Cupid’s Chase 5K Key West 2027 — Key West, FL

Date
February 13, 2027
Location
Key West, FL
Venue
Higgs Beach Pavilion (Parking available at Salute! On The Beach)
Start Time
9:00 AM
Sunrise
7:01 AM
Entry Fee
$40.00 – $10000.00
Events
5K, Platinum Sponsor, Gold Sponsor, Silver Sponsor, Bronze Sponsor, Exhibitor Table
Includes
Cupid's Chase Nike Dri-Fit Shirt
Register NowRegistration Open
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.

Course & Travel Notes

Cupid's Chase 5K takes place in Key West, Florida on February 13, 2027, with an early 9:00 AM start time that comes just under two hours after the 7:02 AM sunrise. The race venue sits at a modest elevation of 23 feet, and you'll find Key West International Airport just 2.7 miles away for convenient travel. Expect typical February weather with highs around 76°F and lows near 64°F, though there's a 20% chance of measurable rain on any given day during this time of year.

⛰️ 23 ft elevation☀️ Typically 76°F / 64°F · 20% chance of rain✈️ Key West International Airport (EYW) — 2.7 mi

Hotels Near This Race

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Cupid’s Chase 5K Key West 2027 — Key West, FL

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Race Travel Insurance

Don't forget travel insurance for February 13.

You've trained for months and booked a trip to Key West, FL. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is Cupid’s Chase 5K Key West 2027 — Key West, FL?

Cupid’s Chase 5K Key West 2027 — Key West, FL takes place on February 13, 2027. The race is held in Key West, Florida.

Where is Cupid’s Chase 5K Key West 2027 — Key West, FL held?

Cupid’s Chase 5K Key West 2027 — Key West, FL is held at Higgs Beach Pavilion (Parking available at Salute! On The Beach) in Key West, Florida.

Where can I find hotels near Cupid’s Chase 5K Key West 2027 — Key West, FL?

RaceHotelFinder shows hotels sorted by distance from the race venue in Key West. Use the map or list view on this page to compare options and book race weekend accommodation.