Hemingway 5K Sunset Run 2027 — Key West, FL

Date
July 24, 2027
Location
Key West, FL
Venue
Southernmost Point
Start Time
12:00 PM
Entry Fee
$37.00 – $67.00
Events
5K Run (In person event!), 5K Walk (In person event!), Beach n Beer Mile (In-Person Event)
Includes
Race Shirt | T-Shirt
Register NowRegistration OpenOfficial Race Website

On July 25, 2026, the Hemingway 5K Sunset Run takes place in Key West, Florida, starting at the Southernmost Point at 7:30 PM. Despite the race name, the actual event distance is 1 mile. Entry fees range from $37 to $67. The race offers both in-person and virtual participation options, giving runners flexibility in how they compete. If you're traveling to Key West for this summer evening event, you'll want accommodation near the Southernmost Point venue for convenient race-day logistics.

From the Race Organizer
Featured by Runner’s World as one of the Best 5Ks to Run this Summer. Details: Back for our 37th year! Runners and walkers enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle by joining us in the Conch Republic on July 25-26, 2026 during the in-person Hemingway 5k Sunset Run/Walk! The athletic challenges are part of Hemingway Days, a six-day commemoration of the life and work of the author who lived and wrote in Key West for most of the 1930s. All participants will start and finish at the iconic Southernmost Point buoy! Be sure to plan to spend time at our famous after party on the beach! Don't Forget to Run or Watch the Beer Mile on Sunday! The most fun event of the week-end! 12PM.

Hotels Near This Race

Find accommodation close to the start line in Key West, FL. Sorted by distance from the race venue. Book early — race weekend hotels fill fast.

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Hemingway 5K Sunset Run 2027 — Key West, FL

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Race Travel Insurance

Don't forget travel insurance for July 24.

You've trained for months and booked a trip to Key West, 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
Get a Quote — Faye Travel Insurance

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Frequently Asked Questions

When is Hemingway 5K Sunset Run 2027 — Key West, FL?

Hemingway 5K Sunset Run 2027 — Key West, FL takes place on July 24, 2027. The race is held in Key West, Florida.

Where is Hemingway 5K Sunset Run 2027 — Key West, FL held?

Hemingway 5K Sunset Run 2027 — Key West, FL is held at Southernmost Point in Key West, Florida.

Where can I find hotels near Hemingway 5K Sunset Run 2027 — Key West, FL?

RaceHotelFinder shows hotels sorted by distance from the race venue in Key West. Use the map or list view on this page to compare options and book race weekend accommodation.