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Chappie James Bridge Run

Chappie James Bridge Run

calendar_today October 17, 2026 location_on 1401 E Gregory St, Pensacola, North Florida 32502

About This Event

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.

Weather

Frequently Asked Questions

When is Chappie James Bridge Run 2026?
Chappie James Bridge Run takes place on Saturday, October 17, 2026 in Pensacola, Florida.
Where does Chappie James Bridge Run take place?
Chappie James Bridge Run is held at 1401 E Gregory St in Pensacola, Florida (North Florida). See the course maps section on this page for route details where available.
How do I register for Chappie James Bridge Run?
Registration is online — use the Register button on this page to sign up through the race's official registration page. Registering early usually means lower entry fees.
Is there a promo code for Chappie James Bridge Run?
Discounts are set by the race organizer and appear on the official registration page when active. The most reliable way to pay less is registering early — most Florida races raise prices as race day gets closer.

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Registration

calendar_today October 17, 2026
location_on 1401 E Gregory St, Pensacola, North Florida 32502
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Local Running Stores

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Pensacola, Northwest Florida

Fit2Run at Cordova Mall brings the brand's specialty running experience to Northwest Florida's largest shopping center. Located in the Cordova Mall on North 9th Avenue, this store serves the Pensacola metro area with Fit2Run's signature complimentary video gait analysis and iStep barometric foot scanning — tools that help match each customer to the right shoe with precision. The store also offers on-site custom insole fabrication, a rare service that makes Cordova one of the more comprehensively equipped Fit2Run locations in the state. Customers can test footwear on the store's indoor track before committing to a pair — a feature that gives runners real feedback on feel and fit. Given Pensacola's strong military presence, Fit2Run Cordova offers a military and healthcare discount, making it a valued resource for the large active-duty and veteran running community in the area.

phone (850) 203-2774 language Visit Website
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Pensacola, Northwest Florida

Fleet Feet Pensacola serves the Gulf Coast running community from its downtown location on West Garden Street, bringing the Fleet Feet brand's fit id® 3D scanning outfitting process to Northwest Florida. The store is part of a locally owned franchise that also operates a location in Mobile, Alabama — building community on both sides of the state line. Staff focus on injury prevention and recovery as much as performance, helping runners find footwear that addresses underlying foot issues rather than just matching preferences. The fit id® system measures foot length, width, arch height, and volume to generate precise shoe recommendations, a process that has made Fleet Feet a preferred stop for runners dealing with recurring problems. Fleet Feet Pensacola hosts regular group runs and training programs, and is a hub for the Northwest Florida running scene — connecting local runners with one another and with the broader Fleet Feet national network.

phone (850) 332-7723 language Visit Website
storefront

Pensacola, Northwest Florida

Running Wild is Pensacola's locally owned specialty running store, serving the Panhandle running community from its location on East Cervantes Street. The store's philosophy centers on fitting every customer to the proper shoe, apparel, and training for their unique needs — an approach that has earned it a loyal following among Pensacola runners from beginners to competitive athletes. The store carries a strong selection of road and trail running footwear from top brands including Brooks, Hoka, ASICS, and Altra, alongside technical apparel and accessories suited to Northwest Florida's varied running terrain — from flat coastal roads to the trails of Blackwater River State Forest. Running Wild is actively connected to the Pensacola running community through group runs and local race involvement, making it more than a retail destination — it's a gathering point for the region's runners.

phone (850) 435-9222 language Visit Website
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Chappie James Bridge Run

October 17, 2026

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