Will I get a shirt at the finish line?
Almost certainly yes - 30 of the 31 races say they give a shirt. That is unusually consistent, and every race here publishes some giveaway detail, so you are not going in blind on what to expect at the finish.
Florida · Race calendar
2026-2027 Running Races in Key Biscayne, Florida
Upcoming running races in and near Key Biscayne, Florida - 5Ks, 10Ks, half marathons and more, with dates, pricing, finish-time stats, start-line maps, and local run clubs to train with.
35 upcoming races · 1 with finish-time stats
Racing in Key Biscayne means starting on an island and earning every mile. The Rickenbacker Causeway's climb over the William Powell Bridge is a landmark locals know well - that single exposed arc over Biscayne Bay is as close to a hill as South Florida running gets, and races here tend to lean into it rather than avoid it.
Beyond the bridge, the running fans out through Crandon Park's beach paths and the mangrove loops of Bill Baggs Cape Florida State Park near the lighthouse. Mornings on the causeway are busy with runners, cyclists, and triathletes sharing the same ribbon of pavement, so race day rarely feels like a departure from a normal training week - just a more organized version of it.
By the numbers
The Biggest and Longest-Running
The Key Biscayne races that stand out on the numbers: the biggest field, and the longest unbroken run of editions.
Sat, Oct 10, 2026Cookie Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Oct 10, 2026Coffee Lovers Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Oct 24, 2026Run For Recovery Key Biscayne, FLFrom $30Details Sat, Oct 31, 2026PB&J Fuel Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Oct 31, 2026Halloween Trick or Trot Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Nov 14, 202649th Annual Key Biscayne Lighthouse Run Key Biscayne, FLFrom $40Details Sat, Nov 14, 2026Run for Mental Health 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Nov 14, 2026Veterans Day Freedom Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Nov 28, 2026Coffee Lovers Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Nov 28, 2026Thanksgiving Gobble Trot Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Dec 12, 2026Run for Breast Cancer 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Dec 12, 2026Sunrise Marathon 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Dec 19, 2026Jingle Bell Jog Key Biscayne Key Biscayne, FLFrom $40Details Sat, Dec 26, 2026A Merry Christmas Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Dec 26, 2026New Year's Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Jan 16, 2027MLK Jr. Freedom Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Jan 16, 2027Sunrise Marathon 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Jan 30, 2027Coffee Lover Run MIAMI Key Biscayne, FLFrom $30Register Sat, Jan 30, 2027Run for Donut MIAMI Key Biscayne, FLFrom $30Register Sat, Feb 6, 20272027 SunSmart 5K Key Biscayne, FLFrom $35Details Sat, Feb 13, 2027Valentine's Day Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Feb 13, 2027Run for Chocolate 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Feb 27, 2027Run Together Against Breast Cancer MIAMI Key Biscayne, FLFrom $30Register Sat, Feb 27, 2027Run For Mental Health MIAMI Key Biscayne, FLFrom $30Register Sat, Mar 20, 2027Sunrise Marathon 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Mar 20, 2027St. Paddy's Day Lucky Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Mar 27, 2027Always Hope Easter Run MIAMI Key Biscayne, FLFrom $30Register Sat, Mar 27, 2027SuperHeroes Run MIAMI Key Biscayne, FLFrom $30Register Sat, Apr 10, 2027Sloth Run 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Apr 10, 2027Run for PB&J 5k/10k/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, Apr 24, 2027Coffee Lover Run MIAMI Key Biscayne, FLFrom $30Register Sat, Apr 24, 2027Run for Donut MIAMI Key Biscayne, FLFrom $30Register Sat, May 8, 2027Run for Chocolate 5k/10k/13.1 MIAMI Key Biscayne, FLFrom $30Register Sat, May 29, 2027SuperHeroes Run MIAMI Key Biscayne, FLFrom $30Register Sat, Jun 19, 2027Run Juneteenth Day 5K/10K/13.1 MIAMI Key Biscayne, FLFrom $30Register
Within 100 miles
Races in Nearby Cities
More race calendars close to Key Biscayne. Miles are measured center to center, so treat them as a rough guide.
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 Oct 8, 2026.
Common Questions About Racing in Key Biscayne
What does a typical finish time look like here - am I going to be out there alone at the back?
Only 1 race has published finish-time results, Run For Recovery, which had a field of 38 and a median finish time of 40:40 across its distances. That is the only measured snapshot available here, so it is hard to draw broad conclusions - but a 38-person field means you will know most people around you by the end.
When is the best time of year to race in Key Biscayne?
Fall (September to November) is the busiest window, with 14 races scheduled in that stretch - October alone has 5. If you want to avoid the heat and humidity that shape running on the exposed causeway and beaches, the 11 winter races (December through February) give you the mildest, drier conditions the island offers.
Most of these races offer multiple distances - which ones let me step up from a 5K to a half marathon on the same day?
The majority of races here offer 5K, 10K, and half marathon distances at the same event, so you have room to move up without switching races entirely. Run For Recovery is the exception, offering 5K, 10K, and 100 Yards rather than a half marathon option.
Are there trail races near Key Biscayne?
Yes, one race around Key Biscayne gets you off the pavement: 1 mixes road and trail.