Crestview, FL Hiking Trails and Maps

60 Reviews

Looking for the best Hiking trails around Crestview?

Find the top rated hiking trails in Crestview, whether you're looking for an easy short hiking trail or a long hiking trail, you'll find what you're looking for. Click on a hiking trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
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7 Results
Activities
Length
Surfaces
Type

Blackwater Heritage State Trail

9.6 mi
State: FL
Asphalt

Gulf Breeze Parkway Trail

3 mi
State: FL
Asphalt

Navarre Beach Bike Path

3.6 mi
State: FL
Asphalt

Old Brick Road Trail

5.4 mi
State: FL
Brick, Concrete

Pensacola Beach Trail

9.1 mi
State: FL
Asphalt

Timpoochee Trail

19 mi
State: FL
Asphalt
Trail Image Trail Name States Length Surface Rating
In Milton, just northeast of Pensacola, the nearly 10-mile Blackwater Heritage State Trail is the rewarding result of a partnership between Florida's Departments of Transportation and Environmental...
FL 9.6 mi Asphalt
A sidepath trail that follows a stretch of its namesake roadway south of Pensacola, the Gulf Breeze Parkway Trail offers a useful transportation route for cyclists and pedestrians looking to navigate...
FL 3 mi Asphalt
The L&N Railroad Deport Walking Trail in Geneva, Alabama, is a 0.5-mile trail that follows a short segment of the abandoned right-of-way of the L&N Railroad (Louisville & Nashville). This flat,...
AL 0.6 mi Asphalt
Crystal white beaches and Florida-blue water are all par for the course at Navarre Beach. The Bike Path is a low-stress way to travel along Gulf Boulevard/ CR 399 to through the residential part of...
FL 3.6 mi Asphalt
Following the route of an old red-brick highway constructed in 1921, the Old Brick Road Trail provides over five miles of trail for cyclists and pedestrians on the eastern outskirts of Milton,...
FL 5.4 mi Brick, Concrete
This is a multi-use trail that runs along Via de Luna Drive and Fort Pickens Road in Pensacola Beach, Florida. It mostly runs along the two roads but does offer some great ocean views along the way -...
FL 9.1 mi Asphalt
The Timpoochee Trail traces the Gulf of Mexico shoreline and Scenic Highway 30-A as it travels through beachside communities and state forest lands. Trail-goers will enjoy scenic views of the sea,...
FL 19 mi Asphalt

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Trails by activity

Recent Trail Reviews

Timpoochee Trail

Great Trail

June, 2020 by dpettibone

I live in the area. During tourist season it can get quite crowded (as do the highways and grocery stores). During off season it is a pleasant ride. No walkers 3 abreast and not paying attention to your bell. I’ve now just started to shout bike on the left and that helps. The areas this trail follows has a lot of beach rentals and the little towns are just crawling with people. Views are pretty but there are other trailsduring peak season.

Blackwater Heritage State Trail

Nice trail

April, 2020 by mardis5620

Rode this trail Dec 2019. Nice weather, pretty trail that meanders thru the backside of neighborhoods and countryside. Well maintained.

Blackwater Heritage State Trail

Great Trail

March, 2020 by georgimc79

Great trail to ride on. All asphalt and well maintained. One of my favorites so far!

Accordion

Pensacola Beach Trail

Enjoyable ride!

March, 2020 by chanceyj

Loved the Gulf Islands National Seashore Park section. Stopped along the route to walk the beach and Fort Pickens. Enjoyable afternoon

Navarre Beach Bike Path

Best Bike ride ever!

February, 2020 by wkopp59

Views are amazing! Ride is amazing! The Mardi Gras parade at Navarre was also today so to and from we were driving through crowds to get to the trail but so worth it. We brought our bikes. We always look for potential rental for when family and friends visit but didn’t see rental although there may have been in either Navarre or Pensacola Beach and we just didn’t notice.

Blackwater Heritage State Trail

Worth the Ride.

December, 2019 by 3sportfitness

Black Water Heritage trail in Milton, FL. is a flat, short (10miles - one way) trail that winds through Milton and then ends our near the Naval Aviation area. It’s an easy, fun little paved trail, away from traffic and the noise of the highway.

Blackwater Heritage State Trail

Great Little Trail!

December, 2019 by edmcanally

Very nice ride with well placed benches, and restrooms. Nice way to get outside and stretch a bit.

Navarre Beach Bike Path

scenic and flat

October, 2019 by miltakis5

My husband and I took this trail and loved having the ocean on one side and the sound on the other side. Breezy, beautiful, and not difficult. Can’t wait to go again!

Blackwater Heritage State Trail

September Ride

September, 2019 by crowculbertson

Rode the trail today parking at the visitor center (5533 Alabama). I rode north thru BWHT and the Military leg. Very enjoyable and well maintained. Water fountains and bathrooms available along the way (did not test the fountain or facilities). Rabbits, snake and squirrels in abundance. On my return from military base gate I rode past the visitor center south across Hwy 90 (difficult but with pedestrian signals). It is a nice activity bringing some diversity to a regular Navarre Beach day. I did not take advantage of the visitor center but from signs I felt it was open. I would ride this trail again and again.

Timpoochee Trail

Better than Nothing

April, 2019 by jbalin

We rode this trail in March, 2019 and would like to share some observations. The trail has great potential, connecting four state parks. Personally, when I ride it again, I would stick to the western section beginning just east of Grayton Beach SP to Topsail SP. The eastern section has over one hundred driveways and an annoying surface including paver bricks and sidewalk. In addition, the Seaside and Seagrove Beach areas were very congested and I had to walk my bike through crowds of people. To be fair though, it was during spring break.

Pensacola Beach Trail

One of my favorite rides

August, 2018 by rocketmantn

The Pensacola Beach Trail is part of my favorite Florida rides. What really makes this ride special is the additional mileage you can do on both ends of the trail. If you start at the eastern most point and continue east, you are on wide bike lanes which are extensions to the road. This takes you through Gulf Islands National Seashore park. All you see on both sides is sand and water. Since Santa Rosa island is about 2 miles off the Florida mainland, you have the sound to your left and the Gulf of Mexico on your right. This is totally undeveloped. You can take this all the way into Navarre Beach. The road speed limit is only 35 MPH so passing cars don't speed by you. It is also a low traffic road so most of the time you are by yourself. The park has some facilities but you must pay to use them.

If you follow the trail west, you will end just outside Fort Pickens which is also part of the Gulf Islands National Seashore park system. You must pay to enter the park, but the ride to the Fort is again beautiful and has little traffic. This Civil War fort is the only one (from the original 3) that still survives. It was the only fort in this area that the Confederates did not overrun. It was also a temporary holding ground from Geronimo after he was captured. There are rest room here and a convenience store right outside the campgrounds. Be sure to watch the movie about the fort. It will give you a lot of background to the area. If you are lucky you will see the Blue Angels practice because you right next to the Naval Air Base.

If you include the two side trips, the total round trip ride is around 55 miles. Quite pleasant and FLAT!!! However, being next to the water, you will always be dealing with wind. Wear LOTS of sun blocker because there is NO SHADE.

Highly recommended!!!

Timpoochee Trail

Good trail, as long as your expectations are realistic

May, 2018 by dieselpup

If you're training for the Tour d'Anything, this isn't the trail for you. If you want to park your car in one of the towns and use the bikes to Gary around, they're great.

We ride "hybrid" bikes (something in between road bikes and mountain bikes). We found them pretty ideal for this trail.

We parked at Seaside and rode east to Camp Helen State Park. The park itself isn't a bad ride.

Another day, we went west to Grayton Beach. We ran into trail construction there, but we rode south to the beach, and around town. We later found that we probably could have re-entered the trail on the west side of town, and continued westward. The construction looked almost complete, so it is likely to be a non-issue soon after this review is posted.

The trail is ideal for exploring the towns, and goes close to lots of shops and restaurants.

There were a few other trails heading north toward hwy 98 that were in the final stages of construction. These were interesting, and we may explore them next year.

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