The Chappie James Bridge Run starts at 7:30 AM on October 17, 2026, so plan to arrive in Pensacola the day before or very early that morning. This 5K running and walking event takes place at 1401 E Gregory Street and costs between $40 and $60 to enter. The early start time is typical for fall races in Florida, helping runners avoid heat buildup later in the day. Whether you're running the full distance or walking it, expect a straightforward local event that draws both serious competitors and recreational participants. Book accommodations within a short drive of the venue to minimize travel stress before the race.
From the Race Organizer
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.
Hotels Near This Race
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Race Travel Insurance
Don't forget travel insurance for October 17.
You've trained for months and booked a trip to Pensacola, FL.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
Trip cancellation up to 100% of prepaid costs
Running events covered under standard plans — no add-ons needed
Trip interruption up to 150% of non-refundable costs
When is Chappie James Bridge Run 2026 — Pensacola, FL?
Chappie James Bridge Run 2026 — Pensacola, FL takes place on October 17, 2026. The race is held in Pensacola, Florida.
Where is Chappie James Bridge Run 2026 — Pensacola, FL held?
Chappie James Bridge Run 2026 — Pensacola, FL is held at 1401 E Gregory St in Pensacola, Florida.
Where can I find hotels near Chappie James Bridge Run 2026 — Pensacola, FL?
RaceHotelFinder shows hotels sorted by distance from the race venue in Pensacola. Use the map or list view on this page to compare options and book race weekend accommodation.
