Upcoming Races Near Fort Myers Beach, FL - Matching: Trail Races

Name: Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (25) 50
Start: 2026-06-20
End: 2026-06-20
Location: Englewood

Caloosa Fest 5K

Alva, FL

Saturday, December 6th, 2025

Featured

Trail

View details for race Caloosa Fest 5K

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Holiday 5K & 10K at Ann and Chuck Dever Regiona...

Englewood, FL

Saturday, December 20th, 2025

10K

Trail

View details for race Holiday 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (51) 50

San Pedro 5k Resolution Run!

North Port, FL

Saturday, January 3rd, 2026

1 Mile

Trail

View details for race San Pedro 5k Resolution Run!

New Year 5K, 10K, & Half Marathon at Eagle Lake...

Naples, FL

Saturday, January 3rd, 2026

10K

Half

Trail

View details for race New Year 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (01S60)

Hooters River, Roots & Ruts Trail Run

Alva, FL

Sunday, January 4th, 2026

10 Miles

Trail

View details for race Hooters River, Roots & Ruts Trail Run

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, January 17th, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (03) 50

Medal Madness 5K, 10K, 13.1, & 26.2 at Eagle La...

Naples, FL

Saturday, January 17th, 2026

10K

Half

Trail

View details for race Medal Madness 5K, 10K, 13.1, & 26.2 at Eagle Lakes Community Park, Naples, FL (03S80)

Harns Marsh 5K

Lehigh Acres, FL

Saturday, January 24th, 2026

1 Mile

Trail

View details for race Harns Marsh 5K

Pine Island Calusa Trail 5K Run and Walk - 2025

Bokeelia, FL

Saturday, January 31st, 2026

Trail

View details for race Pine Island Calusa Trail 5K Run and Walk - 2025

Love on the Run 5K

Punta Gorda, FL

Saturday, February 14th, 2026

Trail

View details for race Love on the Run 5K

Picayune 10 Miler

Naples, FL

Saturday, February 14th, 2026

10 Miles

Trail

View details for race Picayune 10 Miler

Viking 5K, 10K, 13.1 & 26.2 at Eagle Lakes Comm...

Naples, FL

Saturday, February 21st, 2026

10K

Half

Trail

View details for race Viking 5K, 10K, 13.1 & 26.2 at Eagle Lakes Community Park, Naples, FL (08S80)

Race to Conserve 5K Run (Timed) or 1K to 5K Wal...

Englewood, FL

Saturday, February 28th, 2026

1 Mile

Trail

View details for race Race to Conserve 5K Run (Timed) or 1K to 5K Walk at Ann & Chuck Dever Regional Park

Medal Madness 5K, 10K, & Half Marathon at Eagle...

Naples, FL

Saturday, March 7th, 2026

10K

Half

Trail

View details for race Medal Madness 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (09S80)

Medal Madness 5K, 10K, & Half Marathon at Eagle...

Naples, FL

Saturday, March 21st, 2026

10K

Half

Trail

View details for race Medal Madness 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (11S80)

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, March 21st, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (12) 50

Pirate 5K, 10K, & Half Marathon at Eagle Lakes ...

Naples, FL

Saturday, April 4th, 2026

10K

Half

Trail

View details for race Pirate 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (14S80)

Gator Wilderness Camp Trail Run/Walk 5k, 10k & 15k

Punta Gorda, FL

Saturday, April 25th, 2026

10K

15K

Trail

View details for race Gator Wilderness Camp Trail Run/Walk 5k, 10k & 15k

Luau 5K & 10K at Ann and Chuck Dever Regional P...

Englewood, FL

Saturday, May 16th, 2026

10K

Trail

View details for race Luau 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (20) 50

Medal Madness 5K & 10K at Ann and Chuck Dever R...

Englewood, FL

Saturday, June 20th, 2026

10K

Trail

View details for race Medal Madness 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (25) 50

Explore more in Fort Myers Beach, FL

Distances:

5K 10K Half Marathon Marathon

Months:

November December January

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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