Cupid's Chase 5K Key West

Schedule

Sat Feb 14 2026 at 09:00 am to 11:00 am

UTC-05:00

Location

Clarence S.Higgs Memorial Beach | Key West, FL

Advertisement
Lace up your shoes and spread the love! Whether you're a seasoned runner or just looking for a good time this event is perfect for everyone!
About this Event

Limited Giveaway: The first 5,000 people to register will receive a FREE copy of when it releases on September 30, 2025.

Race Description
  • Check-in begins at 7:30 AM and the race starts at 9:00 AM.
  • This event is fully accessible and pet-friendly, but all pets must remain leashed at all times.
  • This is a certified 5K with professional timing. All results will be posted immediately after the race.
  • To guarantee your Cupid's Chase shirt, please register by January 1, 2026; after that date, shirts will be available while supplies last.
  • Giveaways include a Cupid's Chase finisher medal and drawstring bag, available while supplies last.
  • Trophies will be awarded to the top 3 overall male and female finishers.
  • Age group medals will be awarded to the overall male and female finishers in each of the following 14 age groups: 12 & under, 13–15, 16–19, 20–24, 25–29, 30–34, 35–39, 40–44, 45–49, 50–54, 55–59, 60–64, 65–69 and 70 & over.
  • This is a rain or shine event. All registration fees are non-refundable.

Select your Cupid's Chase Shirt

While Valentine’s Day might be date night for some, we invite you to spend your morning making a difference at our Cupid's Chase 5K. Together, we are fundraising to enhance the lives of people with disabilities.

Select WHITE if you're single and ready to mingle. Select RED if you're taken and off the market.

To guarantee your Cupid's Chase shirt, please register by January 1, 2026. After that date, shirts will be available while supplies last.


Event Photos
Advertisement

Where is it happening?

Clarence S.Higgs Memorial Beach, 1000 Atlantic Boulevard, Key West, United States

Event Location & Nearby Stays:

Tickets

USD 44.52 to USD 49.87

Community Options, Inc.

Host or Publisher Community Options, Inc.

It's more fun with friends. Share with friends

Discover More Events in Key West

Gabriel Rutledge
Sat, 14 Feb at 07:00 pm Gabriel Rutledge

Key West Theater

ART THEATRE
Crooks Second Line Parade
Sun, 15 Feb at 12:00 pm Crooks Second Line Parade

111 Olivia St (temporary during construction), Key West, FL

PARADES
Gabriel Rutledge at Key West Theater
Sun, 15 Feb at 08:00 pm Gabriel Rutledge at Key West Theater

Key West

ENTERTAINMENT PERFORMANCES
The Linda Ronstadt Experience
Fri, 20 Feb at 07:00 pm The Linda Ronstadt Experience

Key West Theater

TRIPS-ADVENTURES ART
Plogging the Keys Early Bird Cleanup
Fri, 10 Oct at 08:00 am Plogging the Keys Early Bird Cleanup

510 Greene Street, 1st Floor, Key West, FL, United States, Florida 33040

2nd Saturday Celebration - Upstairs at Shops at Mallory Square
Sat, 11 Oct at 05:00 pm 2nd Saturday Celebration - Upstairs at Shops at Mallory Square

The Shops at Mallory Square

ART NONPROFIT
Southernmost Half Marathon & 10K
Sun, 12 Oct at 06:00 am Southernmost Half Marathon & 10K

Higgs Beach Key West, Florida

MARATHONS SPORTS
Fantasy Fest 5K Run\/Walk
Mon, 20 Oct at 06:00 pm Fantasy Fest 5K Run/Walk

Duval Street

MARATHONS PARTIES
33rd Annual ABC 10K\/5K Run\/Walk
Sat, 01 Nov at 07:30 am 33rd Annual ABC 10K/5K Run/Walk

1000 Atlantic Blvd, Key West, FL 33040-4852, United States

MARATHONS SPORTS
Italian Night at the Movies: The Bicycle Thief
Wed, 05 Nov at 05:30 pm Italian Night at the Movies: The Bicycle Thief

Tropic Cinema

ENTERTAINMENT ART
Southernmost Turkey Trot 5K
Thu, 27 Nov at 08:00 am Southernmost Turkey Trot 5K

The Southernmost Point Buoy

THANKSGIVING TURKEY-TROT
Italian Night at the Movies: Light in the Piazza
Wed, 03 Dec at 05:30 pm Italian Night at the Movies: Light in the Piazza

Tropic Cinema

ENTERTAINMENT ART
17th Annual Rudolph APSMC 5K
Sat, 13 Dec at 07:00 am 17th Annual Rudolph APSMC 5K

Southernmost Beach Resort

SPORTS NONPROFIT
Sat, 10 Jan at 07:00 am Save Our First Responders 5K

Key West Island - Florida

SPORTS
Cupid's Chase 5K Key West
Sat, 14 Feb at 09:00 am Cupid's Chase 5K Key West

Clarence S.Higgs Memorial Beach

SPORTS CHARITIES

What's Happening Next in Key West?

Discover Key West Events