Pensacola
Walking Events Calendar near Pensacola 2026-2027
Monthly updates for Pensacola
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Explore the top walking events near Pensacola for 2026-2027! We've gathered 21 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
August 2026
Walkers follow the 5K course starting on Gulf Breeze Parkway at the National Seashore and finishing on the Pensacola Beach Boardwalk. The route uses bike path and beachside boardwalk terrain and includes packet pickup and bus transfers.
September 2026
Walkers follow a 5.8K road course along Perdido Beach Blvd to Orange Beach bridge and back from Flora Bama’s Ole River Grill. Registration online until race day; fees $30 pre registered, $35 day of.
October 2026
The 5K walk begins at the base of the 3 mile Pensacola Bay Bridge and crosses the bridge into Gulf Breeze, offering scenic water views. The finish at The Bridge Bar and Sunset Lounge features music, refreshments and finisher medals for all; buses..
Walkers can join the 5K that starts at the Navarre Beach Boat Parking lot adjacent to Gulf Blvd on Navarre Beach. The course is an out and back heading west about 1.5 miles and returns to the start line, with walking entries offered alongside the..
A 1 Mile memorial walk at Ascension Sacred Heart Cancer Center in Pensacola, FL, honoring babies gone too soon. The walk benefits the mission of Rachel's Gift and takes place alongside other Angel Dash event activities.
November 2026
Walkers can choose the scenic 5K or the tasting 1K at Adventures Unlimited in Milton FL; the 1K has three sampling stops and the 5K has water stations and finish wine.
Walkers follow a 5K route through Downtown Pensacola, starting and finishing in front of Seville Square. Packet pickup is available the day before and on race morning, and post race food, refreshments and walker awards are provided at Seville Squ..
December 2026
Walkers follow a 5K route starting at 3012 E Cervantes St, Pensacola, on a scenic, family friendly course with a holiday theme alongside the running races. Packet pick up is at Running Wild the day before and on race day at the same address.
Walkers have 1 mile and 2 mile options along the 3 Mile Bridge starting at 905 East Gregory St, Pensacola, in a self timed format with views from the bridge. Packet pickup is at Fleet Feet downtown before the event and dogs and strollers are..
Walkers follow a 4 mile course in Pensacola, FL, with packet pickup at the Flora Bama tent and a post race breakfast and beverages. Walkers must not run or they will be disqualified; medals and age group first place awards are given.
February 2027
Walkers can choose 13K or 2.7 Miles routes on the tree lined, well maintained paved Blackwater Heritage Trail starting at 5533 Alabama Street, Milton FL. Walkers must not run to qualify; the 13K offers awards for top walkers and the **2.7..
Walkers can use the 5K from 10 Daniel St Gulf Breeze to Pensacola Beach across Bob Sikes Bridge, with a 2 mile aid station for water, toilets, medical support and shuttles.
Walkers follow a 4 Miles course starting at The Flora-Bama, 17401 Perdido Key Dr, Pensacola FL, with packet pick up available at Fleet Feet Pensacola or The Flora-Bama. A virtual 4 Miles walk option is offered and to be considered a walker pa..