Trail Running Calendar Florida 2026-2027

Run the IQ Fiber Winter Beach Run on Jacksonville Beach with 10 mile and 5K options along firm sand at low tide on an out and back course. All runners get a long sleeve moisture wicking shirt and finishers receive medals plus hot chocolate.

Tallahassee hosts the World Athletics Cross Country Championships on Jan 10 with elite races alongside community 2K and 4K fun runs and a kids race. Join to earn a replica medal and note spectator tickets are required for ages 13 and older.

Join Fred's Fight 5K in Lynn Haven to support a local family facing cancer. Run the scenic Rails to Trails route or take part virtually to help cover medical costs and show solidarity.

Join a scenic 5K trail run through Kiplinger Conservancy in Palm City, FL on Jan 11, 2026, supporting the Treasure Coast Wildlife Center. Limited to 150 runners, the non technical course, race swag, and awards make for a fun community morni..

Long Haul 100 at Colt Creek State Park features a 100 mile Western States qualifier plus a 100 furlongs option. Looped scenic trails, wildlife, staffed aid and a finisher buckle await; the 100 mile is sold out and the waitlist is closed.

Take on the Monroe Cross Trail Ultra in DeBary, Florida offering 50 mile, 50K and 17K options along scenic paved multi use trails. The point to point 50 mile starts in Edgewater and finishes at Central 28 Beer Company with aid stations, med..

Run the Florida Roots Trail Series at Fort Clinch Park on January 24 on scenic single track trails that circle the historic fort. Choose 10K, 30K or 50K and enjoy real food, finisher shirts and post race meals and beer.

Join the 26th annual Scrub Jay Races at Oscar Scherer State Park in Osprey, FL on January 24, 2026, with a fast 5K, a technical 10K trail scramble, and virtual options. Enjoy scenic courses, finisher medals, and proceeds supporting Friends..

Run rugged trails at Point Washington State Forest with a 10 mile loop or a 20 mile two lap race from Eastern Lake Trailhead. Expect roots, sand and singletrack plus a finisher award and a hoodie for early registrants.

Run the scenic Harns Marsh 5K on January 24, 2026 along marsh lined trails with wide open skies and great bird watching. All finishers get a commemorative medal and race shirt while a one mile fun run makes this a perfect family outing.

Travel through time at the Time Travel Half Marathon in Punta Gorda on Jan 24, 2026. Choose 5k, 10k, half marathon, mile or kids dash with chip timing, designer shirt, custom medal and free photos, plus a virtual option.

This Ain't Your Mothers 50K and Trail Marathon on January 25, 2026 in Middleburg Florida offers single track, waterfalls, stream crossings and scenic vistas on the Pioneer Trail. Choices from 7K to 50K suit racers and adventurers.

Run a scenic 5k through Masaryk Winery vineyards with chip timing and a festive wine themed finish. Receive a tee, shatterproof collapsible wine glass and a finisher medal that doubles as a wine stopper while supporting Nik's Wish.

RunFluent's Coo Wah Chobee returns as a single loop trail run at Carlton Preserve in Venice FL, featuring mixed single and dual track trails. Distances from 50k to Youth 5k, plus signature swag and Wicked Skin awards.

Forgotten Florida invites trail runners to explore pine flatwoods and palm groves around Christmas, Florida with 100, 50, 15 and 8 mile options Jan 31 Feb 1, 2026. Expect single track, varied terrain and wildlife sightings.

Join the Pine Island Calusa Trail 5K on January 31, 2026 in Bokeelia, Florida for a scenic yet rugged trail run with solo, family and parent child entry options. Medals, post race refreshments and proceeds support Kiwanis youth programs.

Run the Hero Dash 5K at Legacy Park in Venice, Florida to support Respect 1st Responders and help fund Disaster Relief Kits. Enjoy music, food trucks, vintage emergency vehicles and family fun after the race.

Run the Ranch 5K in Sebring FL on Jan 31, 2026 invites runners and families to a scenic light trail course. Support Highlands County scholarships while racing at any pace and competing for age group medals.

Celebrate the new year with Westly's 9th Annual 5K in Oakland, Florida. Run or walk the in person West Orange Trail event or join virtually anytime in January for a free, family friendly 5K with post race festivities and live music.

Celebrate Mardi Gras at Celery Fields with 5k, 10k and canicross races for runners and their dogs. Expect shirts, post race snacks, live music, vendors and age group awards plus a guided warm up.