Upcoming Races in Key West

Endurance Grid lists 11 races in Key West, Florida, from July 2026 to May 2027.

11
Upcoming races
2
Sports covered

Host City

About Key West, FL

Population

25,824

as of 2023

City Elevation

3 ft

Nearest Airport

EYW

Key West International Airport

Major Hub

MIA

Miami International Airport

Time Zone

Eastern Time

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.

11 races in Key West

July 2026 Key West, Florida Races

2 upcoming races in Key West, Florida in July.
Jul
4
Sat
Running
Rotary Club of Key West 4th of July 5K
1801 White Street, Key West, FL
5K
Avg 90° / 78°·3 ft city elevation
Jul
25–26
Sat–Sun
Running
Hemingway 5K Sunset Run
Southernmost Point, Key West, FL
5K
Avg 90° / 78°·3 ft city elevation

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
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

October 2026 Key West, Florida Races

2 upcoming races in Key West, Florida in October.
Oct
11
Sun
Running
Southernmost Half Marathon and 10K
Higgs Beach, Key West, FL
Avg 86° / 75°·3 ft city elevation
Oct
19
Mon
Running
Fantasy Fest 5K Run/Walk
201 Duvall Street, Key West, FL
1 Mile · 5K
Avg 85° / 75°·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
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
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

May 2027 Key West, Florida Races

2 upcoming races in Key West, Florida in May.
May
8
Sat
Paddle
Key West Paddle Classic 2027
3841 N Roosevelt Blvd, Key West, FL
Avg 85° / 73°·3 ft city elevation
May
30
Sun
Running
Salute to Service presented by The Marker Resort
200 Williams Street, Key West, FL
5K
Avg 86° / 75°·3 ft city elevation

Just Outside Key West

Races near Key West

Tunnel to Towers 5K Run & Walk - Big Pine Key, FL
Sat, Nov 21
31009 Atlantis Dr., Big Pine Key, FL
28 mi away

Frequently Asked Questions (FAQs)

How many races are in Key West, Florida?+
Endurance Grid's Race Calendar lists 11 upcoming races in Key West, Florida, spanning 2 sports.
What kinds of races are held in Key West?+
Key West hosts paddle and running races.
Is there a race season in Key West?+
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, and Half Marathon.