Endurance Grid lists 19 races in Key West, Florida, from September 2026 to July 2027.
19
Races
2
Sports
The race calendar
Racing in Key West
The Key West race calendar is busiest in January, May, and October. It covers a range of endurance sports — you'll find races in Running and Paddle — so there's usually a race near you. Distances span a wide range across those sports; you'll see 5K, 1 Mile, Half Marathon, 10K, and 8K / 5 Mile, along with other popular distances.
Weather on race day varies by time of year, so it lives where it’s accurate — each race page shows that race’s typical high, low, and rain chance from NOAA climate normals for its venue and date.
Population
25,824
as of 2023
City Elevation
3 ft
Nearest Airport
EYW
Key West International Airport
Time Zone
Eastern Time
Stay up to date on Key West races
Enter your email and we'll send more your way.
Races in Key West, FL
Explore and filter upcoming endurance races in Key West, Florida on the map below — by sport, distance, price, or month.
Filter by
19 races in Key West
September 2026 Key West, Florida Races
2 upcoming races in Key West, Florida in September.
Sep
5
Sat
Running
Parrots and Margaritas 5K Run/Walk
618 Duval St., Key West, FL
1 Mile · 5K
Avg 89° / 78°·3 ft city elevation
Avg 89° / 78°3 ft city elevation
Sep–Oct
20–18
Sun–Sun
Running
Healthy Kids Running Series Fall 2026 - Key West, FL
Key West High School, Key West, FL
Avg 88° / 77°·3 ft city elevation
Avg 88° / 77°3 ft city elevation
October 2026 Key West, Florida Races
3 upcoming races in Key West, Florida in October.
Oct
3
Sat
Running
Duval Mile
1400 Duval St, Key West, FL
1 Mile
Avg 87° / 76°·3 ft city elevation
Avg 87° / 76°3 ft city elevation
Oct
11
Sun
Running
Southernmost Half Marathon and 10K
Higgs Beach, Key West, FL
Avg 86° / 75°·3 ft city elevation
Avg 86° / 75°3 ft city elevation
Oct
19
Mon
Running
Fantasy Fest 5K Run/Walk
203 Duvall Street, Key West, FL
1 Mile · 5K
Avg 85° / 75°·3 ft city elevation
Avg 85° / 75°3 ft city elevation
November 2026 Key West, Florida Races
3 upcoming races in Key West, Florida in November.
Nov
7
Sat
Running
Zonta ABC Run/Walk
1000 Atlantic Blvd, Key West, FL
3 ft city elevation
3 ft city elevation
Nov
26
Thu
Running
Southernmost Turkey Trot 5K
1327 Duval St., Key West, FL
1 Mile · 5K
Avg 79° / 68°·3 ft city elevation
Avg 79° / 68°3 ft city elevation
Nov
28
Sat
Running
Hog Trot 5K
400 Front Street, Key West, FL
5K
Avg 79° / 68°·3 ft city elevation
Avg 79° / 68°3 ft city elevation
December 2026 Key West, Florida Races
1 upcoming race in Key West, Florida in December.
Dec
12
Sat
Running
Rudolph Red Nose Run
1405 Duval St, Key West, FL
5K
Avg 77° / 67°·3 ft city elevation
Avg 77° / 67°3 ft city elevation
January 2027 Key West, Florida Races
3 upcoming races in Key West, Florida in January.
Jan
9
Sat
Running
2nd Annual Save Our First Responders 5K
Truman Waterfront Park near the Coast Guard Cutter Ingham, Key West, FL
Avg 75° / 63°·3 ft city elevation
Avg 75° / 63°3 ft city elevation
Jan
16–17
Sat–Sun
Running
Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile
231 Margaret Street, Key West, FL
1 Mile · 5K · 8K / 5 Mile · 10K · Half Marathon
Avg 74° / 63°·3 ft city elevation
Avg 74° / 63°3 ft city elevation
Jan
17
Sun
Running
Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida
231 Margaret Street, Key West, FL
Half Marathon
Avg 74° / 63°·3 ft city elevation
Avg 74° / 63°3 ft city elevation
February 2027 Key West, Florida Races
1 upcoming race in Key West, Florida in February.
Feb
13
Sat
Running
Cupid's Chase 5K Key West
Higgs Beach Pavilion (Parking available at Salute! On The Beach), Key West, FL
Races in Key West run throughout the year rather than in a single fixed season. Of the upcoming races on Endurance Grid's Race Calendar, the most are in January and May.
What race distances can you find in Key West?+–
Upcoming races in Key West cover distances including 1 Mile, 5K, 8K / 5 Mile, 10K, Half Marathon, 50K, 50 Mile, and 100 Mile.