
Florida Five (Five Days, Five Different Locations, Five Distances to choose from)
About This Event
FLORIDA FIVE is a five-day running event across various locations in Central Florida. You can sign up for one day, multiple days, or all five days! Distances offered are 50K, Marathon, Half-Marathon, 10K and 5K. The event will run from February 18 through February 22, 2027 (The week of President's Day). Runners, walkers or run/walkers are all welcome.
PLACE: All locations will be within 35 miles from the Orlando International Airport (MCO).
Day 1 (2/18) - Cady Way Park (Trailhead), 2529 Cady Way, Winter Park, FL 32792: Google Maps GPS: 28.593650, -81.316796
Day 2 (2/19) - Kit Land Nelson Park, 10 N. Forest Ave, Apopka, FL 32703: Google Maps GPS: 28.676821, -81.507628
Day 3 (2/20) - Chapin Station, 501 Crown Point Cross Rd, Winter Garden, FL 34787: Google Maps GPS: 28.582556, -81.567394
Day 4 (2/21) - Blanchard Park, 2451 Dean Rd, Union Park, FL 32817: Google Maps GPS: 28.578660, -81.243468
Day 5 (2/22) - Barnett Park, 4801 W. Colonial Drive, Orlando, FL 32808: Google Maps GPS: 28.562040, -81.439746
WHAT: 50K, Marathon, Half marathon, 10K, and 5K distance options for each day.
(Five distances for five days. Yes, people can, and do run five days consecutively)
START TIMES: All race distances start:
Day 1: 7 a.m. - Day 2: 7 a.m. - Day 3: 7 a.m. - Day 4: 7 a.m. - Day 5: 8 a.m.
TIME LIMIT: 9.5 hours
PARKING: Parking will be at each race site, specific information for each race day coming soon.
WARNING: Before you register, read everything below. Here are the main points:
Not chip-timed. We are hand timed. Let us know when you finish. Courses are not certified. Not designed for speed. NOT a Boston qualifier. No age group awards, no t-shirts. ** Cup-less**—bring your own bottle. These are low-key, casual, fun events. GREAT for first timers! These are not certified or sanctioned courses—meaning, NOT a Boston qualifier. Don’t expect much and maybe you won’t be disappointed.
WHAT YOU DON’T GET: t-shirt, hat, socks, or any other apparel, great bling, cute reusable race bag, age group awards, spectators lining the course, large crowds cheering you in, hearty food at the finish, exciting music, and a party afterward.
WHAT YOU DO GET: low entry fees, courses that are guaranteed not short, a simple finisher’s medal, a generous time limit, and a published finish time. But isn’t that all you really need? What do you do with all that other stuff anyway? You know you want to sign up. Really, where else can you run a marathon for $65?
**COURSES: ** The courses are NOT certified--no Boston qualifier here. The courses are lap courses, meaning that you will do an out-and-back multiple times. Which means you will see other runners going and coming. Not as boring as it might sound. In fact, many people come to prefer this course design. All the courses will be on primarily paved, urban run/bike trails that are fairly flat with some to a lot of shade. These are open courses and will be open to the public. This means there may be other runners, walkers and cyclists. Detailed course descriptions will be coming soon!
The marathon and half marathon laps will be approximately 1.9 to 2.2 miles. The full is expected to be 12 to 14 laps and the half is expected to be 6 to 7 laps. The 5K and 10K laps are approximately 1.55 miles—two laps for the 5K and four laps for the 10K. The 50K is expected to be 14 to 16 marathon laps, plus one small lap at the end.
Turn around for each distance will be clearly marked. Rubber bands will be available to help you keep track of your laps.
**START / FINISH / AID STATION: **The only aid station is at the start/finish location, which you will pass twice each lap. We will provide chilled water, Gatorade, soda, and sweet and salty snacks.
CUPLESS: This is a cupless race. Meaning we would like for you to bring your own hydration device—water bottle, hydration belt/pack. There will be a table for your water bottles. We'll have small paper cups, but you'd be better off with your own bottle(s).
**HEAT: ** Florida is typically hot and humid. We will provide ice for your water, Gatorade, and soda. There will also be a bucket of ice water for you to dip your hat, cooling towel, etc. We will have pickles and pickle juice, as well as a variety of salty snacks.
BATHROOMS: The bathrooms are a little walk from the start/finish, but you’ll pass them during each lap. They're inside, permanent structure bathrooms with soap and water!
LIGHT: It will be just starting to break daylight at the start, but still dark in places on the course. (Sunrise is at 6:44.) We recommend you have a light for the first half hour.
**DROP BAG: **There will be a location near the start/finish line where you may leave a drop bag.
FINISH LINE: When you finish, ring the bell, or be sure to let the timer know you’re finished. Without this, you won’t get a finish time—or at least not an accurate time. Remember we are hand-timed—no timing chips! We won't know to record your time if you don't tell us you're done.
NOW, if you are STILL undecided (congratulations for reading this far), and you want to know what to expect, we won’t likely have world class athletes based on speed, but we will likely have world class athletes based on numbers of marathons completed. Think four-digit numbers. Just imagine the stories! These experienced runners love to meet new runners and offer encouragement and wisdom.
VOLUNTEERS: We always need volunteers. Each full volunteer day earns a free long run (half marathon or full marathon) or two short runs (5K or 10K). Email at wingmanrunning@yahoo.com
Wingman Running Company
Wingman Running Company
Race Distances
Ready to run?
Registration Pricing
Florida Five Day 4 - 50K
$75.00
+ $5.50 processing fee
event_busy Goes up to $85.00 after Feb 7, 2027
Florida Five Day 2 - 10K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Feb 5, 2027
Florida Five Day 4 - Marathon
$65.00
+ $4.90 processing fee
event_busy Goes up to $75.00 after Feb 7, 2027
Florida Five Day 1 - Marathon
$65.00
+ $4.90 processing fee
event_busy Goes up to $75.00 after Feb 4, 2027
Florida Five Day 4 - Half Marathon
$55.00
+ $4.30 processing fee
event_busy Goes up to $65.00 after Feb 7, 2027
Florida Five Day 2 - 5K
$30.00
+ $2.80 processing fee
event_busy Goes up to $35.00 after Feb 5, 2027
Florida Five Day 4 - 10K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Feb 7, 2027
Florida Five Day 2 - 50K
$75.00
+ $5.50 processing fee
event_busy Goes up to $85.00 after Feb 5, 2027
Florida Five Day 4 - 5K
$30.00
+ $2.80 processing fee
event_busy Goes up to $35.00 after Feb 7, 2027
Florida Five Day 3 - 50K
$75.00
+ $5.50 processing fee
event_busy Goes up to $85.00 after Feb 6, 2027
Florida Five Day 5 - 50K
$75.00
+ $5.50 processing fee
event_busy Goes up to $85.00 after Feb 8, 2027
Florida Five Day 1 - 10K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Feb 4, 2027
Florida Five Day 5 - Marathon
$65.00
+ $4.90 processing fee
event_busy Goes up to $75.00 after Feb 8, 2027
Florida Five Day 3 - Marathon
$65.00
+ $4.90 processing fee
event_busy Goes up to $75.00 after Feb 6, 2027
Florida Five Day 5 - Half Marathon
$55.00
+ $4.30 processing fee
event_busy Goes up to $65.00 after Feb 8, 2027
Florida Five Day 2 - Marathon
$65.00
+ $4.90 processing fee
event_busy Goes up to $75.00 after Feb 5, 2027
Florida Five Day 5 - 10K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Feb 8, 2027
Florida Five Day 3 - Half Marathon
$55.00
+ $4.30 processing fee
event_busy Goes up to $65.00 after Feb 6, 2027
Florida Five Day 5 - 5K
$30.00
+ $2.80 processing fee
event_busy Goes up to $35.00 after Feb 8, 2027
Florida Five Day 1 - Half Marathon
$55.00
+ $4.30 processing fee
event_busy Goes up to $65.00 after Feb 4, 2027
Florida Five All Five Days - 50K
$300.00
+ $16.00 processing fee
event_busy Goes up to $340.00 after Feb 4, 2027
Florida Five Day 3 - 10K
$40.00
+ $3.40 processing fee
event_busy Goes up to $45.00 after Feb 6, 2027
Florida Five All Five Days - Marathon
$260.00
+ $14.00 processing fee
event_busy Goes up to $300.00 after Feb 4, 2027
Florida Five Day 2 - Half Marathon
$55.00
+ $4.30 processing fee
event_busy Goes up to $65.00 after Feb 5, 2027
Florida Five All Five Days - Half Marathon
$220.00
+ $14.20 processing fee
event_busy Goes up to $260.00 after Feb 4, 2027
Florida Five Day 3 - 5K
$30.00
+ $2.80 processing fee
event_busy Goes up to $35.00 after Feb 6, 2027
Florida Five All Five Days - 10K
$160.00
+ $10.60 processing fee
event_busy Goes up to $180.00 after Feb 4, 2027
Florida Five Day 1 - 5K
$30.00
+ $2.80 processing fee
event_busy Goes up to $35.00 after Feb 4, 2027
Florida Five All Five Days - 5K
$120.00
+ $8.20 processing fee
event_busy Goes up to $140.00 after Feb 4, 2027
Florida Five Day 1 - 50K
$75.00
+ $5.50 processing fee
event_busy Goes up to $85.00 after Feb 4, 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
Frequently Asked Questions
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Race Day Schedule
2/22/2027 07:00
10K Start
2/18/2027 07:00
31.068 Miles Start
2/19/2027 07:00
Half Marathon Start
2/18/2027 07:00
31.068 Miles Start
2/22/2027 07:00
Half Marathon Start
2/19/2027 07:00
31.068 Miles Start
2/18/2027 07:00
Marathon Start
2/18/2027 07:00
Marathon Start
2/21/2027 07:00
10K Start
2/18/2027 07:00
10K Start
2/20/2027 07:00
Marathon Start
2/21/2027 07:00
5K Start
2/19/2027 07:00
5K Start
2/19/2027 07:00
10K Start
2/20/2027 07:00
31.068 Miles Start
2/18/2027 07:00
Half Marathon Start
2/18/2027 07:00
Half Marathon Start
2/18/2027 07:00
5K Start
2/19/2027 07:00
Marathon Start
2/21/2027 07:00
Half Marathon Start
2/22/2027 07:00
31.068 Miles Start
2/22/2027 07:00
Marathon Start
2/18/2027 07:00
10K Start
2/18/2027 07:00
5K Start
2/20/2027 07:00
Half Marathon Start
2/20/2027 07:00
10K Start
2/20/2027 07:00
5K Start
2/21/2027 07:00
31.068 Miles Start
2/21/2027 07:00
Marathon Start
2/22/2027 07:00
5K Start
Registration
Registration links may earn us a small commission at no extra cost to you.
Local Running Stores
Clermont, Central Florida
Dash Sports is Clermont's specialty running and walking shoe store, serving the South Lake County running community from its location on West Montrose Street in downtown Clermont. The store takes a thorough approach to fitting — each customer receives a custom gait and foot analysis that typically runs 20 to 40 minutes, ensuring the shoe recommendation is grounded in how you actually move. Clermont's reputation as a triathlon and endurance sports hub makes Dash Sports a natural resource for serious athletes alongside everyday runners and walkers. The store carries a strong lineup of performance brands including Hoka, On Running, Brooks, New Balance, and Altra, giving customers access to the leading options in road, trail, and stability footwear. Dash Sports also stocks Olukai and Aetrex for customers seeking comfort and orthopedic options alongside performance footwear — rounding out a selection that serves runners, walkers, and recovery-focused athletes alike.
phone (352) 394-7434 language Visit WebsiteAltamonte Springs, Central Florida
Fit2Run Altamonte Springs is located in Altamonte Mall, bringing the Runner's Superstore experience to Seminole County. Offering gait analysis, top performance footwear, and community run events for the growing north Orlando running community.
All Fit2Run locations phone (844) 348-2786 language Visit WebsiteLake Buena Vista, Central Florida
Fit2Run at Disney Springs is the only running specialty store inside the Walt Disney World Resort destination. Open late to serve resort guests and locals alike, offering gait analysis, top performance brands, and a one-of-a-kind running store experience in the heart of Central Florida tourism.
All Fit2Run locations phone (407) 743-5990 language Visit WebsiteRunner's gear
Gear for race day

Honey Stinger Organic Energy Gel
Honey-based gel, caffeine free
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Stanley IceFlow Flip Straw 2.0 Bottle, 24 oz
Lightweight insulated bottle with carry handle
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Body Glide Original Anti-Chafe Balm
Anti-chafe balm for humid long runs
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Florida Five (Five Days, Five Different Locations, Five Distances to choose from)
February 18, 2027