Gulf Winds Summer Trail Series

Sat, May 30, 2026, 8:00 AM EDT

Location: Tallahassee, FL; Various, 32301
Featured distance: 5 Miles
Type: TRAIL

At a glance

Embrace the challenge of Tallahassee's most scenic trails in this competitive four-race series, featuring varied terrain and championship awards.

Scenic
Competitive

Discover the Gulf Winds Summer Trail Series, a four-race experience showcasing Tallahassee's most scenic and challenging trails. Each 5 or 6-mile course offers a dynamic mix of rolling terrain, single track, multi-use paths, and technical sections with roots and turns. Limited to 150 runners, this series provides a unique off-road adventure. Compete for Series Championship Awards determined by a point system, with your best three races counting toward the standings. A race shirt is included for series registrants.

What to expect

Experience four distinct trail races, each offering a mix of rolling terrain, single track, and technical sections.
Water stations may be available halfway through each course; runners are encouraged to carry their own water.
Packet pick-up is available on race day for each event.

Standout details

Four-race trail series
Scenic and challenging trails
Series Championship Awards
Limited to 150 runners

Perks & features

Shirt

From the public listing — confirm on the official site.

Auto-drafted from the public listing — confirm details on the official event page before signing up.

Vibe Check

Steady Effort

Trail + rolling terrain, warm-day exposure

Mostly trail
Rolling area
Warm season

Based on terrain, weather, and distance data.

The course

Trail
Rolling
Timed race

From the organizer

2026 Gulf Winds Summer Trail Series

This four-race series takes place on the most scenic and challenging trails in Tallahassee. Each course offers a little bit of everything: rolling terrain, single track trails, multi-use trails, and technical sections with rocks, roots, and tight twisty turns. This is a great off-road running experience. Registration is limited to 150 runners. Don't miss out!

May 30 - Oak Hammock Trail (~5.0 mi), 8:00 a.m. June 20 - Redbug Trail (~5.0 mi), 6:00 p.m. July 18 - Cadillac Trail (~6.0 mi), 8:00 a.m. August 22 - Maclay Gardens State Park (~6.0 mi), 8:00 a.m. Race History: Trouble Afoot! by Herb Wills

Race shirt : One shirt is available for the race series. Shirts are unisex short sleeve t-shirts (60% combed ringspun cotton/40% polyester, laundered for reduced shrinkage) Runners who register for the series will receive a race shirt with registration. Shirts are not guaranteed for late registration (if offered).

Series Championship Awards : Series championship awards will be presented at the last race. A point system will determine the series champion. If there is a tie at the end of the series, the winner will be determined by the fastest overall time at the last run. Your best three races count towards the series standings. Points awarded for the finish of each race:

1st place ‐ 20 Points 2nd place ‐ 15 Points 3rd place ‐ 12 Points 4th place ‐ 10 Points 5th place ‐ 8 Points 6th place ‐ 6 Points 7th place ‐ 4 Points 8th place ‐ 2 Points 9th place & Up ‐ 1 Points Race Age : Your race age will be your age as of May 30, 2026. That will keep you in the same age category for the entire series.

Water Stations : Water stations may be set up approximately halfway through each course. Runners are encouraged to carry a water bottle at each event for hydration and will be notified in advance if a water station will not be available.

Packet Pick‐up : Race day bib pick up is from 7:00 to 7:45 AM for the morning races and 5:00 to 5:45 PM for the evening race. Runners will receive a new bib for each race.

Additional Information : Emails with details go out the Monday of each race week.

Race Director : Bobby York

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