About This Race

The Hemingway 5K Sunset Run is a 5K run/walk through Key West’s historic Old Town and waterfront areas, held during Hemingway Days. The race starts at the Southernmost Point at 7:30 pm, followed by an awards and beach party with rum tastings, beer, raffles, and live entertainment. Runner’s World featured it as one of the best 5Ks to run this summer.

Course & Race Day Details

Flat course
Elevation
Flat Course
Road surface
Surface
Road Surface
Medal
Race Swag
2026 Race Shirt & Medal

Race Weekend Logistics

Packet Pickup

Race Registration Booth, 3:00 pm – 7 pm, Outside Southernmost Beach Cafe, 1405 Duval Street

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Choose Your Distance

5K Walk (In person event!) 5K
Our 5K course is essentially an 'out and back' with a slight deviation. But you will start and finish at the Southernmost Point Buoy! A flat and fast course (all except the heat and humidity!), your reward will be an afterparty on the beach!
$67.00
Increases Jul 24
Register
Virtual Run Anywhere 5K 5K
Run your 5K race anywhere!
$61.00
Increases Jun 30
Register
Beach n Beer Mile (In-Person Event)
$48.00
Increases Jun 29
Register
5K Run (In person event!) 5K
Our 5K course is essentially an 'out and back' with a slight deviation. But you will start and finish at the Southernmost Point Buoy! A flat and fast course (all except the heat and humidity!), your reward will be an afterparty on the beach!
$67.00
Increases Jul 24
Register