38th Anniversary
Hemingway 5K Sunset Run
Saturday, July 24 – Sunday July 25, 2027

HEMINGWAY 5K SUNSET RUN
RACE SCHEDULE
July 21-25, 2027 – Hemingway Days – Click here for more information
Saturday, July 24, 2027 – RACE DAY!
3:00 pm – 7 pm: Race Registration Booth
- Location: Outside Southernmost Beach Cafe, 1405 Duval Street
7:30 pm: Start of 5K Run/Walk
- Location: The starting point of the 5K Run/Walk will be near the corner of Whitehead and United – near the original location of the Southernmost Buoy
8:00 pm – 10 pm The Awards/Beach Party featuring Tastings of Papa’s Pilar Rum, Islamorada Beer and Snacks, raffles and entertainment by Entertainment by DJ Mr. Enjoy! !
- Location: Outside Southernmost Beach Cafe, 1405 Duval Street
Inside will be extended happy hour and select menu specials till closing for all participants.
Sunday, July 25, 2027
12:00 pm Key West Beach N’ Beer Mile! 4 Loops, 4 Beers from Islamorada Beer Co., Custom Shirt. Price: see the current price on RunSignUp. Race is NOT TIMED!
The Beach N’ Beer Mile bib has 4 beer tickets on your bib. This casual and fun beer mile takes place on the beach at the Southernmost Beach Cafe, 1405 Duval Street, event starts at 12 pm. Look for the Key West Half Marathon sail flags and cones! Costumes are encouraged and we will be giving various prizes out for the best costumes.
- Location: Outside Southernmost Beach Cafe, 1405 Duval Street
- Prizes awarded for:
1. Best Team Spirit
2. Best Dressed
3. Least Dressed
4:00pm – 6:00 pm Pool Party at The Backyard – Pool and Social Club | Blue Flamingo Resort – 3280 N Roosevelt Blvd, Key West, FL 33040. RSVP HERE.
ABOUT ABIGAIL WHITE
Growing up on the island of Key West has been an inspiring journey. I’m a pastor’s daughter and one of nine children; my mother home schooled me, affording me plenty of free time to draw and paint, two of my favorite things. Key West has an artistic vibe: not only is it gorgeous and chromatic, but artists from around the world gather here and pool their knowledge. It’s easy to feed off that vibe and learn from those artists!
One thing artists here love to depict are conch houses. Cute homes constructed by Bahama immigrants in Key West during the 19th century. They get their name from the conch shell, because people from the Bahamas were said to eat lots of conch meat. As far as I know, I’m the first to paint literal “conch houses” with the conch shell as the exterior of house. Key West’s symbol is the conch shell so it’s appropriate! My art has gone on to include conchs transformed into other things, like boats and a sleigh.
I still live in Key West and continue to draw inspiration from its beauty. I live with my husband, Terence, the Key West high school Cross Country coach (team name: The Fighting Conchs) and our two sons, Atticus and Archie.
Thanks for checking out my art!
-Abigail White
P.S. Please feel free to contact me if you have any questions or are interested in an original!

Meet Van Bertie, (Van the Pan Man):
Van Bertie, (Van the Pan Man), a multi-talented musician was born on the Caribbean island of St. Kitts. His musical journey has taken him across the globe, captivating audiences at diverse events and venues. He was immersed in music from a young age, inspired by his father’s piano playing and his older brothers’ musical talents. Van’s passion for music led him to pick up the guitar at the tender age of five, and over the years, Van expanded his instrumental repertoire. He picked up the steel drums about 12 years ago due to the popularity of Caribbean music and also plays the flute.
He started a four-piece band, traveling through the Caribbean, playing in places like Saint Croix and Saint Thomas. Later, he performed as a solo artist, showcasing Caribbean music, reggae, calypso, R&B, and top 40 hits in Africa, Canada, and New York.
Now settled in Florida, Van specializes in performing at weddings, corporate events, major hotels, and various gigs. He currently plays in a five-piece reggae band, as well as a blues band. One of the reggae band’s favorite gigs is the Annual Bob Marley Birthday Tribute at the Green Parrot in Key West. With a diverse musical background and a passion for performing, Van Bertie continues to leave his mark on the music scene, both locally and internationally.

Featured by Runner’s World as one of the Best 5Ks to Run this Summer.

Thank You to our Sponsors
Thank You to all our In-Kind Sponsors Below





























Thank You to our Charity Partners


Paddleboard Rentals for the Hemingway Paddleboard Race
*You must have a Personal Flotation Device with you during the race
Lazy Dog Outfitters
Mellow Ventures
305-745-3874
Paddleboard rental info:
*1 hour dockside $25
*2 hour dockside $35
*4 hour take away $45
*Full day $65
*Weekly rates available
mellowventureskeywest.com
facebook.com/mellowventureskeywest
Purchase Your Own Retrospec Inflatable Paddle Board
Participants Receive 20% Off + Free Delivery Anywhere in Key West
Call or visit Sea, Key West downtown Key West to purchase
(must show proof of race registration to receive discount)
Sea, Key West
702 B Caroline Street
305-741-7490
Paddleboard Rental Companies
*You must have a Personal Flotation Device with you during the race.
- Lazy Dog – Website
- Mellow Ventures 305-745-3874
- Sunset Watersports 305-296-2554
- Beach Weekend Key West 305-296-0364

























