Key West Sunrise 5K — Keys Challenge Series Lace up and run the most iconic stretch of Florida — virtually, from anywhere in the world. The Key West Sunrise 5K takes you on a virtual journey through the legendary streets of Key West, Florida. Wind through the historic charm of Duval Street, past the colorful conch houses, and finish at the famous Mallory Square waterfront just as the sun lights up the Gulf of Mexico. You set the pace. You set the place. Whether you're running through your neighborhood, hitting the treadmill, or logging miles on a trail — every step counts toward your finish line. What's included: Official Keys Challenge finisher medal shipped to your door Personalized digital finisher certificate Complete your 3.1 miles anytime during the event window Compatible with Apple Watch, Garmin, Samsung Health, Fitbit, treadmill, or any fitness tracking method. Powered by Destination Training — 15 years of race directing excellence, now virtual.
Key West Sunrise 5K 2026 — anywhere, FL
Race day is approaching. Hotels fill up fast.
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Race Travel Insurance
Don't forget travel insurance for May 9.
You've trained for months and booked a trip to anywhere, FL.
A pre-race injury, a delayed flight, or a family emergency can derail the whole thing.
Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it,
and may cover medical costs if something goes wrong on the course. Plans typically only run
5-7% of your total trip cost — and running events are covered under standard plans with no
additional coverage needed.
- Trip cancellation up to 100% of prepaid costs
- Running events covered under standard plans — no add-ons needed
- Trip interruption up to 150% of non-refundable costs
- Emergency medical up to $250,000
- Cancel For Any Reason add-on available
- 24/7 real-time support
Affiliate links — we may earn a commission at no cost to you.
Coverage terms vary by state and plan. Review policy details before purchase.
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