Sports & Races in Big Pine Key, FL
Sports and races within 15 miles of Big Pine Key — in date order.
3 upcoming events · Updated October 2026
Saturday, Oct 241 event
0 events
race · Key West · 28 mi
Zonta ABC (Awareness Breast Cancer) Run/Walk (34th annual)
Higgs Beach, 1000 Atlantic Blvd; 10K 7:30 AM, 5K 8:00 AM
1 event
race
Tunnel to Towers 5K Run & Walk - Big Pine Key
Big Pine Community Park, 31009 Atlantis Dr
Confirmed 2026. Packet pickup Nov 20 with Golden Knights parachute team.
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race · Key West · 28 mi
Southernmost Turkey Trot 5K & 1-Mile Rooster Romp (4th annual)
Southernmost Point Buoy, 1327 Duval St; 8:00 AM
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race · Key West · 28 mi
Hog Trot 5K (Hog's Breath Saloon, 32nd annual)
Hog's Breath Saloon, 400 Front St; 8:00 AM
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race · Key West · 28 mi
Montessori Key West 5K Run/Walk & Kids Fun Run
8 am · Truman Waterfront Park
$20
0 events
race · Key West · 28 mi
Rudolph Red Nose Run (A Positive Step of Monroe County 5K, 18th annual)
Southernmost Beach Cafe, 1405 Duval St; 8:00 AM
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race · Key West · 28 mi
Running of the Elves 5K & Jingle Bell Mile
Start at Lobster Trap Christmas Tree (Margaret St); finish at Dante's, 951 Caroline St; 6:00 PM
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race · Key West · 28 mi
Save Our First Responders 5K (2nd annual)
Truman Waterfront Park (3 laps); 8:00 AM
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race · Key West · 28 mi
Key West Half Marathon & Runfest (29th annual)
5K/10K: Higgs Beach, 1000 Atlantic Blvd. Half/8K: Caroline St & Trumbo Rd, finish behind Waterfront Brewery. Expo: Half Shell Raw Bar
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1 event
race
Run With Deer 5K Run/Walk (11th annual)
Big Pine Community Park, 31009 Atlantis Dr; 8:00 AM
2026 was Sat Feb 14. Benefits Florida Keys Wildlife Society.
Expected · confirm date
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race · Marathon · 17 mi
Sombrero Beach Run (20th annual)
Sombrero Beach, Sombrero Beach Rd; 10K 8:00 AM, 5K 9:15 AM
Expected · confirm date
0 events
Nothing else within 15 mi