Fort Myers
Trail Running Calendar near Fort Myers 2026-2027
Explore the top trail runs near Fort Myers for 2026-2027! We've gathered 8 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A multi-discipline trail event in Arcadia FL with a 5K run, 15K mountain bike race, a combined Stampede Challenge, and post-race food and family activities.
A family-focused mud run in Ave Maria, FL on November 14, 2026 with 1.5 to 2 mile courses, 10 to 16 obstacles, and an optional dog entry.
A campus 5K supporting the FGCU Cross Country program, with a 1-mile fun run and a free Tot Trot for kids.
December 2026
January 2027
10 Mile trail race at Caloosahatchee Regional Park in Alva, Florida, on mixed nature and single lane mountain bike trails; field capped at 350 with a 3 hour course limit.
Trail 5K and new single-lap 12K through Harns Marsh and West Marsh in Lehigh Acres, chip-timed with medals, shirts, and awards during the Wings Over Water Festival.
A family and pet friendly trail 5K in Bokeelia on Jan 30, 2027, with participant medals, guaranteed tech shirts for early registrants, and proceeds benefiting the Kiwanis Club.
April 2027
Trail races of 5k, 10k and 15k across 250 acres at Gator Wilderness Camp School in Punta Gorda, with a kids dash, a one-day virtual option, and proceeds supporting the school.