Estero
Walking Events Calendar near Estero 2026-2027
Monthly updates for Estero
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Explore the top walking events near Estero for 2026-2027! We've gathered 24 great walks in the area. Check out our detailed list below to find your next local walk.
July 2026
Walkers follow a beginner friendly 2 miles route along John Yarbrough Linear Park Trail in Fort Myers, on a park trail with no pace pressure and free entry.
August 2026
Walkers can choose 5K or 10K routes through the communities of Ave Maria, starting at the Town Center, 5068 Annunciation Cir, Ave Maria FL. Registration fees are $25/$35 until race day and $30/$40 on race day; premium shirts available.
September 2026
Walkers can use the 5K course at Sugden Park, 4284 Avalon Dr, Naples FL 34112 alongside the running race. The path is narrow and shared with other park users, so walkers should line up by anticipated pace at posted pace signs and know chip time s..
The event includes a 5K walk starting at 8099 College Parkway in Fort Myers, FL along a community course. Walkers have water stations on course and at the start and finish, strollers and wheelchairs are permitted, and day of registration is avail..
Walkers can choose a 5K or 1 Mile route starting at Bell Tower Shops in Fort Myers, with festival atmosphere, a live DJ and cultural displays along the course. Walking is offered alongside the timed 5K race.
October 2026
Walkers follow the 5K route through beautiful areas of Cape Coral starting at Tarpon Point Marina and The Westin Cape Coral Resort. The event is timed and scored and walkers can opt for texted results alongside the running entries.
Walkers can follow the scenic 5K course through Miromar Outlets in Estero, starting at 810 Entertainment Suite 50. The family friendly event welcomes walkers of all levels and includes a finisher medal and a post race party with food and drink op..
Walkers can join the 5K run walk through the communities of Ave Maria, starting at Town Center 5068 Annunciation Cir, Ave Maria FL. Registration fees start at $25 and a premium race shirt is available for $13.
Walkers can choose a 2K route on the Florida Southwestern State College campus in Fort Myers alongside the 5K run. Entry includes a T shirt for the first 48 participants, packets are available the morning of the event and snacks follow.
Walkers follow a Halloween 3.1 Miles route from Grace Church, 13 SE 21st Place, Cape Coral, with candy stations; dogs and strollers are welcome and must start at the back.
November 2026
Walkers can choose 5 km or 10 km routes starting and finishing at Sanibel Community House, 2173 Periwinkle Way. Both courses have a 90 minute time limit and roads later reopen, with participants still on course directed onto the Shared Use Pa..
Walkers can take a family friendly 1 Mile fun walk around Bell Tower Shops in Fort Myers, with routes near Grimaldi's and race day festivities. Packet pickup is at Fleet Feet on S Cleveland Ave and the walk takes place alongside the event's runni..
Walkers can choose a 5K or 1 Mile route at Rotary Park, 5505 Rose Garden Rd, Cape Coral, FL. The event offers a family friendly atmosphere with music, free parking, and day of packet pick up at the park.
Walkers can use the 5K course that starts on McGregor Boulevard and finishes at the Edison and Ford Winter Estates in a beautiful location. A 100 Yards Tot Trot for ages 6 and under runs alongside the running races.
December 2026
Walkers are welcome at the family friendly Reindeer Run at Coral Oaks Golf Course in Cape Coral, offering a 5K and a 1.5 Mile Family Fun Run/Walk on the event course. The 5K is chip timed with results texted to registrants, and the first..
January 2027
Walkers can enjoy a 5K route through scenic Babcock Ranch from Founder's Square on a stroller and pet friendly course suitable for all ages. Packet pickup is available pre race and on race day at Founder's Square, and the walk is alongside the ti..
Walkers are welcome on a 5K route through the Ave Maria Town Center and nearby residential communities, starting at 5068 Annunciation Cir, Ave Maria FL. Registered participants who sign up before January 22, 2027 receive a complimentary t shirt.