Explore the best rated trails in Clearwater, FL, whether you're looking for an easy walking trail or a bike trail like the Withlacoochee State Trail and Coastal Anclote Trail . With more than 31 trails covering 386 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.
always a great trail. so well maintained and marked. hence why we were surprised to encounter the large pile of sand close to marker 6160. both our bikes fishtailed. 3 other bikers were stopped. 2 others went to the highway to avoid.
This 46 mile trail has a little of everything. Parts have nice shade, some areas are rural and some areas go through small towns. There are multiple access points. Highlights for us were Floral City near the midway point, Ft. Cooper State Park access, and Inverness where the trail skirts the water. There aren't many difficult road crossings and not many climbs to get over high intersection bridges. As of our last ride in 2025, the trail was in good shape. Not terribly crowded. An outstanding ride.
Really pretty trail with great views and not too many inclines. Good workout but also super scenic and a great length. Highly recommend!
Very well maintained. Smooth ride. Approximately 6.5m from Lot 8 to East trailhead. Connects into the Suncoast Trail on the east end. About 80% sun so wear sunscreen and bring water. Saw dear. barred owl, woodpecker. Highly recommend
And the construction closure zones are quite large, IMO. Best stay off this trail in 2025 if you are biking and want to ride uninterrupted for more than 3 miles. 2 star rating as is, but I've done 15 miles o/b on this trail in the past rather enjoyed it.
The route I went on was siren, and well kept up. It's now ine of my favs. I wish it was closer to me. ¿
We parked at Lake Townsen Park, had some lunch at Bree’s Provisions (They close at 2:00) and rode north, out and back for about an hour. The trail is well maintained and goes through beautiful farm country.
What a beautiful day on this part of the trail... well maintained, some many places to stop, site seeing, Sponge Docks, Monkey Farm, Shopping, Restaurants and libations.
The trail and the land needs to be cleaned up. The grass and weeds needs to mowed and garbage in the grass. The weeds are as high all along the trail by Trinity Blvd. You have a nice trail but the surrounding areas are filthy. It makes the homes /townhomes look shabby. How come Starkey doesn't have weekly maintaince on this empty lot???. She made promises when she was running telling us that this is going to be beautiful. Why not put some lights up for the darkness when walking or riding on this trail?????? The area around this trail is filthy and needs attention Asap!!!!!!
Parked at the Shamrock Nature Center. The waterway park trail south of the water meets the south end of the legacy trail. Ride north to Osprey Point trailhead, about half of the Legacy Trail. Trail is an excellent ride, very popular
It is a dream ride, all paved, scenic views from beginning to end. Stop off at Whiskey Joe’s for dinner or cocktails. Sandy beaches to sit on - easily make a day of this one trail and not wear yourself out.
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