 2026

    Time: 7:30 am

    Location: Baker Park, Naples

    Distance: 5K

    Packet Pick Up: Naples On the Run (20 10th St S. Naples Fl 34102) February 20th from 11am-2pm

    8th Annual Race to celebrate and support Baker Park

    Proceeds to benefit Baker Park.

    Registration fees:

    Adults - $35 until Feb 20; day of race - $40

    Youth 21 and under - $20 until Feb 20; $25 day of race

    Awards:

    5 deep age group awards, Overall, Master, Grandmaster

    Kids race (2 distance options- 1K or 1 Mile) will start at 8:20 - 8:25 AM (No registration needed)

    5k Run

    100 Riverside Circle, Naples, Florida, 34102, United States
    OpenStreetMap Google Maps
  • 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
  • Hustle for Hope 10k, 5k, and 1Mile [runsignup.com]

    Sat, Feb 21, 2026 at 8:00 AM

    Description

    Join us for year two of The Salvation Army's 10K, 5K, and 1-Mile Fundraiser—a community-focused event dedicated to supporting vital social services. Taking place at North Collier Regional Park, this...

    Join us for year two of The Salvation Army's 10K, 5K, and 1-Mile Fundraiser—a community-focused event dedicated to supporting vital social services. Taking place at North Collier Regional Park, this family-friendly run/walk aims to raise essential funds for programs that provide support to those in need. Participants of all ages and fitness levels are welcome, and every step helps make a difference in our community. Enjoy a day of exercise, camaraderie, and the opportunity to contribute to a meaningful cause. Together, we can make a positive impact and help those who need it most.

    Registration Price Includes:

    Registration includes an event shirt, bib, finisher medal, and food and beverage!

    Participants who sign up on February 13th and after will not be able to receive a Hustle for Hope t-shirt.

    Race Day Information

    On the day of the race please report to North Collier Regional Park at 7:00am. The race will officially commence at 8:00 am and runners will run their designated distance. You should have received your race day supplies at our packet pickup location prior to the race. All runners will be checked in on the day of the race by our volunteers. All runners will be timed by AccuChip Race Timing and will receive their times upon completion of the race. After runners finish their distance, they will receive their Hustle for Hope medal. Runners will also be able to enjoy food and refreshments at the Hustle for Hope tent.

    Your Impact

    By participating in The Salvation Army's 10k, 5K and 1 Mile Fundraiser, runners play a crucial role in supporting our social services that uplift our community. Each registration fee and donation directly contribute to programs providing essential resources like food assistance, rental and utility assistance, and other critical support services for those facing hardship. As runners pound the pavement, they are not only investing in their own health and well-being but also fueling the life-changing initiatives that The Salvation Army offers.

    1 Miles 5k 10k 1Mile Run

    15000 Livingston Rd, Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Viking 5K, 10K, 13.1M & 26.2M at Naples, FL (08) [runsignup.com]

    Sat, Feb 21, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out and back.

    The 5K does the course one time.

    The 10K does the course two times.

    Half Marathon & Marathon Course

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out and back.

    Half Marathon does the course four times.

    Marathon does the course eight times.

    Course Time Limit

    6 hour limit.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles 26.2 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, United States
    OpenStreetMap Google Maps
  • Viking 5K, 10K & 13.1M at Naples, FL (09) [runsignup.com]

    Sat, Feb 28, 2026 at 8:00 AM

    Description

    This race has been postponed. An email will be sent to all registered participants with additional details.

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the...

    This race has been postponed. An email will be sent to all registered participants with additional details.

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    Park on the North side of the Soccer fields.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/5261273176

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5075828347

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    15000 Livingston Rd, Naples, Florida, 34109, 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
  • Medal Madness 5K, 10K & 13.1M at Naples, FL (10) [runsignup.com]

    Sat, Mar 07, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, United States
    OpenStreetMap Google Maps
  • Medal Madness 5K, 10K & 13.1M at Naples, FL (11) [runsignup.com]

    Sat, Mar 14, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    Park on the North side of the Soccer fields.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/5261273176

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5075828347

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    15000 Livingston Rd, Naples, Florida, 34109, 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
  • GCR Youth Track Team - Session 2 [gcrunner.org] [Register at runsignup.com]

    Mon, Mar 16, 2026 at 5:30 PM

    Description

    Gulf Coast Runners is proud to offer Session 2 of our youth team, the Spring track and field season. Our team ranges from beginners in elementary to the most advanced middle school athletes. Specific...

    Gulf Coast Runners is proud to offer Session 2 of our youth team, the Spring track and field season. Our team ranges from beginners in elementary to the most advanced middle school athletes. Specific coaching assignments are below:

    Grades 1-3 - Coach Stephen Foley

    Grades 4 & 5 - Coach Cassie Barone

    Middle School Distance/ Director - Coach Justin Moomaw

    Middle School Mid Dist/ Sprints - Coach Barone

    Elementary Director - Lauren Osborne

    Team jerseys are provided free for those signing up for the FIRST time in the 2025-26 school year (same uniform as XC for all others!)

    Scholarships - ALWAYS AVAILABLE!

    Sibling discount - Sign up 2 kids and get a 10% discount on both by entering “2ndsibling” at checkout!

    Sign up 3 or more children, and get a 25% discount on ALL 3 (or more!) of your kids registration fees. Just enter code “3rdkid” when checking out to see your discounted rate!

    Location is Naples HS track (use 22nd Ave N entrance to NHS, NOT golden gate parkway)

    Practice Dates March - 3/16, 3/18, 3/23, 3/30

    Practice Dates April - 4/1, 4/6, 4/8, 4/13, 4/15, 4/20, 4/22, 4/27, 4/29

    Practice Dates May - 5/4, 5/6 (MS state qualifiers only on 5/11 & 5/13)

    Run

    Naples, Florida, 34102, 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: [email protected] / [email protected]

    5k Run Walk

    100 Riverside Circle, Naples, Florida, 34102, United States
    OpenStreetMap Google Maps
  • Medal Madness 5K, 10K, & 13.1M at Naples, FL (12) [runsignup.com]

    Sat, Mar 21, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    All finishers will receive a themed medal.

    Best Costume

    Wearing a costume is not required, but we do encourage it.

    At the beginning of each race, we take a group photo.

    The best costume will be awarded at the beginning of the race.

    Series Points

    This race earns points towards the US Road Running Race Series.

    For more information, go to https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, 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
  • Pirate 5K, 10K & 13.1M at Naples, FL (14) [runsignup.com]

    Sat, Apr 04, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    All finishers will receive a themed medal.

    Best Costume

    Wearing a costume is not required, but we do encourage it.

    At the beginning of each race, we take a group photo.

    The best costume will be awarded at the beginning of the race.

    Series Points

    This race earns points towards the US Road Running Race Series.

    For more information, go to https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, 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
  • Pirate 5K, 10K & 13.1M at Naples, FL (15) [runsignup.com]

    Sat, Apr 11, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    Park on the North side of the Soccer fields.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/5261273176

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5075828347

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    15000 Livingston Rd, Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Pirate 5K, 10K & 13.1M at Naples, FL (16) [runsignup.com]

    Sat, Apr 18, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    All finishers will receive a themed medal.

    Best Costume

    Wearing a costume is not required, but we do encourage it.

    At the beginning of each race, we take a group photo.

    The best costume will be awarded at the beginning of the race.

    Series Points

    This race earns points towards the US Road Running Race Series.

    For more information, go to https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, United States
    OpenStreetMap Google Maps
  • Pirate 5K, 10K & 13.1M at Naples, FL (17) [runsignup.com]

    Sat, Apr 25, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    Park on the North side of the Soccer fields.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/5261273176

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5075828347

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    15000 Livingston Rd, Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Luau 5K, 10K, & 13.1M at Naples, FL (18) [runsignup.com]

    Sat, May 02, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    All finishers will receive a themed medal.

    Best Costume

    Wearing a costume is not required, but we do encourage it.

    At the beginning of each race, we take a group photo.

    The best costume will be awarded at the beginning of the race.

    Series Points

    This race earns points towards the US Road Running Race Series.

    For more information, go to https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, United States
    OpenStreetMap Google Maps
  • Luau 5K, 10K, & 13.1M at Naples, FL (19) [runsignup.com]

    Sat, May 09, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    Park on the North side of the Soccer fields.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/5261273176

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5075828347

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    https://usroadrunning.com/FinisherMedals.php

    Shirt and Gear Shop

    https://usroadrunning.com/Gear.php

    Best Costume

    https://usroadrunning.com/BestCostume.php

    Series Points

    https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    15000 Livingston Rd, Naples, Florida, 34109, United States
    OpenStreetMap Google Maps
  • Luau 5K, 10K, & 13.1M at Naples, FL (20) [runsignup.com]

    Sat, May 16, 2026 at 8:00 AM

    Description

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site...

    Race Information

    The race starts at 8:00 AM.

    Packet pickup starts 30 minutes before the race and ends 10 minutes before the race starts.

    All runners must register on RunSignup.

    No on-site registration.

    Additional Information

    The start location is located by the tennis courts.

    This course is made of asphalt.

    The bathrooms are located in the pavilion by the starting line.

    5K & 10K Course (1.56M)

    https://www.mapmyrun.com/routes/view/4846832665

    The course is an out-and-back (3.11M)

    The 5K does the out-and-back one time.

    The 10K does the out-and-back two times.

    Half Marathon Course (1.64M)

    https://www.mapmyrun.com/routes/view/5459931661

    The course is an out-and-back (3.28M).

    The Half Marathon does the out-and-back four times.

    Course Time Limit

    3 hours and 30 minutes.

    Finisher Medals

    All finishers will receive a themed medal.

    Best Costume

    Wearing a costume is not required, but we do encourage it.

    At the beginning of each race, we take a group photo.

    The best costume will be awarded at the beginning of the race.

    Series Points

    This race earns points towards the US Road Running Race Series.

    For more information, go to https://usroadrunning.com/S.php

    Awards

    https://usroadrunning.com/Awards.php

    Frequently Asked Questions and Information

    https://usroadrunning.com/FAQ.php

    US Road Running

    https://usroadrunning.com

    5k 10k 13.1 Miles Run

    11565 Tamiami Trail E, Naples, Florida, 34112, United States
    OpenStreetMap Google Maps

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