26 Upcoming Races Near Bokeelia, FL - Matching: Trail Races

Summer Sizzle 8 Hour Challenge

Naples, FL

Saturday, July 11th, 2026

Trail

View details for race Summer Sizzle 8 Hour Challenge

Eagle 5K, 10K & 13.1M at Naples, FL (29)

Naples, FL

Saturday, July 18th, 2026

10K

Half

Trail

Fast

View details for race Eagle 5K, 10K & 13.1M at Naples, FL (29)

Ninja 5K, 10K & 13.1M at Naples, FL (31)

Naples, FL

Saturday, August 1st, 2026

10K

Half

Trail

Fast

View details for race Ninja 5K, 10K & 13.1M at Naples, FL (31)

The Inferno Challenge Englewood

Englewood, FL

Saturday, August 1st, 2026

10K

Ultra

Trail

Fast

View details for race The Inferno Challenge Englewood

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Medal Madness 5K, 10K & 13.1M Naples, FL (36)

Naples, FL

Saturday, September 5th, 2026

10K

Half

Trail

Fast

View details for race Medal Madness 5K, 10K & 13.1M Naples, FL (36)

Medal Madness 5K, 10K, & 13.1M at Naples, FL (38)

Naples, FL

Saturday, September 19th, 2026

10K

Half

Trail

Fast

View details for race Medal Madness 5K, 10K, & 13.1M at Naples, FL (38)

Phillippi Shores 5k - 1mile fun run

Sarasota, FL

Saturday, October 3rd, 2026

1 Mile

Trail

View details for race Phillippi Shores 5k - 1mile fun run

Haunted 5K, 10K, & 13.1M at Naples, FL (40)

Naples, FL

Saturday, October 3rd, 2026

10K

Half

Trail

Fast

View details for race Haunted 5K, 10K, & 13.1M at Naples, FL (40)

Haunted 5K, 10K, & 13.1M at Naples, FL (42)

Naples, FL

Saturday, October 17th, 2026

10K

Half

Trail

Fast

View details for race Haunted 5K, 10K, & 13.1M at Naples, FL (42)

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

Gobbler 5K, 10K, 13.1M & 26.2M at Naples, FL (45)

Naples, FL

Saturday, November 7th, 2026

10K

Half

Trail

Fast

View details for race Gobbler 5K, 10K, 13.1M & 26.2M at Naples, FL (45)

Gobbler 5K, 10K, & 13.1M at Naples, FL (47)

Naples, FL

Saturday, November 21st, 2026

10K

Half

Trail

Fast

View details for race Gobbler 5K, 10K, & 13.1M at Naples, FL (47)

Trail Hog Half Marathon

Venice, FL

Saturday, November 28th, 2026

Half

10K

Trail

View details for race Trail Hog Half Marathon

Holiday 5K, 10K, 13.1M & 26.2M at Naples, FL (49)

Naples, FL

Saturday, December 5th, 2026

10K

Half

Trail

Fast

View details for race Holiday 5K, 10K, 13.1M & 26.2M at Naples, FL (49)

Caloosa Fest

Alva, FL

Sunday, December 6th, 2026

Half

Trail

View details for race Caloosa Fest

Naples GOTR Spring 5k

NAPLES, FL

Sunday, December 6th, 2026

Trail

View details for race Naples GOTR Spring 5k

Holiday 5K, 10K, & 13.1M at Naples, FL (51)

Naples, FL

Saturday, December 19th, 2026

10K

Half

Trail

Fast

View details for race Holiday 5K, 10K, & 13.1M at Naples, FL (51)

The Frosty 5K

Sarasota, FL

Saturday, December 19th, 2026

Trail

Fast

View details for race The Frosty 5K

Sarasota Half Marathon

Sarasota, FL

Saturday, January 9th, 2027

Half

10K

Trail

View details for race Sarasota Half Marathon

Venice Crescendo

Venice, FL

Saturday, January 23rd, 2027

10K

15K

Trail

Fast

View details for race Venice Crescendo

Scrub Jay Races

Osprey, FL

Saturday, January 23rd, 2027

10K

Trail

View details for race Scrub Jay Races

Picayune 10 Miler

Naples, FL

Saturday, February 13th, 2027

Trail

View details for race Picayune 10 Miler

Sasquatch

Venice, FL

Sunday, February 21st, 2027

15K

10K

Trail

View details for race Sasquatch

Shoot for the Stars 5k

Venice, FL

Saturday, February 27th, 2027

Trail

View details for race Shoot for the Stars 5k

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

Punta Gorda, FL

Saturday, April 24th, 2027

10K

15K

Trail

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

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