Find the top rated horseback riding trails in Cypress Lake, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.
This trail is just past the West trail down the dirt road. Nice parking area, but we wrote our bikes all the way from the park entrance. 15.5 miles out and back. Rode down to the Fakahatchee Hilton! Sat on the dock and looked at all the gators swimming happily in their pond. Beautiful swamp area! We were in the middle of the drought so the trail was muddy and a few spots, but mainly dry. Met an experience hiker that said the west Trail was really lush and beautiful, but we ran out of time!
Started our ride at the north end trailhead and rode south to the causeway. Nice surface, straight, mostly flat trail. Great views of the canals and waterways. 16 miles, great ride.
Don't get run over by all the nasty gulf carts flying by...
So many amazing trails! In-line skated the entire island and had fun using my skates to commute everywhere. I definitely recommend and will do it again ¿ trail quality was surprisingly pretty good and I loved the jungle atmosphere.
After getting down there and running Ding Darling trail we ended on the bake path the goes back up to where we parked. We then saw signs stating class 1 e-bike only. If you have a class 2 be aware that there are signs posted that you are not allowed to run the bike path. Was very disappointed as we don’t use the throttle on any bike trails and did not know this was going to be an issue.
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
Not too crowded, even on a beautiful day during the winter ”season.” They need to find a better way to cross Daniel’s Parkway. Maybe an overpass or underpass. You have to pedal to the nearest traffic light and use the pedestrian cross light. Adds at least 1/2 mile to trip. I suggest you start from the parking lot on the north side of Daniel’s Pkwy, and just skip the southern mile. You’ll still get a nice 10 mile ride.
Most of this trail is closed due to the 2024 back to back hurricanes. Was a beautiful trail.
I started riding my bike at the Six Mile Cypress parking lot. When I got to Daniel’s road, I didn’t know where the trail went so I turned left. Then, you start running into busy intersections & a shopping center at Tamiami Trail Rd (Hwy 41). I turned around & went back to my car. Looking at the map now, I see that the trail continues north, past Daniel’s road, which is pretty wide. Not sure where you cross at. I’ll give it another try.
Rode from North Port to Sarasota. Great ride. Trail head in North Port is on Price Bl. Ride up to connector then down to Nokomis to Legacy. From there, left to Venice or right to Sarasota.
Short and flat. Nice quick ride along intercoastal. Ridden a number of times. Connects to Legacy Trail at Venice Rd and can ride up to downtown Sarasota. I recommend both trails.
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