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Upcoming 5K Races Near Cypress Lake, FL

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The Twisted Pretzel 5K logo

The Twisted Pretzel 5K

Ave Maria, FL

Saturday, September 6th, 2025

5K
View details for race The Twisted Pretzel 5K
American Cancer Society Color Run logo

American Cancer Society Color Run

Punta Gorda, FL

Saturday, September 6th, 2025

5K
1 Mile
View details for race American Cancer Society Color Run
Tunnel to Towers 5K Run & Walk - Fort Myers, FL logo

Tunnel to Towers 5K Run & Walk - Fort Myers, FL

Fort Myers, FL

Saturday, September 6th, 2025

5K
Fast
View details for race Tunnel to Towers 5K Run & Walk - Fort Myers, FL
Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (36) 80 logo

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

Naples, FL

Saturday, September 6th, 2025

1 Mile
5K
10K
View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (36) 80
Run Like a Kid, Presented by Worthington Realty logo

Run Like a Kid, Presented by Worthington Realty

Fort Myers, FL

Saturday, September 13th, 2025

5K
1 Mile
View details for race Run Like a Kid, Presented by Worthington Realty
Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at South County Regional Park, Punta Gorda, FL (37) 80 logo

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

Punta Gorda, FL

Saturday, September 13th, 2025

1 Mile
5K
10K
View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at South County Regional Park, Punta Gorda, FL (37) 80
Medal Madness 5K, 10K, & Half Marathon at North Collier Regional Park, Naples, FL (37) 80 logo

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

Naples, FL

Saturday, September 13th, 2025

5K
10K
Half
View details for race Medal Madness 5K, 10K, & Half Marathon at North Collier Regional Park, Naples, FL (37) 80
Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (38) logo

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

Naples, FL

Saturday, September 20th, 2025

10K
15K
1 Mile
View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (38)
Hispanic Heritage 5K logo

Hispanic Heritage 5K

Cape Coral, FL

Saturday, September 27th, 2025

5K
View details for race Hispanic Heritage 5K
Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (39) logo

Medal Madness 1M, 5K, 10K, 15K, & Half Marathon...

Naples, FL

Saturday, September 27th, 2025

10K
15K
1 Mile
View details for race Medal Madness 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (39)
2025 Fueled by Fire 5K & Challenge logo

2025 Fueled by Fire 5K & Challenge

Cape Coral, FL

Saturday, October 4th, 2025

5K
View details for race 2025 Fueled by Fire 5K & Challenge
The Chocoholics 5k: Run/Walk: Naples FL logo

The Chocoholics 5k: Run/Walk: Naples FL

Naples, FL

Saturday, October 4th, 2025

5K
View details for race The Chocoholics 5k: Run/Walk: Naples FL
Haunted 5K, 10K, 15K, 13.1 & 26.2 at Eagle Lakes Community Park, Naples, FL (40) logo

Haunted 5K, 10K, 15K, 13.1 & 26.2 at Eagle Lake...

Naples, FL

Saturday, October 4th, 2025

5K
10K
15K
View details for race Haunted 5K, 10K, 15K, 13.1 & 26.2 at Eagle Lakes Community Park, Naples, FL (40)
St Agnes 5K Walk-Run for Life logo

St Agnes 5K Walk-Run for Life

Naples, FL

Saturday, October 4th, 2025

5K
View details for race St Agnes 5K Walk-Run for Life
Purple Color Run logo

Purple Color Run

Fort Myers, FL

Saturday, October 4th, 2025

5K
View details for race Purple Color Run
Pink Glow 5K logo

Pink Glow 5K

Punta Gorda, FL

Saturday, October 4th, 2025

5K
View details for race Pink Glow 5K
Poker Run 5K logo

Poker Run 5K

North Port, FL

Sunday, October 5th, 2025

5K
View details for race Poker Run 5K
15th Annual - Naples Rocktoberfest Half Marathon & 5k | ELITE EVENTS logo

15th Annual - Naples Rocktoberfest Half Maratho...

Naples, FL

Sunday, October 5th, 2025

5K
Half
View details for race 15th Annual - Naples Rocktoberfest Half Marathon & 5k | ELITE EVENTS
City of Naples Halloween Hustle 5K logo

City of Naples Halloween Hustle 5K

Naples, FL

Friday, October 10th, 2025

5K
Fast
View details for race City of Naples Halloween Hustle 5K
Partners Pink Run, Presented by Worthington Realty logo

Partners Pink Run, Presented by Worthington Realty

Fort Myers, FL

Saturday, October 11th, 2025

5K
1 Mile
View details for race Partners Pink Run, Presented by Worthington Realty
YMCA Sandbar Half Marathon / 5K logo

YMCA Sandbar Half Marathon / 5K

Englewood, FL

Saturday, October 11th, 2025

Half
5K
View details for race YMCA Sandbar Half Marathon / 5K
4th Annual Run 3 for Joey D logo

4th Annual Run 3 for Joey D

Naples, FL

Saturday, October 11th, 2025

5K
View details for race 4th Annual Run 3 for Joey D
Haunted 5K, 10K, & Half Marathon at South County Regional Park, Punta Gorda, FL (41) 30 logo

Haunted 5K, 10K, & Half Marathon at South Count...

Punta Gorda, FL

Saturday, October 11th, 2025

5K
10K
Half
View details for race Haunted 5K, 10K, & Half Marathon at South County Regional Park, Punta Gorda, FL (41) 30
Estero Rotary 5K Run/Walk logo

Estero Rotary 5K Run/Walk

Estero, FL

Saturday, October 11th, 2025

5K
1 Mile
View details for race Estero Rotary 5K Run/Walk
Haunted 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (41) logo

Haunted 1M, 5K, 10K, 15K, & Half Marathon at No...

Naples, FL

Saturday, October 11th, 2025

10K
15K
1 Mile
View details for race Haunted 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (41)
Haunted 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (41) 50 logo

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

Englewood, FL

Saturday, October 11th, 2025

5K
10K
Trail
View details for race Haunted 5K & 10K at Ann and Chuck Dever Regional Park, Eanglewood, FL (41) 50
Howl-o-ween 5k - Punta Gorda logo

Howl-o-ween 5k - Punta Gorda

Punta Gorda, FL

Sunday, October 12th, 2025

5K
View details for race Howl-o-ween 5k - Punta Gorda
STARability's 8th Annual Run, Walk & Roll 5K Presented by Inspired Closets logo

STARability's 8th Annual Run, Walk & Roll 5K Pr...

Naples, FL

Saturday, October 18th, 2025

5K
View details for race STARability's 8th Annual Run, Walk & Roll 5K Presented by Inspired Closets
Haunted 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (42) 30 logo

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

Naples, FL

Saturday, October 18th, 2025

5K
10K
Half
View details for race Haunted 5K, 10K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (42) 30
The Gator Chase 5K logo

The Gator Chase 5K

Ave Maria, FL

Saturday, October 18th, 2025

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

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

Englewood, FL

Saturday, October 18th, 2025

5K
1 Mile
Trail
View details for race Trick or Trot 5K - Presented by Mazda of Port Charlotte
EAF Monster Dash 5K Run/Walk logo

EAF Monster Dash 5K Run/Walk

Punta Gorda, FL

Saturday, October 18th, 2025

5K
View details for race EAF Monster Dash 5K Run/Walk
Haunted 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (43) logo

Haunted 1M, 5K, 10K, 15K, & Half Marathon at No...

Naples, FL

Saturday, October 25th, 2025

10K
15K
1 Mile
View details for race Haunted 1M, 5K, 10K, 15K, & Half Marathon at North Collier Regional Park, Naples, FL (43)
Awaken logo

Awaken

Port Charlotte, FL

Saturday, October 25th, 2025

5K
1 Mile
View details for race Awaken
Spooky Sprint- Fort Myers logo

Spooky Sprint- Fort Myers

Punta Gorda, FL

Saturday, October 25th, 2025

5K
10K
Half
View details for race Spooky Sprint- Fort Myers
Run or Walk the Rounds for Nursing 5K logo

Run or Walk the Rounds for Nursing 5K

Port Charlotte, FL

Saturday, October 25th, 2025

5K
View details for race Run or Walk the Rounds for Nursing 5K
LCMS Foundation 5kRun/2kWalk logo

LCMS Foundation 5kRun/2kWalk

Fort Myers, FL

Saturday, October 25th, 2025

5K
View details for race LCMS Foundation 5kRun/2kWalk
Runway 5K logo

Runway 5K

Naples, FL

Saturday, November 1st, 2025

5K
10K
View details for race Runway 5K
JOG N JAM - Sanibel's only 10K/5K race in Nov. & Concert on the beach in Dec. logo

JOG N JAM - Sanibel's only 10K/5K race in Nov. ...

Sanibel, FL

Saturday, November 1st, 2025

5K
10K
View details for race JOG N JAM - Sanibel's only 10K/5K race in Nov. & Concert on the beach in Dec.
5k Fitness Party 6.0 logo

5k Fitness Party 6.0

Naples, FL

Saturday, November 1st, 2025

5K
View details for race 5k Fitness Party 6.0
I would walk FURever To End Pet Cancer. A Fun Run/Walk for Moose's March logo

I would walk FURever To End Pet Cancer. A Fun R...

Cape Coral, FL

Saturday, November 1st, 2025

5K
View details for race I would walk FURever To End Pet Cancer. A Fun Run/Walk for Moose's March
Englewood Beach Manatee Mosey logo

Englewood Beach Manatee Mosey

Englewood, FL

Saturday, November 1st, 2025

5K
1 Mile
View details for race Englewood Beach Manatee Mosey
Pie Gobbler 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (44) logo

Pie Gobbler 1M, 5K, 10K, 15K, & Half Marathon a...

Naples, FL

Saturday, November 1st, 2025

10K
15K
1 Mile
View details for race Pie Gobbler 1M, 5K, 10K, 15K, & Half Marathon at Eagle Lakes Community Park, Naples, FL (44)
2025 Labelle Turkey Trot 5K Run and 1K Fun Run/Walk logo

2025 Labelle Turkey Trot 5K Run and 1K Fun Run/...

Labelle, FL

Saturday, November 8th, 2025

5K
View details for race 2025 Labelle Turkey Trot 5K Run and 1K Fun Run/Walk
Pie Gobbler 5K, 10K, & Half Marathon at North Collier Regional Park, Naples, FL (45) 150 logo

Pie Gobbler 5K, 10K, & Half Marathon at North C...

Naples, FL

Saturday, November 8th, 2025

5K
10K
Half
View details for race Pie Gobbler 5K, 10K, & Half Marathon at North Collier Regional Park, Naples, FL (45) 150
Ninja 1M, 5K, 10K, 15K, & Half Marathon at South County Regional Park, Punta Gorda, FL (11-8-2025) logo

Ninja 1M, 5K, 10K, 15K, & Half Marathon at Sout...

Punta Gorda, FL

Saturday, November 8th, 2025

10K
15K
1 Mile
View details for race Ninja 1M, 5K, 10K, 15K, & Half Marathon at South County Regional Park, Punta Gorda, FL (11-8-2025)
Sami Strong 5K Glow Run logo

Sami Strong 5K Glow Run

Port Charlotte, FL

Saturday, November 8th, 2025

5K
View details for race Sami Strong 5K Glow Run
Rock and Run for the Rescue 10K/5K/1-Mile Dog Jog logo

Rock and Run for the Rescue 10K/5K/1-Mile Dog Jog

North Port, FL

Saturday, November 8th, 2025

5K
10K
1 Mile
View details for race Rock and Run for the Rescue 10K/5K/1-Mile Dog Jog
The Great American Bacon Race: 5k Run/Walk: Naples FL logo

The Great American Bacon Race: 5k Run/Walk: Nap...

Naples, FL

Sunday, November 9th, 2025

5K
View details for race The Great American Bacon Race: 5k Run/Walk: Naples FL
MIDPOINT MADNESS Veterans Day 5K logo

MIDPOINT MADNESS Veterans Day 5K

Fort Myers, FL

Tuesday, November 11th, 2025

5K
View details for race MIDPOINT MADNESS Veterans Day 5K

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