When in May are most Half Marathon races held?
The busiest weekend in Florida is May 8 and May 9, with 4 Half Marathon races on those two days, and the single busiest day is Saturday, May 8 with 4. Every one of them is on a Saturday or a Sunday.
Race calendar · May 2027 · Florida
May 2027 Half Marathon Races in Florida
Every Half Marathon in Florida in May 2027, all 13 of them, sorted by date. Dates, entry fees, finish-time stats from past results, and start-line maps.
13 Half Marathon races in May 2027
What the field actually runs
May Half Marathon Races, By the Numbers
2:29:44Median finish time
1:53:00Median winning time
7Median field size
9May Half Marathon races with published results
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Sep 22, 2026.
When in May
The May Race Weekends
Half Marathon races do not spread evenly across May. The busiest weekend is May 8 and May 9, with 4 of them.
By the numbers
The Biggest and Longest-Running
The May Half Marathon races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
May Half Marathon Races by City
Soonest Half Marathon Races in May
13 total Sat, May 1, 2027Luau 5K, 10K, & 13.1M at Holiday, FL (17) Holiday, FLFrom $30Details Sat, May 1, 2027Luau 5K, 10K, & 13.1M at DeBary, FL (18) DeBary, FLFrom $30Details Sat, May 1, 2027Sunshine Double Winter Park, FLFrom $30Details Sat, May 8, 2027Medal Madness 5K, 10K, & 13.1M at Deland, FL (19) Deland, FLFrom $30Details Sat, May 8, 2027Medal Madness 5K, 10K, & 13.1M at Punta Gorda, FL (18) Punta Gorda, FLFrom $30Details Sat, May 8, 2027Run for Chocolate 5k/10k/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, May 8, 2027Run for Chocolate 5k/10k/13.1 TAMPA Tampa, FLFrom $30Register Sat, May 15, 2027Pirate 5K, 10K, & 13.1M at DeBary, FL (20) DeBary, FLFrom $30Details Sat, May 15, 2027Hometown Half Marathon/5K/10K - Orlando Orlando, FLFrom $22Details Sun, May 16, 2027Hometown Half Marathon/5K/10K - Tampa Tampa, FLFrom $22Details Sat, May 22, 2027Squirrel 5K, 10K, & 13.1M at Deltona, FL (21) Deltona, FLFrom $30Details Sat, May 29, 2027Medal Madness 5K, 10K, & 13.1M at Deland, FL (22) Deland, FLFrom $30Details
Common Questions About Running a May Half Marathon in Florida
When should I sign up for a May Half Marathon?
As early as you can. 2 of these May Half Marathon races already have a price increase on the calendar, and 13 are open for entry right now.
How much does a May Half Marathon cost to enter?
The typical entry is $30, with paid entries running from $22 up to $35. Entry fees climb as race day gets closer, so the same race is usually cheapest the week it opens.
What is a good Half Marathon time?
Across the 9 of these May Half Marathon races with published results from past editions, the median finisher ran 2:29:44, and the median winning time was 1:53:00. So anything under 2:29:44 puts you in the faster half of a typical field. That is the middle of these RunSignup fields, walkers and charity entrants included, not a national average.
How big is a typical May Half Marathon field?
The median one finished 7 runners, across the 9 of these May Half Marathon races with published results from past editions. Most are far smaller than the big-city events people picture, which means less crowding at the start and a friendlier field, with a last recorded finisher at 3:10:08.
Half Marathon Races in Other Months
April and June sit either side of May, which is where most people look next when a date does not fit.