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Running Calendar near Estero 2026-2027

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Explore the top running races near Estero for 2026-2027! We've gathered 88 exciting races in the area. Check out our detailed list below to find your next local race.

Running Calendar United States
Half Marathons Marathons Trail Runs Triathlons
August 2026
Aug
22
Sa

US Road Running - Naples

5 km 10 km 13 mi
Aug
22
Sa

Chill Plunge Back to School 5K

5 km
Aug
29
Sa

Run/Walk + Beach Clean Up - Naples

3 mi
Aug
30
Su

Average Joe Run 5K - Naples

5 km
September 2026
Sep
5
Sa

US Road Running - Winding Cypress

5 km 10 km 13 mi
Monthly updates for Estero

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Sep
5
Sa

Ice Cream 5K Naples

5 km
Sep
6
Su

Game On ManateeMan Triathlon

Triathlon Sprint 0.25 10 3.1 mi Sprint 1 10 3.1 mi International Aquabike 0.5 18.5 mi International Triathlon R... 0.25 18.5 6.2 mi
Sep
7
Mo

Fun Time Early Childhood Academy Labor Day 5K

5 km
Sep
12
Sa

Tunnel to Towers 5K - Fort Myers, FL

5 km
Sep
12
Sa

US Road Running - Naples

5 km 10 km 13 mi
Sep
19
Sa

Apex Hispanic Heritage 5K

5 km
Sep
19
Sa

US Road Running - Winding Cypress

5 km 10 km 13 mi
Sep
26
Sa

US Road Running - Naples

5 km 10 km 13 mi
Sep
26
Sa

The Twisted Pretzel 5K

5 km
Sep
27
Su

South Seas Captiva Island Triathlon

Triathlon Super sprint 200 m 5 1.5 mi Sprint 0.25 10 mi Sprint 0.25 10 3.1 mi Sprint 1 10 3.1 mi
October 2026
Oct
3
Sa

Running Scared 5K - Fort Myers

5 km
Oct
3
Sa

Fueled by Fire 5K

5 km
Oct
3
Sa

Naples Rocktoberfest Half Marathon & 5K

5 km Half Marathon
Oct
3
Sa

US Road Running - Winding Cypress

5 km 10 km 13 mi
Oct
3
Sa

St. Agnes 5K Walk-Run for Life

5 km
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