Upcoming Races in Florida, US 2026-2027

Gulf Winds Summer Trail Series

Tallahassee, FL

Saturday, May 30th, 2026

Featured

Trail

View details for race Gulf Winds Summer Trail Series

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Move for Hope - Badge of Courage - 1K • 5K • ...

Miami, FL

Monday, June 1st, 2026

5K

10K

Trail

View details for race Move for Hope - Badge of Courage - 1K • 5K • 10K • Half Marathon Virtual Races

6th Annual Summer Heat 5K Run/Walk

Thonotosassa, FL

Saturday, June 6th, 2026

5K

Trail

View details for race 6th Annual Summer Heat 5K Run/Walk

The Florida Run LEFTOVER Trail Race

Clermont, FL

Saturday, June 13th, 2026

Trail

View details for race The Florida Run LEFTOVER Trail Race

Dunedin HOB Brewing Company Summer 5K To Benefi...

Dunedin, FL

Sunday, June 14th, 2026

5K

Trail

View details for race Dunedin HOB Brewing Company Summer 5K To Benefit Our Local Teens

AdventHealth Cool Sommer Mornings Triathlon-Dua...

Clermont, FL

Sunday, June 14th, 2026

5K

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon-Duathlon-5K Series #1

Lake Mary Summer Solstice 5K

Lake Mary, FL

Sunday, June 14th, 2026

5K

Trail

View details for race Lake Mary Summer Solstice 5K

The Downtown Dunedin Summer 5K At HOB Brewing C...

Dunedin, FL

Sunday, June 14th, 2026

5K

Trail

View details for race The Downtown Dunedin Summer 5K At HOB Brewing Company For All Ages And Abilities Of Runners and Walkers

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

Englewood, FL

Saturday, June 20th, 2026

5K

10K

Trail

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

Move for Hope – Infinite Hope - 1K • 5K • 10K ...

Miami, FL

Wednesday, July 1st, 2026

5K

10K

Trail

View details for race Move for Hope – Infinite Hope - 1K • 5K • 10K • Half Marathon Virtual Races

AdventHealth Clermont Freedom 5K presented by L...

Clermont, FL

Saturday, July 4th, 2026

5K

Trail

View details for race AdventHealth Clermont Freedom 5K presented by Live Trends Design Group

US 5K, 10K, & 13.1M at Tallahassee, FL (27)

Tallahassee, FL

Saturday, July 4th, 2026

5K

10K

Half

Trail

View details for race US 5K, 10K, & 13.1M at Tallahassee, FL (27)

Run Manatee - Coquina Beach 5K - 2026

Bradenton Beach, FL

Saturday, July 11th, 2026

5K

Trail

View details for race Run Manatee - Coquina Beach 5K - 2026

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, July 12th, 2026

5K

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #2

Keep on Living: Move for Hope - Virtual – Sep...

Miami, FL

Saturday, August 1st, 2026

5K

10K

Trail

View details for race Keep on Living: Move for Hope - Virtual – September – Hummingbird & Sunflower - 1K • 5K • 10K • Half Marathon Run

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

Tallahassee, FL

Saturday, August 1st, 2026

5K

10K

Half

Trail

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

Move for Hope - Bee Well - 1K • 5K • 10K • Half...

Miami, FL

Saturday, August 1st, 2026

5K

10K

Trail

View details for race Move for Hope - Bee Well - 1K • 5K • 10K • Half Marathon Virtual Races

Hot August Night Trail Race

Inverness, FL

Saturday, August 8th, 2026

Ultra

10 Miles

Trail

View details for race Hot August Night Trail Race

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, August 9th, 2026

5K

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #3

THe Dunedin Dog n' Suds Summer 5K At HOB Brewin...

Dunedin, FL

Saturday, August 22nd, 2026

5K

Trail

View details for race THe Dunedin Dog n' Suds Summer 5K At HOB Brewing Company In Downtown Dunedin

Labor Day Triple

Winter Park, FL

Saturday, September 5th, 2026

Marathon

Half

10K

Trail

BQ

View details for race Labor Day Triple

Medal Madness 5K, 10K, & 13.1M at Tallahassee, ...

Tallahassee, FL

Saturday, September 5th, 2026

5K

10K

Half

Trail

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

Bluebird Run and Walk for Brookie B

Tallahassee, FL

Monday, September 7th, 2026

5K

1 Mile

Trail

View details for race Bluebird Run and Walk for Brookie B

$AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4 logo$

AdventHealth Cool Sommer Mornings Triathlon\Dua...

Clermont, FL

Sunday, September 13th, 2026

5K

Ultra

Trail

View details for race AdventHealth Cool Sommer Mornings Triathlon\Duathlon\5K Series #4

The Dunedin Oktoberfest 5K 10K at HOB Brewing C...

Dunedin, FL

Saturday, September 26th, 2026

5K

10K

Trail

View details for race The Dunedin Oktoberfest 5K 10K at HOB Brewing Company Downtown Dunedin

The Dunedin Oktoberfest 5K 10K at HOB Dunedin B...

Dunedin, FL

Saturday, September 26th, 2026

10K

5K

Trail

View details for race The Dunedin Oktoberfest 5K 10K at HOB Dunedin Brewing Company

Move 4 Hope - Glide & Grow - 1K • 5K • 10K • Ha...

Miami, FL

Thursday, October 1st, 2026

5K

10K

Trail

View details for race Move 4 Hope - Glide & Grow - 1K • 5K • 10K • Half Marathon Virtual Races

Run The Point

Palmetto, FL

Saturday, October 3rd, 2026

5K

1 Mile

Trail

View details for race Run The Point

2026 Orlando Health Town of Windermere Run Amon...

Windermere, FL

Saturday, October 10th, 2026

5K

10K

Trail

View details for race 2026 Orlando Health Town of Windermere Run Among the Lakes 5K & 10K

Chasing the Sun Endurance Run

Bradenton, FL

Saturday, October 10th, 2026

Half

Marathon

1 Mile

Trail

View details for race Chasing the Sun Endurance Run

GWTC Pine Run 20K at Tall Timbers

Tallahassee, FL

Saturday, October 10th, 2026

Trail

View details for race GWTC Pine Run 20K at Tall Timbers

DeLeon Dash 5K

De Leon Springs, FL

Saturday, October 17th, 2026

5K

Trail

View details for race DeLeon Dash 5K

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

Englewood, FL

Saturday, October 17th, 2026

5K

1 Mile

Trail

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

Camo & Cobwebs 5K & 1 Mile Fun Run/Walk

Palm Harbor, FL

Saturday, October 17th, 2026

5K

1 Mile

Trail

View details for race Camo & Cobwebs 5K & 1 Mile Fun Run/Walk

Ormond Beach Senior Games

Ormond Beach, FL

Saturday, October 17th, 2026

Trail

View details for race Ormond Beach Senior Games

PawPals 4 Life 5k

Sorrento, FL

Saturday, October 24th, 2026

5K

Trail

View details for race PawPals 4 Life 5k

Gopher Weedon Trail Run

Saint Petersburg, FL

Saturday, October 24th, 2026

Trail

View details for race Gopher Weedon Trail Run

Greenway Trick 'R Trot

Dunnellon, FL

Saturday, October 24th, 2026

5K

10K

15K

Trail

View details for race Greenway Trick 'R Trot

Greenway Trick 'R Trot

Ocala, FL

Saturday, October 24th, 2026

5K

10K

15K

Trail

View details for race Greenway Trick 'R Trot

A Kitten Place Black Cat 5K Fun Run

Valrico, FL

Saturday, October 24th, 2026

5K

Trail

View details for race A Kitten Place Black Cat 5K Fun Run

AdventHealth Clermont Clay 15K & 5K presented b...

Clermont, FL

Sunday, October 25th, 2026

15K

5K

Trail

View details for race AdventHealth Clermont Clay 15K & 5K presented by LiveTrends Design Group

Dunedin Halloween Costume 5K 10 At HOB Brewing ...

Dunedin, FL

Monday, October 26th, 2026

5K

10K

Trail

View details for race Dunedin Halloween Costume 5K 10 At HOB Brewing Company 2 Story Beer Pavilion

The Rising

Oviedo, FL

Saturday, October 31st, 2026

5K

1 Mile

10K

Trail

View details for race The Rising

Move for Hope - Koi Fish Journey - 1K • 5K • 10...

Miami, FL

Sunday, November 1st, 2026

5K

10K

Trail

View details for race Move for Hope - Koi Fish Journey - 1K • 5K • 10K • Half Marathon Virtual Races

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

Tallahassee, FL

Saturday, November 7th, 2026

5K

10K

Half

Trail

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

Treasure Coast Endurance Challenge

Hobe Sound, FL

Saturday, November 7th, 2026

5K

Trail

View details for race Treasure Coast Endurance Challenge

The Florida Run @ Lake Louisa State Park

Clermont, FL

Saturday, November 7th, 2026

Half

10K

5K

Trail

View details for race The Florida Run @ Lake Louisa State Park

Dunedin Veterans Day 5K 10K and Kids HONOR Dash...

Dunedin, FL

Sunday, November 8th, 2026

5K

10K

Trail

View details for race Dunedin Veterans Day 5K 10K and Kids HONOR Dash Celebrating All USA Veterans

9th Annual ReDiscover YOUR Light 5K Run+Walk

Miramar, FL

Sunday, November 8th, 2026

5K

Trail

View details for race 9th Annual ReDiscover YOUR Light 5K Run+Walk

The Dunedin Veterans Day 5K 10K and Kids Dash H...

Dunedin, FL

Sunday, November 8th, 2026

10K

5K

Trail

View details for race The Dunedin Veterans Day 5K 10K and Kids Dash Honor Runs

Upcoming Races In Florida, US - Matching: Trail Races