Endurance Events in Key West, FL

Discover 12+ endurance races in Key West, Florida. From weekend fun runs to competitive road races, the Key West endurance scene covers running events throughout the year. RACE aggregates every event so you can find, compare, and register for your next race in one place.

Upcoming Events in Key West

Hemingway 5K Sunset Run

Running

Hemingway 5K Sunset Run

July 25, 2026

Key West, FL

Parrots and Margaritas 5K Run/Walk

Running

Parrots and Margaritas 5K Run/Walk

September 5, 2026

Key West, FL

Running

Healthy Kids Running Series Fall 2026 - Key West, FL

September 20, 2026

Key West, FL

Southernmost Half Marathon and 10K

Running

Southernmost Half Marathon and 10K

October 11, 2026

Key West, FL

Fantasy Fest 5K Run/Walk

Running

Fantasy Fest 5K Run/Walk

October 19, 2026

Key West, FL

Pole Vault in Paradise 2027

Running

Pole Vault in Paradise 2027

January 7, 2027

Key West, FL

2nd Annual Save Our First Responders 5K

Running

2nd Annual Save Our First Responders 5K

January 9, 2027

Key West, FL

Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile

Running

Key West Half Marathon & 5K, 8K, 10K, Rum Stroll & Beer Mile

January 16, 2027

Key West, FL

Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida

Running

Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida

January 17, 2027

Key West, FL

Key West Paddle Classic 2027

Running

Key West Paddle Classic 2027

May 8, 2027

Key West, FL

Running

KEYS100 Ultramarathon

May 15, 2027

Key West, FL

Salute to Service presented by The Marker Resort

Running

Salute to Service presented by The Marker Resort

May 30, 2027

Key West, FL

Nearby Cities in Florida

Tampa (69)Orlando (54)Naples (34)

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