Sarasota close

Trail Running Calendar near Sarasota 2026-2027

Header image

Explore the top trail runs near Sarasota for 2026-2027! We've gathered 13 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

Trail Running Calendar United States
September 2026
Sep
13
Su

Bennett Park at Dark

Trail Run 2 mi 4 mi
A neon-lit night cross-country event at Bennett Park offering 2-mile and 4-mile courses with required headlamp and a referral refund program.
October 2026
Oct
10
Sa

AME Dolphin Dash 5K - Bradenton Beach

Road Race Trail Run 5 km
Beachside family running options at Coquina Beach including a chip timed 5K, a stroller friendly 1500 m fun run, and a virtual 5K, benefiting Anna Maria Elementary School PTO.
Oct
17
Sa

Trick or Trot 5K - Englewood

Trail Run 5 km
A Halloween themed trail event in Englewood offering a 5K run and 1 mile walk on mixed dirt and gravel trails, with shirts, medals, costume awards and scholarship fundraising.
Oct
24
Sa

The Ainger Creek Trailblazer 5K

Trail Run 5 km
Community 5K trail run in Englewood on October 24, 2026 benefiting Dollars for Mammograms and the Englewood YMCA, with a kids fun run, awards, and post-race activities.
November 2026
Nov
21
Sa

RUN Manatee - Rye Preserve 5K Run/Walk

Road Race Trail Run 5 km
A community 5K run/walk at Rye Preserve with mixed terrain trails, a 0.25 km fun run, yoga, local vendors, and part of fees donated to a local foundation.
Nov
22
Su

The Legacy Trail Ultra

Trail Run 60 km
A free 60K ultramarathon on the Legacy Trail in Sarasota, Florida on November 22, 2026, run as an out and back course with limited aid stations.
Nov
28
Sa

Trail Hog Half Marathon

Trail Run 5 km 10 km 13 mi
Trail Hog in Venice FL on November 28, 2026 features a 13.1 miles, 10K, 5K and virtual run with race shirts, refreshments, music and age group awards.
December 2026
Dec
12
Sa

Sandy Claws Beach Run

Trail Run 5 km
The 50th Annual Sandy Claws Beach Run at Siesta Beach features a chip-timed 5K, a 1-mile fun run and a virtual 5K, with finisher medals, age-group awards, music, food and a holiday costume contest.
January 2027
Jan
23
Sa

Scrub Jay Races

Trail Run 5 km 10 km
Trail and road races at Oscar Scherer State Park include a 5K and a technical 10K plus virtual 5K and 10K options. Registration includes a finisher medal and a race shirt while supplies last.
Jan
30
Sa

Coo-Wah-Chobee 50k

Trail Run 5 km 25 km 50 km
Coo Wah Chobee in Venice FL on January 30 2027 offers a single loop 50k 25k 5k and a Youth 5k on mixed single and dual track trails.
February 2027
Feb
6
Sa

Gopherdillo Trail Run

Trail Run 5 km 10 km
A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.
Feb
21
Su

Sasquatch - Venice

Trail Run 5 km 10 km 15 km
Trail races of 15K, 10K and 5K take place in Venice, FL, with a virtual option; race entry includes a shirt, post-race refreshments, and age group awards.
June 2027
Jun
12
Sa

GCP Flag Day 5K

Trail Run 3 mi
In person 5K at Robinson Preserve on June 12, 2027 with a virtual option; entry includes a shirt, snacks and age group awards.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.