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.
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 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...
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...
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 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 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...
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 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 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...
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...
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 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,...
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 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...
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 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 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...
One of Florida's most popular and unique urban pathways, the Pinellas Trail stretches from St. Petersburg north to Tarpon Springs, and on to the Pasco County line with the opening of a 5-mile section...
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...
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...
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 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 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 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 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...
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 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 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...
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 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 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...
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 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...
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...
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...
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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...
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...
One of Florida's most popular and unique urban pathways, the Pinellas Trail stretches from St. Petersburg north to Tarpon Springs, and on to the Pasco County line with the opening of a 5-mile section...
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...
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 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...
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...
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 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...
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 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 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...
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...
One of Florida's most popular and unique urban pathways, the Pinellas Trail stretches from St. Petersburg north to Tarpon Springs, and on to the Pasco County line with the opening of a 5-mile section...
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...
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 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 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...
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...
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...
Another great ride on the Pinellas Trail. I love that the detours are well marked. I also like the signs over the trail with the town names. If you make it to St Pete, don’t miss Dr BBQ. It’ll make the trip even better. There are several overpasses this direction so be prepared for a little shifting of gears. ¿ However, they are very short and you get the downhill, although the traffic engineers took the fun out with all the speed bumps.
We loved staying in Clearwater Beach and using this trail to access the Pinellas Trail riding North one day and south the next. It’s pretty well signed if you watch closely. The only negative on the trail was that someone had cut the air hose on the air/tool station at the bottom of the bridge. Hopefully, it’s monitored and will get fixed soon. Great views from the top of the bridge!
Great ride today over the Causeway to the Pinellas Trail. Then took it north probably pretty close to the end, north Tarpon Springs. The detour scheduled to be open March 1 probably won’t open as it wasn’t near completion today but the ride around is easy and well signed. Came back on the trail and rode out to Honeymoon Island as well. The trail wasn’t super crowded. This a great trail and there are many great eateries along the way. Highly recommend Ed.
This trail is awsome. Love the water supplied. Nice trail smooth, the path is nice and wide.
Fun ride, well maintained paved surface. Several points of interest along the water. Saw nesting bald eagles. Nice to ride away from the highway noise. Highly recommend this beautiful trail.
Beautifully laid out trail with benches strategically placed and restroom facilities. Fabulous area to view nature in all its glory!
Great little trail with plenty of shade, ample parking and spectacular sunset viewing opportunities from either of the county park trailheads.
I live 5 min from this trail and my family and I have gone bike riding and running on it. I just picked up roller blading as a way to change up my fitness. If your into biking and running this is the trail for you but if you like rollerblading I would recommend another trail. I parked in the fitness parking lot and skipped going over the bridge. I would rank the road here about 6/10 lots of cracks in the road and the pavement is uneven in most places I would assume because of tree roots but it’s still good for rollerblading. I made a right at the crossroads to head toward the dump. This part of the trail is terrible. Very rough for rollerblading.
FFYI - was there on the weekend. The start of the trail on W Cypress St is closed, suggest you park in Courtney Campbell parking sites to walk the later part of the trail
Completed the largo to Clearwater section and detoured to the beach for lunch. We drove from Bradenton and parked at Scott Taylor park -It had bathrooms and connects to the trail. Will definitely do this again but wanted to share how to get there because I looked for others that might have detoured to the beach for lunch and didn't see exactly how to do it. Follow the trail from Largo to Clearwater and take a left at turner street. You will see the sign that says "to beach" follow that! ( we didn't do that and ended up riding with traffic) It has a paved sidewalk with a yellow strip on the side with signs to show you the way. You also mostly stay off the road this way. Also--this will keep you away from traffic on this side that goes over the Clearwater bridge. When you get to just before the roundabout- use the crosswalk to walk over to the right side of the road and take the roundabout north. We wanted to have lunch right on the beach at frenchys Rockaway grill. You are on the sand with umbrellas! It was magical. Turns out there are several frenchys restaurants - so go for the "rockaway grill". There was also the Palm Pavillion restaurant but it has a patio and you aren't directly on the sand. This was a decent ride and the only hard part was the hill up the bridge- we walked some of it. Not that bad but we were out of shape. We originally were thinking we biked about 7 miles round trip. Turns out it was 13 total. We were shocked because it didn't feel that long. The ride is close to one hour each way. Not including lunch- which we spent about 1.5 hours! We didn't want to leave it was so perfect. I hope this helps someone who was like me looking for help to plan a a detour to the beach. Definitely doing this again! bridge.
Trail is great once you get to it. Nice ride from Palm Harbor! Shaded, lots of trees and nature. Rode to the North end and stopped at all the parks and nature trails. Flat smooth ride.
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