Parrots and Margaritas 5K Run/Walk
calendar_today September 5, 2026
location_on Key West, Florida Keys
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 & 10K
Most popular race distances
Fastest Key West Runners, 2026 Cross Country
Season bests from 1 Key West school, pulled from the Florida XC database.
directions_run High School
Boys · 5k Full list
| 1 | Sawyer Hill '28 | 20:14.5 |
| 2 | Alejandro Caridad '28 | 20:41.4 |
| 3 | Everett Ward '29 | 22:36.9 |
| 4 | Cruz Matarazzo '30 | 22:47.8 |
| 5 | Noah Taylor '30 | 22:54.6 |
Girls · 5k Full list
| 1 | Lynn Noah '30 | 22:20.6 |
| 2 | Violet Jangraw '27 | 23:54.9 |
| 3 | Hazel Matarazzo '30 | 24:51.1 |
| 4 | Ryah Bushey '29 | 26:37.4 |
| 5 | Emma Bradshaw '29 | 26:41.1 |
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
Race Guides · March 11, 2026
Best Half Marathons in Florida: The Complete Guide
From the beaches of Key West to the streets of Jacksonville, here are the best half marathons in Florida — organized by season with everything you need to pick your next 13.1.
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.
Upcoming Races in Key West
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Healthy Kids Running Series Fall 2026 - Key West, FL
calendar_today September 20, 2026
location_on Key West, Florida Keys
Southernmost Half Marathon and 10K
calendar_today October 11, 2026
location_on Key West, Florida Keys
Running Stores in Key West
All Florida stores →Latest Running Articles
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Cross Country
Horse Park Recap: Mantecon Opens With the Win, Gaona-Zelaya Beats Hallick and Tomasic, and Destremps Goes Under Ten
11 min read
Local Guides
In Ocala for a Race? Make a Day of It
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Cross Country
Estero 3D Invitational, Run Through the Race Simulator: Fort Myers by 41, Aubrey Rogers by 29, and Both Individual Titles Flip With the Toggle
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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. The next race is Parrots and Margaritas 5K Run/Walk on September 5, 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
Key West typically hosts races across popular distances like 5K, 10K, half marathon, and marathon. Check the events section above for current availability.
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.
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 view the full event calendar with filters for distance, surface, and race date. Running a race in Key West? Submit your event to get listed for free.