Hemingway 5K Sunset Run
Hemingway 5K Sunset Run is a running race on July 25–26, 2026 in Key West, FL, with entry fees from $50 to $67.
- Date
- July 25–26, 2026 (2 days to go)
- Location
- Southernmost Point, Key West, FL
- Price
- $50–$67
- Sport
- Running
From the 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.
Events
Weather
Race-Day Forecast
Live forecast from the U.S. National Weather Service.
Race Day 1
Saturday, 7/25
High
90°
Low
83°
Slight chance showers and thunderstorms then mostly sunny
Race Day 2
Sunday, 7/26
High
90°
Low
82°
Slight chance showers and thunderstorms
Host City
About Key West, FL
Population
25,824
as of 2023
City Elevation
3 ft
Nearest Airport
EYW
Key West International Airport · 1 mi
Major Hub
MIA
Miami International Airport · 127 mi
Time Zone
Eastern Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Hemingway 5K Sunset Run, put it on the calendar, and turn “someday” into a start date.
2
Days to train
- Race
- Hemingway 5K Sunset Run
- Date
- July 25–26, 2026
- Location
- Southernmost Point, Key West, FL
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From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
With running, there's a distance for every fitness level, a community at every start line, and nothing beats the feeling of crossing a finish line you trained for.
Running is an endurance sport that rewards consistency, and showing up every week compounds in ways that will surprise you.
Running
From 5K to marathon, running races are an accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Coming Up
More Running races near Key West, FL
Parrots and Margaritas 5K Run/Walk
1 Mile · 5K · From $46.99 · 618 Duval St.
1 mile away
Healthy Kids Running Series Fall 2026 - Key West, FL
From $15 · Key West High School
Less than a mile away
Southernmost Half Marathon and 10K
From $64 · Higgs Beach
Less than a mile away
Southernmost Turkey Trot 5K
1 Mile · 5K · From $24.99 · 1327 Duval St.
Less than a mile away
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Key West than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
Plan your trip to Key WestFrequently Asked Questions (FAQs)
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Hemingway 5K Sunset Run
Jul 25, 2026