Upcoming Races Near Bokeelia, FL - Matching: Trail Races

Name: Trick or Trot 5K - Presented by Mazda of Port Charlotte
Start: 2026-10-17
End: 2026-10-17
Location: Englewood

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

Englewood, FL

Saturday, December 20th, 2025

Featured

10K

Trail

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

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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)

San Pedro 5k Resolution Run!

North Port, FL

Saturday, January 3rd, 2026

1 Mile

Trail

View details for race San Pedro 5k Resolution Run!

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

Sarasota Half Marathon

Sarasota, FL

Saturday, January 10th, 2026

Half

10K

Trail

View details for race Sarasota Half Marathon

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

Scrub Jay Races

Osprey, FL

Saturday, January 24th, 2026

10K

Trail

View details for race Scrub Jay Races

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

Mardi Gras Canicross, 10k and 5k Run

Sarasota, FL

Sunday, February 1st, 2026

10K

1 Mile

Trail

View details for race Mardi Gras Canicross, 10k and 5k Run

Apex Endurance Challenge

Venice, FL

Saturday, February 7th, 2026

Ultra

10 Miles

Trail

View details for race Apex Endurance Challenge

Picayune 10 Miler

Naples, FL

Saturday, February 14th, 2026

Trail

View details for race Picayune 10 Miler

8th Annual - Venice Half Marathon & 5k | ELITE ...

Venice, FL

Saturday, February 14th, 2026

Half

Trail

View details for race 8th Annual - Venice Half Marathon & 5k | ELITE EVENTS

Love on the Run 5K

Punta Gorda, FL

Saturday, February 14th, 2026

Trail

View details for race Love on the Run 5K

Sasquatch

Venice, FL

Sunday, February 15th, 2026

15K

10K

Trail

View details for race Sasquatch

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)

Shoot for the Stars 5k

Venice, FL

Saturday, February 28th, 2026

Trail

View details for race Shoot for the Stars 5k

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 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

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)

Color Hop 5k Run/Walk and Bunny Trail Egg Walk

Punta Gorda, FL

Saturday, April 4th, 2026

1 Mile

Trail

View details for race Color Hop 5k Run/Walk and Bunny Trail Egg Walk

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)

Venice Crescendo

Venice, FL

Saturday, April 25th, 2026

10K

15K

Trail

Fast

View details for race Venice Crescendo

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

Trick or Trot 5K - Presented by Mazda of Port C...

Englewood, FL

Saturday, October 17th, 2026

1 Mile

Trail

View details for race Trick or Trot 5K - Presented by Mazda of Port Charlotte

Explore more in Bokeelia, FL

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Florida races

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