
Cupid's Chase 5K Key West
About This Event
- Check-in begins at 7:30 AM and the race starts at 9:00 AM.
- The 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, 2027; 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.
Race Distances
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Registration Pricing
Exhibitor Table
$500.00
+ $26.00 processing fee
event_busy Registration closes Feb 13, 2027
Bronze Sponsor
$1500.00
+ $61.00 processing fee
event_busy Registration closes Feb 13, 2027
5K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Nov 30, 2026
Platinum Sponsor
$10000.00
+ $401.00 processing fee
event_busy Registration closes Feb 13, 2027
Gold Sponsor
$5000.00
+ $201.00 processing fee
event_busy Registration closes Feb 13, 2027
Silver Sponsor
$2500.00
+ $101.00 processing fee
event_busy Registration closes Feb 13, 2027
Prices from the official registration page, updated several times a day.
Registration links may earn us a small commission at no extra cost to you.
Weather
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Race Day Schedule
2/13/2027 09:00
5K Start
2/13/2027 09:00
Platinum Sponsor Start
2/13/2027 09:00
Gold Sponsor Start
2/13/2027 09:00
Silver Sponsor Start
2/13/2027 09:00
Bronze Sponsor Start
2/13/2027 09:00
Exhibitor Table Start
Registration
Registration links may earn us a small commission at no extra cost to you.
Local Running Store
Key West, Florida Keys
Fit2Run Key West is the Southernmost running store in the United States, located on the iconic Duval Street. Serving Key West's vibrant running community and the many runners who come to train and race in the Florida Keys, from the Key West Half Marathon to the Keys 100.
All Fit2Run locations phone (844) 348-2786 language Visit WebsiteRunner's gear
Gear for race day

ASICS Sonicblast 2 (women's)
Fast-day trainer, new for fall 2026
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Garmin Forerunner 265
GPS watch with training load and AMOLED screen
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Hoka Clifton 10
Cushioned daily trainer for easy miles
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Cupid's Chase 5K Key West
February 13, 2027