
KEYS100 Ultramarathon
Sat, May 16, 2026, 5:30 AM EDT
- Location
- Key West, FL
- Higgs Beach, 33340
- Type
- RUN
Sign up and verify details on the organizer’s official page.
At a glance
Conquer 100 miles across the stunning, unique islands of the Florida Keys, from a sub-tropical paradise to Key West.
- Fun
- Scenic
- Quirky
Embark on the 18th Annual KEYS100 Ultramarathon, a challenging 100-mile journey across the unique and interconnected islands of the Florida Keys. This pavement race offers a distinctive experience, with much of the course winding along paved bike paths and sidewalks. Runners will traverse a spectacular sub-tropical paradise, surrounded by the turquoise waters of the Atlantic Ocean and Florida Bay, culminating in Key West, just 90 miles from Cuba. Discover the laid-back charm and unique culture of "The Conch Republic" as you push your limits.
What to expect
- A demanding 100-mile ultramarathon on mostly paved surfaces.
- Run across a chain of unique islands, some uninhabited, in a sub-tropical setting.
- Experience breathtaking turquoise waters and spellbinding sunsets along the course.
Standout details
- 18th Annual Ultramarathon
- 100 Miles across the Florida Keys
- Paved bike paths and road shoulder
- Ends in Key West, 90 miles from Cuba
Auto-drafted from the public listing — confirm details on the official event page before signing up.
Distances & registration
5 optionsRegistration for all distances is through the official signup link above.
- 50K
Sat, May 16, 12:00 PM EDT · From $244.80
Opens Jul 19, 2025, 8:01 PM EDT · Closes Jan 10, 2026, 6:59 PM EST
- 50 Miles
Sat, May 16, 9:00 AM EDT · From $300.25
Opens Jul 19, 2025, 8:01 PM EDT · Closes Jan 10, 2026, 6:59 PM EST
- 50 Miles
Sat, May 16, 9:00 AM EDT · From $520.75
Opens Jul 19, 2025, 8:01 PM EDT · Closes Jan 10, 2026, 6:59 PM EST
+ 2 more optionsHide
- 100 Miles
Sat, May 16, 5:30 AM EDT · From $352.75
Opens Jul 19, 2025, 8:01 PM EDT · Closes Jan 10, 2026, 6:59 PM EST
- 100 Miles
Sat, May 16, 5:00 AM EDT · From $1,040.50
Opens Jul 19, 2025, 8:01 PM EDT · Closes Jan 10, 2026, 6:59 PM EST
Vibe Check
Push Potential
Flat road course, warm-day exposure
- Warm season
Based on terrain, weather, and distance data.
The course
- Road
- Flat
- Timed race
From the organizer
Registration is open for the 18th Annual race across the islands of the Florida Keys--May 16-17, 2026. This chain of unique and inter-connected islands--some inhabited, some not--end in the City of Key West, just 90 miles from Cuba. This is a pavement race, with approximately 75% run on paved bike paths or sidewalks and the balance on the road shoulder facing traffic. The Florida Keys, known locally as "The Conch Republic", is a spectacular and laid-back sub-tropical paradise, surrounded by the turquoise waters of the Atlantic Ocean and Florida Bay/Gulf of Mexico. The Keys feature great fishing, kayaking, snorkeling and diving, hotels, resorts, B&B's and cuisine and cocktails to fit every budget. There is entertainment to fit every taste, important history and a unique culture, sunsets that will keep you spellbound, special events going on throughout the year including KEYS100 , of course, and you don't need a passport to visit here! So, what are you waiting for? We've saved a space for you!
Also in this area
Similar vibe nearby
Races nearby with a similar atmosphere.
- Cake by the Lake 5K Run and WalksSat, Apr 4, 2026, 7:30 AM EDT · Inverness, FL
- Tipsy Turtle 2 Mile Fun Run and FestivalSat, Apr 4, 2026, 8:30 AM EDT · Vero Beach, FL
- Schnebly Redland's Wine Run 5kSat, Apr 4, 2026, 9:00 AM EDT · Homestead, FL
- Ultra Ultras Fools 4ish MileWed, Apr 1, 2026, 6:00 PM EDT · Lakeland, FL
Easier options nearby
Lower-difficulty races in the same state.