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.
Oct 17, 2026
Distance — 5K
Type — Running
07:30
$40.00
Oct 17, 2026
Distance — 5K
Type — Running
07:30
$40.00
These values represent the 3-year monthly averages for October in Pensacola.
Learn more about the host city, Pensacola.
Pensacola is a historic beach city in northwest Florida, in the United States of America. It is in Escambia County, Florida's westernmost county, at the tip of the "panhandle". The city is home to the Pensacola Naval Air Station, the National Museum of Naval Aviation and many historic districts that skirt the downtown area. Surrounded on three sides by water, the Pensacola area is full of history, shipwrecks, beaches and spectacular vistas.
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location_on Pensacola, Florida, US
calendar_today Oct 10, 2026
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