Looking for the best trails around Gulfport?

Explore the best rated trails in Gulfport, FL. Whether you're looking for an easy walking trail or a bike trail like the Coastal Anclote Trail and Oldsmar Trail. With more than 28 trails covering 323 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Old Fort King Trail

Beautiful trail

March, 2023 by traillink user

Started at John B Sargent Park and rode north up into the Hillsborough River State Park mostly through wooded trails. The first few miles are paved and follows along the east side of Hwy 301. Once you cross back over to the west side of 301, it's unpaved the rest of the way. I veered off the designated trail at Dead River road and headed west to the river and then north on a path that follows the river for a good ways. I eventually found my way into the park. The trails are very beautiful and secluded. It is a low lying area, so it's best to take this ride during a dry spell when it has not rained for a while. I did it on a hybrid bike with 32 cc tires without any problems. The entire trip was 25 miles and took me about 4 hours. Highly recommended!

Pinellas Loop Trail

proliferation of e motorcycles on trails

March, 2023 by timothyjrowley1

The proliferation of e motorcycles (some still call them e-bikes) on trails (such as Pinellas Trail) is making many of the trails unsafe for pedestrians and bicyclists. There are sections of Pinellas Trail where it is safer to bike on the street then the trail. A Clearwater police officer told me that some of the increase is motorists who have lost their licenses i.e DUI’s are using e-motorcycles to get around. around.Someone

Suncoast Trail


March, 2023 by karl8track_tl

TrailLink needs to update this trail.


Fred Marquis Pinellas Trail

One of the Best

March, 2023 by bklemz_tl

I've ridden all over this country and the Pinellas Trail ranks with the best of them. Great variety of features to see along the entire length of the trail. I always appreciate seeing the community embrace a trail with artwork along the way, and this trail constantly entertains. Very wide in most places allowing for separate lanes of travel for bikes in both directions plus walkers. Most major road crossings featured bridges keeping riders safe. Plenty of access to connector trails throughout to extend your ride across the Tampa Bay region.

This is a worthy destination trail and one I would welcome riding again.

Druid Road Trail

Good Connector Trail

March, 2023 by bklemz_tl

Trail is mostly a wide sidewalk paralleling the road, so not much for scenery, but a welcome connector to better trails on both ends. Used the Druid Road trail to ride between the Duke Energy / Wilson Clearwater / Courtney Campbell Causeway trails to the Pinellas Trail. Easy to find and navigate and a welcome alternative to riding on the road.

Courtney Campbell Trail

Unique trail over water

March, 2023 by bklemz_tl

This may be the longest stretch of trail over water in the country, which made for a very unique ride. The entire trail parallels the highway, so expect noise the entire way. Even though the trail is well used, I had no issues riding at a good pace on a weekday, but I would expect weekends would be much more crowded. Easy to connect to the Wilson Clearwater Trail and Druid Road Trail to extend your ride as part of the Pinellas Trail loop.

Ream Wilson Clearwater Trail

Short Trail through Park

March, 2023 by bklemz_tl

This is a nice connector trail to the Courtney Campbell Causeway. Easy to ride and follow, but don't expect to go fast.

Duke Energy Trail

Efficient Trail

March, 2023 by bklemz_tl

Trail is in good condition and I'm grateful to have a safe alternative to road riding, but do not expect much in terms of scenery. Majority of the ride follows the right of way underneath the power line towers. This is an efficient trail to reach better destinations.

Rode from Dunedin to the Courtney Campbell Causeway, then returned to Duke Energy to loop back to the Pinellas Trail.

Pinellas Loop Trail

A nice ride on a well maintained system

March, 2023 by jduffy3124

We started at Weaver Park in north Dunedin and rode north through Palm Harbor and Tarpon Springs. We then headed east to East Lake and the north end of the Duke Energy Trail. We rode south to John Chestnut Sr. Park. Our return trip was the opposite back to Weaver Park for 39 miles total. I know I will return to this trail again. Lots of opportunity to stop at breweries and restaurants.

Flatwoods Park Trail

Flatwoods trails

March, 2023 by joerenn99

There is a limitation on eBikes. The must be Class 1. Class 2 and Class 3 are prohibited

Flatwoods Park Trail


March, 2023 by joerenn99

The trail has an eBike limitation of Class 1 so if you go beware

Legacy Trail (FL)

map not up to date

February, 2023 by gcstargate

This map does not include the sarasota Fruitville Rd extension.

Find Nearby City trails


Register for free!

Register for free with TrailLink today!

We're a non-profit all about helping you enjoy the outdoors
  • View over 40,000 miles of trail maps
  • Share your trail photos
  • Save your own favorite trails
  • Learn about new trails near you
  • Leave reviews for trails
  • Add new and edit existing trails

Get the Free TrailLink App

The trail is always better with TrailLink

Scan the QR code to get TrailLink on your phone

Explore by City

Explore by City

Explore by Activity

Explore by Activity

Log in to your account to:

  • View trail paths on the map
  • Save trails to your account
  • Add trails, edit descriptions
  • Share photos
  • Add reviews

Log in with Google

Log in with Apple


Register for free!

Join TrailLink (a non-profit) to view more than 40,000 miles of trail maps and more!

Register with Google

Register with Apple


Your account has been deleted.