Explore the best rated trails in Oldsmar, FL. Whether you're looking for an easy walking trail or a bike trail like the Coastal Anclote Trail and Fort Fraser Trail. With more than 27 trails covering 266 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.
If you are looking for a picturesque stroll or a tranquil ride through nature close to an urban setting, then consider St. Petersburg’s Skyway Trail. The trail showcases the best of Clam Bayou’s...
The Bayway Trail is a 3.7-mile non-motorized trail between St. Petersburg and St. Pete Beach, Florida. The trail begins its westward journey near the St. Petersburg southwest wastewater treatment...
Pinellas County has embarked on the impressive task of creating a 75-mile chain of trails, to be known as the Pinellas Trail Loop. When complete, Duke Energy Trail will be a 22.5 mile link in that...
One of Florida's most popular and unique urban pathways, the Fred Marquis Pinellas Trail stretches from St. Petersburg north to Tarpon Springs and on to the Pasco County line for a total of 50 miles....
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The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...
The Coastal Aneclote Trail is a multi-use path is southeast Pasco County. The 4.5-mile trail provides safe bike-ped connections between the Pinellas Trail (via the developing Elfers Spur Trail) and...
The Flatwoods Park Trail is located within a park of the same name. Flatwoods Park is just one of five parks that make up the Wilderness Park system. These parks include Trout Creek, Dead River,...
This is a broad paved trail traveling within the Duke Energy powerline corridor, stretching 2.4 miles from the SR 54 to the Pasco/ Pinellas County line. This stretch of trail is actually strategically...
Opened in 2001, the Suncoast Trail is part of Florida's Statewide Greenways and Trails System. The trail parallels the Suncoast Parkway, beginning in northern Hillsborough County, and heads north...
The Hardy Trail is a mile long walk or ride in the heart of Dade City. The trail sits on a converted railbed, and travels south from Church Avenue. Residents love using the trail to run or jog or walk...
The Fort Desoto Island Park Trail is a paved path running the entirety of the offshore key. Lying southwest to St. Petersburg, visitors will notice military remnants and have access to two piers,...
The Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
Although short, the Bayshore Trail provides an important connection between two popular trails on Florida's west coast: the Courtney Campbell Trail and the Ream Wilson Trail. The paved north-south...
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
The 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated between Orlando and Tampa, it hosts a steady stream of visitors and locals on its paved...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The Marine Parkway Multi-use Path was constructed as part of a wider trail networking improvement effort in the city of New Port Richey. The ultimate vision is to have a continuous bike-ped connection...
On its own, the Druid Road Trail is pretty respectable recreation trail. It’s nearly four miles long, paved all the way and is accessible to the many residents of Clearwater whose neighborhoods border...
Note: Per a Florida Department of Transportation press release, "The Fort Fraser Trail will be closed at the Banana Creek Bridge from April through fall 2016 due to construction. The remainder of the...
Although short, the Bayshore Trail provides an important connection between two popular trails on Florida's west coast: the Courtney Campbell Trail and the Ream Wilson Trail. The paved north-south...
Pinellas County has embarked on the impressive task of creating a 75-mile chain of trails, to be known as the Pinellas Trail Loop. When complete, Duke Energy Trail will be a 22.5 mile link in that...
The Fort Desoto Island Park Trail is a paved path running the entirety of the offshore key. Lying southwest to St. Petersburg, visitors will notice military remnants and have access to two piers,...
This trail connects the Pinellas Trail in Clearwater to Clearwater Beach across the Memorial Causeway. It is a wide trail, separated from traffic as it slopes up Memorial Causeway Bridge. The trail...
The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...
The Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
On its own, the Druid Road Trail is pretty respectable recreation trail. It’s nearly four miles long, paved all the way and is accessible to the many residents of Clearwater whose neighborhoods border...
The Hardy Trail is a mile long walk or ride in the heart of Dade City. The trail sits on a converted railbed, and travels south from Church Avenue. Residents love using the trail to run or jog or walk...
One of Florida's most popular and unique urban pathways, the Fred Marquis Pinellas Trail stretches from St. Petersburg north to Tarpon Springs and on to the Pasco County line for a total of 50 miles....
The 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated between Orlando and Tampa, it hosts a steady stream of visitors and locals on its paved...
Note: Per a Florida Department of Transportation press release, "The Fort Fraser Trail will be closed at the Banana Creek Bridge from April through fall 2016 due to construction. The remainder of the...
The Tangerine Greenway follows a former trolley line that once ran between St. Petersburg and Gulfport on Florida's west coast. The paved pathway begins at Gulfport's Tomlinson Park and heads east in...
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
The Flatwoods Park Trail is located within a park of the same name. Flatwoods Park is just one of five parks that make up the Wilderness Park system. These parks include Trout Creek, Dead River,...
The Good Neighbor Trail runs for just over 10 miles from Brooksville to the Withlacoochee State Forest in western Florida, following the route of the former Florida Southern Railroad Line. The...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The Bayway Trail is a 3.7-mile non-motorized trail between St. Petersburg and St. Pete Beach, Florida. The trail begins its westward journey near the St. Petersburg southwest wastewater treatment...
The Marine Parkway Multi-use Path was constructed as part of a wider trail networking improvement effort in the city of New Port Richey. The ultimate vision is to have a continuous bike-ped connection...
The Old Fort King Trail is a 6.7-mile mixed-surface trail in west Central Florida. The trail consists of two parts: starting from John B. Sargeant Park, a 2.2 mile paved portion heads north, along the...
The Oldsmar Trail extends over 10 miles, and links to 10 major parks in Oldsmar, Florida. R.E. Olds Park lies at the center of the system, which is roughly shaped like an upside down T. One...
The paved trail in Jay B. Starkey Wilderness Park stretches across the preserve for about 6 miles. Well-spaced shelters along the trail offer pleasant places to rest in the shade; many are even...
The Hardy Trail is a mile long walk or ride in the heart of Dade City. The trail sits on a converted railbed, and travels south from Church Avenue. Residents love using the trail to run or jog or walk...
The Flatwoods Park Trail is located within a park of the same name. Flatwoods Park is just one of five parks that make up the Wilderness Park system. These parks include Trout Creek, Dead River,...
The 46-mile Withlacoochee State Trail is a must-do pure Florida experience for any trail enthusiast. Situated between Orlando and Tampa, it hosts a steady stream of visitors and locals on its paved...
The Oldsmar Trail extends over 10 miles, and links to 10 major parks in Oldsmar, Florida. R.E. Olds Park lies at the center of the system, which is roughly shaped like an upside down T. One...
On its own, the Druid Road Trail is pretty respectable recreation trail. It’s nearly four miles long, paved all the way and is accessible to the many residents of Clearwater whose neighborhoods border...
Note: Per a Florida Department of Transportation press release, "The Fort Fraser Trail will be closed at the Banana Creek Bridge from April through fall 2016 due to construction. The remainder of the...
The Bayway Trail is a 3.7-mile non-motorized trail between St. Petersburg and St. Pete Beach, Florida. The trail begins its westward journey near the St. Petersburg southwest wastewater treatment...
Widely regarded as Tampa Bay's best urban trail, the Upper Tampa Bay Trail provides a scenic escape from its congested surroundings. The original section winds through suburban Citrus Park on an...
The Ream Wilson Clearwater Trail will one day stretch across Florida from Tampa Bay to the Gulf of Mexico. Four miles on its eastern end are now complete and run through Safety Harbor. It will one day...
One of Florida's most popular and unique urban pathways, the Fred Marquis Pinellas Trail stretches from St. Petersburg north to Tarpon Springs and on to the Pasco County line for a total of 50 miles....
The Old Fort King Trail is a 6.7-mile mixed-surface trail in west Central Florida. The trail consists of two parts: starting from John B. Sargeant Park, a 2.2 mile paved portion heads north, along the...
The Marine Parkway Multi-use Path was constructed as part of a wider trail networking improvement effort in the city of New Port Richey. The ultimate vision is to have a continuous bike-ped connection...
The North Bay Trail begins in downtown St. Petersburg with an easy connection to the scenic 42-mile Pinellas Trail at Bay Shore Drive SE. From there, the trail heads north along Tampa Bay, offering...
The Town-n-Country Greenway is part of Tampa's network of trails and non-motorized greenways. You can access the paved trail from a parking lot on Webb Road, just south of Woodbridge Boulevard and on...
The Tangerine Greenway follows a former trolley line that once ran between St. Petersburg and Gulfport on Florida's west coast. The paved pathway begins at Gulfport's Tomlinson Park and heads east in...
This trail connects the Pinellas Trail in Clearwater to Clearwater Beach across the Memorial Causeway. It is a wide trail, separated from traffic as it slopes up Memorial Causeway Bridge. The trail...
Panoramic views of Tampa Bay: That’s it, that’s the pitch for this recreational path at the southern tip of St. Petersburg. For uninterrupted views of the bay accessible by bike, this trail is hard to...
The Good Neighbor Trail runs for just over 10 miles from Brooksville to the Withlacoochee State Forest in western Florida, following the route of the former Florida Southern Railroad Line. The...
The Courtney Campbell Trail provides pedestrian and bicycle access along the southern side of the Courtney Campbell Causeway, linking two communities, Tampa and Clearwater, and two counties,...
It’s a nice trail but needs some tlc! The views are nice and we had the trail all to ourselves.
We rode this trail from Maximo Park to the entrance to the fishing pier. Bikes are not allowed to the enter so we turned around. The trail could use some tlc as some of the shrubbery along the trail is growing up & over the trail. There’s also a lot of little debris on the trail from the highway such as pebbles, trash and just grit! It’s noisy but the views are worth it. Not much shade but a nice ride.
i have ridden this trail from both st pete beach and clearwater beach. my most scenic rides were from clearwater beach. first , to take advantage of the most scenic parks, get a free AAA map of the county. starting in clearwater beach, bike over to the bridge trail up to the pull off at the very top ,take in the view of the intracoastal waterway in both directions. wow,wow!!!!! at the end go right on the trail then left. in a short distance you will intersect the pinellas trail. this time i took a left towards Dunedin. along the way one could take a short detour to view the ocean. i continued straight ahead past a pretty golf course to dunedin. at the lights take a left on the trail along the ocean causeway . another wow!! to honeymoon island. where you can take in a swim or (since i love nature) go to the visitor center, lock the bike, and walk the sandy paths all the time watching osprey and maybe an eagle feeding their young. return to clearwater beach . only 20 miles, easy for a recreational rider like me(80 years) on a hybrid. equally scenic south on the pinellas trail. john taylor park,lake with alligators, walsingham park(lake with bike trail, seminole city park(pond with ducks),boca ciega park(boardwalk,high wooden tower overlooking the intracoastal. booring?????
Wide path, paved, never too crowded, scenic and safe. Great trail.
First time on the trail we started at the Croom area. Restrooms were well-maintained and we saw the deputy sheriff twice. I look forward to riding the complete 46 mile trail. Thank you everyone for taking great care of this trail.
Beautiful trail. I did this with my son October 2020. Pretty much a straight run from st pete to Tampa. It runs along the side of a highway but zero danger. It’s separated by a shoulder and landscaping. You pass a few beaches along the way. There are a few bridges. Constant breeze through the ride over Tampa bay. Highly recommended.
We are 70ish and rode this trail on our ebikes. We RV and try to do a couple trails a week normally in the 25 to 30 mile range. We parked in Ben Carson Park. Paid parking about 50 cents an hour paid at a kiosk with credit card or change. We arrived at 0900 on Memorial Day and there was plenty of parking. We got back at noon and all the parking spots were taken and entrances were blocked. My advice would be to park at a park in Safety Harbor and bike that trail down to this trail. This will be one of our favorite trails and we will return. reason for us to take out a subscription
I have been on several different parts of this trail and love them all!
Great ride through Duneden on the trail especially to honeymoon Island very well-kept trail plus mountain biking sandy areas on the island as well Stop at the island café and sit and look out at the water well relaxing with some water and refreshments. If you need to rinse there’s beach showers and beach access all over the island. Awesome place to bike ride
Nice ride with towns along the way. Good amount of shade as well with trail heads and water access along the way. Extension currently underway which will significantly increase the length.
This is a really nice trail with wonderful views but there is absolutely no shade! Sunscreen is vital!
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