Crestview Trails and Maps

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

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3 Results
Activities
Length
Surfaces
Type

Blackwater Heritage State Trail

9.6 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
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
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

L&N Railroad Depot Walking Trail (Geneva)

AL - 0.6 miles

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,...

Blackwater Heritage State Trail

FL - 9.6 miles

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...

Timpoochee Trail

FL - 19 miles

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,...

Blackwater Heritage State Trail

FL - 9.6 miles

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...

Timpoochee Trail

FL - 19 miles

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,...

L&N Railroad Depot Walking Trail (Geneva)

AL - 0.6 miles

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,...

Timpoochee Trail

FL - 19 miles

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,...

Blackwater Heritage State Trail

FL - 9.6 miles

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...

L&N Railroad Depot Walking Trail (Geneva)

AL - 0.6 miles

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,...

Recent Trail Reviews

Timpoochee Trail

A Touring Trail

February, 2017 by jamesmurphy5382

I rode this trail the entire length. It is not a bicycle trail for serious bike riders. While it wanders through some beautiful terrain, it is compromised by many driveways and road crossings not to mention the multitude of pedestrians. In Rosemary Beach area it is a concrete sidewalk about 4 feet wide. In many places the trail is very rough with pots and bumps due to the many cuts and patches.
If you are into a slow touring ride you will be OK.

Timpoochee Trail

Inconsistent; Maybe OK for Mountain Bikes; Road bikes, Trikkes, and inline skaters: Go elsewhere

December, 2016 by susancnett

I was greatly disappointed in this trail. An 18-mile, paved trail sounds so wonderful, but the reality was a different story. It has so much potential, it is a shame that it wasn't better designed and isn't better maintained. Mountain bikers, walkers and joggers might find this trail ok, but there is a reason all the road-bikes were on the road and not on the trail, and someone on inline skates would not be able to use most of the parts of the trail we experienced (the 6.5 miles on the southeast section).

Having read the reviews of how busy and crowded this trail tends to be, we set out early on Christmas morning to enjoy this trail. We started at the southeast end of the trail, planning to ride our Trikkes at least 10 miles before turning around. The trail was so poor, we gave up in frustration at 6.5 miles, and Trikked back to the car. Perhaps further on the trail we would have encountered better conditions, but we were too tired of trying to navigate bad conditions to find out.

The trail is amazingly inconsistent. Some areas are narrow sidewalks, others are wider asphalt. A few sections are smooth, but too many sections are bumpy, with cracked asphalt that is heaving.

Much of the trail is below the level of the road, with little-to-no vegetation to stop the runoff of sand, dirt, rocks and debris, across the trail. Some sections are actually the shoulder of the road, with only flexible plastic pipes, sticking up perpendicular from the road, to divide the trail from the roadway, with cars and trucks flying by.

At various points, the property owners are watering the trail with their underground sprinkler system, creating puddles as deep as 2 inches. The design of the trails did not provide for drainage.

The one real plus is that in the morning, most of the trail is shaded, which would be wonderful on hot summer mornings.

The area near Alys Beach was beautiful. While I understand the money isn't available to have all 18 miles that nice, there is a lot that could be done with this trail to make it more enjoyable.

Today we drove up to Port St. Joe's to ride the Loggerhead Run Bike Path. This trail is not fancy, but it is more consistent, well designed for drainage and sand control, and a delight to ride, albeit with little shade. Those who designed and maintain the Timpoochee Trail could take some lessons from them. I only wish we had booked our accommodations near Port St. Joe's- but now we know for our next trip to the region.

Timpoochee Trail

The bumpy Timpoochee!

October, 2016 by weaverdennisl

First, before I give the negative about this ride, let me state I am very grateful that we have trails like this one in the United States where we don't have to risk getting run over by a car. This trail is very bumpy. If you have 38 or larger tires, then air them down for comfort. If you are a roadie with 23 or 25mm tires, I think you may not be happy about this ride. If you want to go fast, it may be a problem as the trail can be very crowded at times and the people walking or riding seem to be inconsiderate about sharing the trail. Many times I had to come to a complete stop because no matter what bell I rang or what words I said had no affect, the people made no attempt to clear a path for us to get through. The beaches were right next to us, but you cannot see them for all the buildings. Not a scenic ride as you would expect. But I did get to burn a lot of calories. There are stops along the way for food, drinks, etc. Just chill on this ride and you can enjoy it. I would ride it again if I visit this area in the future.

Accordion

Blackwater Heritage State Trail

Pleasant trail

October, 2016 by jelkslg

In town for a meeting decided to ride the trail. Parked at the trail head behind the Spokin' Bike shop. Not exactly a safe feeling, and we were panhandled on our return. Better to park at the Milton library (although when we rode by the Visitor Center it was closed where I suspect you'd find restrooms). The trail is very nice and well maintained. Yes, there are several small road crossings and one major one before you get to the more rural area (the stop sign for bicyclists was down here--very dangerous! We righted it but it needs to be repaired). For a short (9 miles each way) ride it was quite pleasant.

Blackwater Heritage State Trail

Nice Trail!

June, 2016 by jlogan107

Started at the parking area on Tar Plant Road on the south end. Very quiet and off the beaten path. Restrooms are there and are very clean. Rode south about a quarter-mile before it ended and had to turn around and go north.

The ride through Milton is slow as there are several road crossings as has already been stated. The one at highway 90 can be a bit challenging. All the other crossings are mainly side streets with less traffic. I did see a few of what appeared to be homeless people around Milton, but never felt threatened.

The trail farther north gets less busy the farther out you go. By the time I got to Whiting Field, I really didn't see anyone using it (although it was a Tuesday morning). I saw some guys with the base preparing to do some work on the path, so maybe the areas where the tree roots were tearing up the asphalt will get repaired.

It's a nice ride. There are restrooms along the way. I think I saw 3 or 4 of the latrines. It is fairly shady most of the way except the northern 2 or 3 miles. I'm sure that can get very hot in the summertime! It was also well maintained, grass cut, etc. when I went.

On the way back, I detoured off the path and rode down to the riverfront in Milton. They have a really nice boardwalk that's worth taking a look. You can return back to the parking area via Pine Street and Old US 90.

Blackwater Heritage State Trail

Nice casual trail

May, 2016 by jabsdad

I ride this trail often with friends. We park at the turnaround behind the Truly Spokin bike shop. We ride low and slow as this isn't really an ideal setup for people on high zoot road bikes wanting to maintain speed. It's more of a trail for the leisurely crowd, families, kids and the like. That's not to say there aren't sections when you can get up to pace, there are, but most people wanting to ride for sustained levels won't like all the road crossings they'll have to stop for. The trail is maintained well enough and has restrooms about midway and at the Whiting Field end. Also at the Whiting end is a covered picnic table where you can rest and recharge for the ride back. All in all a very nice trail to have in our area.

Timpoochee Trail

Spring Break on 30A 2016

April, 2016 by bxrobinson9x

Spent the week riding on the Timpoochee Trail/30A Trail and loved it. Recommend that you get out early to avoid the traffic. It is a multi-use trail (bike and peds) so please be aware of this when riding on the trail. Trail is perfect for a fixie, mtn bike or a cruiser. Not recommend for a road bike. Did like that there are many stops for a water bottle refill or a bite to eat. Highly recommend checking out the food trucks in Seaside just below Watercolor. There are also some trails in the Watercolor/Seaside beach area that are a nice way to see the development. All in all enjoy my rides on the trail and recommend it.

Timpoochee Trail

really crowded

April, 2016 by miken175

I did about 18 miles of this trail on a Thursday. It is the most crowded trail I've ever seen. People walking, running, families with strollers, groups of people walking slowly drinking coffee, eating ice cream and oblivious to the fact that it is a bike trail. The trail itself is rough in spots and poorly maintained.maintained

Blackwater Heritage State Trail

Quiet trail

February, 2016 by josie5

A group of us ride along this trail. The weather was very pleasant and the trail was clean and dry. Room for three people to ride across the trail. Not too busy; the most annoying part was having to wait to cross the main road at the lights.

Other roads did cross the trail, but the traffic was so minimal that this was not a concern.

We started at the Old Tar Road end. Not a difficult trail although towards the end, where the Military Base is, there are troublesome tree roots trying to break through the pavement.

Timpoochee Trail

Busy weekend trail

February, 2016 by josie5

A nice trail on a sunny mid-week day but super busy on a lovely day. Easy to ride along; gentle inclines and wide paths. Lots of places to stop and admire the view and quaint little places to rest or get refreshments. My new favourite place is Rosemary Beach. A delightful place!

Timpoochee Trail

Nice Trail Through Scenic Beach Communities

January, 2016 by chadt14

As long as you don't start this trail expecting untamed wilderness, then you should enjoy it. It meanders through multiple small beachfront communities with a number of views to the Gulf of Mexico and the unique coastal dune lakes. This is a tourist area so there WILL be novice bicyclists and pedestrian traffic, but not enough to significantly detract from the experience. The (asphalt) trail does cross a number of (concrete) driveways so it can get rough at the transition between surfaces, but I have ridden this trail with my dad on his Trek road bike and he didn't have any problems. Very enjoyable with ample opportunities for water, food, or other items you may need.

Timpoochee Trail

Great ride for an afternoon

November, 2015 by wishard

My adult daughter and I live fairly near here but had never tackled this "official" trail, until last week. We parked near the western end and went 15 miles where we decided that 30 miles roundtrip for the day was enough. Had we realized how close to the western end we were we probably would've gone all the way. Even though it's the off-season there was a bit of activity near the Rosemary Beach and Seaside areas, but not bad. Most of the trail was relatively quiet even for a sunny Saturday afternoon. We even stopped several times to watch deer crossing the trail near one of the state parks on the trail. We stopped a few other times to take some photos of the wildlife near several of the lakes that you will bridge across. Some of these lakes are ecologically very unique but I won't bore you with details here.

The surface varied some but never very bad, always better than riding along most road shoulders. We did have about 5 feet of soft sand but we zipped on through it, most was asphalt with some concrete. It does cross over Highway 30A a few times but traffic was light (and slow). For a state as flat as people think of Florida it does have some rolling hills at times, although elevation change is still never more than 15-20' I would think.

There are plenty of bike shops along the route but most appear to be more of beach cruiser rental shops for the tourists. We did see one "real" shop but had no real reason to stop.

You also will have plenty of chances for food or cold brews along the way, but be prepared that it is a tourist location. Two hot dogs and locally-brewed bottle beers set us back $28 from a walk-up window. The location was about 5' off the bike path so it was certainly convenient. It was near the end of our ride so the break was worth it.

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