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Florida Races in May 2027
May brings Florida's summer heat and humidity. Races move to early morning starts (6–7 AM). Hydration is critical — expect temperatures in the 75–90°F range.
Monthly temperatures by city are in the guide to the best time to run in Florida. For the whole season in one list, see the Florida road races calendar.
50 races found
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3rd Annual Run for Hope, Walk for Change 5K
calendar_today May 1, 2027
location_on Clermont, Central Florida
5K

7th Annual Cinco de Mayo 5K presented by LIME
calendar_today May 1, 2027
location_on Hollywood, South Florida
5K

Cantina's CincoRita Run, Presented by Worthington Realty
calendar_today May 1, 2027
location_on Fort Myers, South Florida
5K1 Mile

Defuniak Springs Sprint Triathlon 2027
calendar_today May 1, 2027
location_on Defuniak Springs, Central Florida


Luau 5K, 10K & 13.1M at Pompano Beach, FL (18)
calendar_today May 1, 2027
location_on Pompano Beach, South Florida
5K10KHalf Marathon

Luau 5K, 10K, & 13.1M at DeBary, FL (18)
calendar_today May 1, 2027
location_on DeBary, Central Florida
5K10KHalf Marathon


Luau 5K, 10K, & 13.1M at Holiday, FL (18)
calendar_today May 1, 2027
location_on Holiday, Central Florida
5K10KHalf Marathon

Luau 5K, 10K, & 13.1M at Ocala, FL (18)
calendar_today May 1, 2027
location_on Ocala, North Florida
5K10KHalf Marathon

Luau 5K, 10K, & 13.1M at Venice, FL (18)
calendar_today May 1, 2027
location_on Venice, Central Florida
5K10KHalf Marathon




Sunshine Double (Two Days, Five Distances to choose from)
calendar_today May 1, 2027
location_on Winter Park, Central Florida
Marathon31 MilesHalf Marathon10K +1 more

RTR 5K for Recovery Run/Walk-Shining a Light on Mental Health
calendar_today May 1, 2027
location_on Boca Raton, South Florida
5K

Luau 5K, & 10K at Panama City, FL (18)
calendar_today May 1, 2027
location_on Panama City, North Florida
5K10K



SendMeMissions 5K Run/Walk
calendar_today May 7, 2027
location_on Wauchula, Central Florida
5K1 Mile880 Yards
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AdventHealth Girlz on Fire Women's Triathlon & 5K
calendar_today May 8, 2027
location_on Clermont, Central Florida
5K3.35 Miles12.3 Miles11.55 Miles +1 more

Run for Chocolate 5k/10k/13.1 TAMPA
calendar_today May 8, 2027
location_on Tampa, Central Florida
5K10KHalf Marathon1 Mile

Waves Of Gray - 5K Brain Cancer/Tumor Awareness Walk
calendar_today May 8, 2027
location_on Jacksonville Beach, Central Florida
5K


Medal Madness 5K, 10K, & 13.1M at Punta Gorda, FL (19)
calendar_today May 8, 2027
location_on Punta Gorda, Central Florida
5K10KHalf Marathon

Medal Madness 5K, 10K, & 13.1M at Royal Palm Beach, FL (19)
calendar_today May 8, 2027
location_on Royal Palm Beach, Central Florida
5K10KHalf Marathon

Flamingo Run for Rescues 5k - SOLD OUT!
calendar_today May 8, 2027
location_on Jupiter, South Florida
5K

Back The Blue "Live Virtual" 5k/10k
calendar_today May 8, 2027
location_on ANY TOWN OR CITY, Central Florida
5K10K

Key West Paddle Classic 2027
calendar_today May 8, 2027
location_on Key West, Florida Keys
12 Miles4 Miles


Medal Madness 5K, & 10K at Tarpon Springs, FL (19)
calendar_today May 8, 2027
location_on Tarpon Springs, Central Florida
5K10K

Medal Madness 5K, 10K, & 13.1M at Deland, FL (19)
calendar_today May 8, 2027
location_on DeLand, North Florida
5K10KHalf Marathon

PLAYTRI - IRONMAN 70.3 GULF COAST/PCB
calendar_today May 8, 2027
location_on Panama City Beach, Central Florida

Melissa's Race to Battle Brain Cancer
calendar_today May 8, 2027
location_on Sanford, Central Florida
5K


Medal Madness 5K, 10K, & 13.1M at Naples, FL (19)
calendar_today May 8, 2027
location_on Naples, South Florida
5K10KHalf Marathon

Run for Chocolate 5k/10k/13.1 MIAMI
calendar_today May 8, 2027
location_on Key Biscayne, Central Florida
5K1 Mile10KHalf Marathon

Medal Madness 5K & 10K at Gainesville, FL (19)
calendar_today May 8, 2027
location_on Gainesville, North Florida
5K10K

Medal Madness 5K, 10K, & 13.1M at Marianna, FL (19)
calendar_today May 8, 2027
location_on Marianna, Central Florida
5K10KHalf Marathon

Goodwill Hippie Dash
calendar_today May 8, 2027
location_on Safety Harbor, Central Florida
5K10K1 Mile100 Yards

Medal Madness 5K, 10K, 13.1M at Largo, FL (19)
calendar_today May 8, 2027
location_on Largo, Central Florida
5KHalf Marathon10K

Mother's Day Celebration 5K /10K
calendar_today May 8, 2027
location_on Pompano Beach, South Florida
5K10K

Dream Finders Homes Mother's Day 5K
calendar_today May 9, 2027
location_on Clermont, Central Florida
5K800 Yards

Hometown Half Marathon/5K/10K - Orlando
calendar_today May 15, 2027
location_on Orlando, Central Florida
10K1 Mile5KHalf Marathon

Fleet Feet Port St Lucie 7th Annual Dreamin' of the Keys 5K
calendar_today May 15, 2027
location_on Port St. Lucie, South Florida
5K


KEYS100 Ultramarathon
calendar_today May 15, 2027
location_on Key West, Florida Keys
100 Miles50 Miles50K

Pirate 5K, 10K, 13.1M at Fort Pierce, FL (20)
calendar_today May 15, 2027
location_on Fort Pierce, Central Florida
5K10KHalf Marathon
Frequently Asked Questions
How many races are in Florida in May? expand_more
Florida hosts dozens of running events in May, from 5Ks to marathons. Use the list above to browse all upcoming May races and register.
What is the weather like for running in Florida in May? expand_more
May brings Florida's summer heat and humidity. Races move to early morning starts (6–7 AM). Hydration is critical — expect temperatures in the 75–90°F range.
How do I register for a May race in Florida? expand_more
Click the "Register" button on any race card above to go directly to the official registration page on RunSignUp.