Florida Keys
Running in Key West, FL
Your local guide to races, running stores, and the Key West running community.
9
Upcoming Races
1
Running Store
Running in Key West at a Glance
wb_sunny Best Running Months
Oct – Apr
Cooler temperatures, lower humidity
thermostat Typical Weather
70–90°F
Year-round running climate
terrain Terrain
Flat
Road, trail, and beach routes
directions_run Popular Distances
5K & 1 Mile
Most popular race distances
Fastest Key West Runners, 2026 Cross Country
Season bests from 2 Key West schools, pulled from the Florida XC database.
directions_run High School
Boys · 5k Full list
| 1 | Sawyer Hill '28 Key West· 2A | 18:53.93 |
| 2 | Alejandro Caridad '28 Key West· 2A | 19:35.51 |
| 3 | Noah Taylor '30 Key West· 2A | 20:58.3 |
| 4 | Colin Palomino '29 Key West· 2A | 20:58.92 |
| 5 | Cruz Matarazzo '30 Key West· 2A | 21:00.5 |
Girls · 5k Full list
| 1 | Lynn Noah '30 Key West· 2A | 21:24.2 |
| 2 | Violet Jangraw '27 Key West· 2A | 22:03.32 |
| 3 | Hazel Matarazzo '30 Key West· 2A | 23:10.25 |
| 4 | Emma Bradshaw '29 Key West· 2A | 25:16.05 |
| 5 | Ryah Bushey '29 Key West· 2A | 25:16.34 |
directions_run Middle School
Boys · 3k Full list
| 1 | Greyson Rookey '33 | 12:57.04 |
| 2 | Frank Betz '33 | 13:04.8 |
| 3 | Mason Rivero '33 | 14:16.36 |
| 4 | Jack Reed '33 | 14:29.90 |
| 5 | Daniel Castro '33 | 14:39.39 |
Times are as run, on the course each athlete raced, so they are not course-adjusted. Regular season and postseason meets in the database only. Missing a school? Let us know.
Latest Key West Running News
All news →newspaper
Local Guides · March 11, 2026
Best Places to Run in Key West, FL
The best running routes in Key West — from Smathers Beach to Fort Zachary Taylor and the Old Town loop. Find the top spots for beach running, waterfront paths, and island runs in the Florida Keys.
newspaper
Race Guides · March 11, 2026
Best Half Marathons in Florida (2026–27 Guide)
The 17 best half marathons in Florida, organized by season, with 2026–27 dates, courses and what makes each race worth the trip.
Upcoming Races in Key West
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Southernmost Turkey Trot 5K
calendar_today November 26, 2026
location_on Key West, Florida Keys
1 Mile5K
Montessori Key West 5K Run/Walk & Kids Fun Run
calendar_today December 6, 2026
location_on Key West, Florida Keys
5K1 Mile0.25 Miles
Running of the Elves 5K Run/Walk & Jingle Bell Mile
calendar_today December 19, 2026
location_on Key West, Florida Keys
5K1 Mile
directions_run
Running Stores in Key West
All Florida stores →
Frequently Asked Questions About Running in Key West
What running races are in Key West, Florida? expand_more
Key West currently has 9 upcoming running races across distances including 5K, 10K, Half Marathon, 1 Mile, 0.25 Miles. The next race is Zonta ABC Run/Walk on November 7, 2026. Browse the events listed above for registration links and full race details.
Where can I buy running shoes in Key West? expand_more
Key West has 1 specialty running store: Fit2Run Key West. Services available include gait analysis, shoe fitting, apparel, accessories, group runs. See the stores section above for hours, locations, and contact info.
Are there running clubs or coaches in Key West? expand_more
Key West has an active running community. Check our full directory for local running clubs, coaches, and fitness groups near Key West.
What distances can I race in Key West? expand_more
Runners in Key West can choose from 5 distances: 5K, 10K, Half Marathon, 1 Mile, 0.25 Miles. Whether you're looking for a quick 5K or training for a longer event, Key West has options for every level.
What is the best time of year to run in Key West, Florida? expand_more
The best running season in Key West is October through April, when temperatures average 55–75°F with lower humidity. Summer months (June–September) are hot and humid, so runners should plan for early morning or evening runs and stay hydrated. Key West currently has 9 races scheduled — most Florida races are concentrated in the cooler months.
Running in Key West, Florida
Key West is home to an active running community with 9 upcoming races this season. Whether you're training for your first 5K or chasing a marathon PR, Key West has the roads, trails, and community to support your goals.
Looking for routes? Our guide to running in Key West covers the best parks, trails, and waterfront loops, plus where the local group runs meet.
Find your perfect pair at one of 1 running store in Key West. Local specialty running stores offer professional shoe fitting, gait analysis, and expert advice to help you train smarter and race faster.
Browse all upcoming races in Key West above, or see every upcoming race in Key West with filters for distance, surface, and race date. Running a race in Key West? Submit your event to get listed for free.