Find the top rated mountain biking trails in Cypress Lake, whether you're looking for an easy short mountain biking trail or a long mountain biking trail, you'll find what you're looking for. Click on a mountain biking trail below to find trail descriptions, trail maps, photos, and reviews.

Pine Island's unique position in the Gulf of Mexico draws a lot of bicyclists and day-trippers during high season (December-May). Though the main north-south path has plenty of negatives, it's still the best way to reach the more interesting parts of the island, to see SWFL's last remnant of 'Old Florida'. I ride the path on an old steel StumpJumper with good wide tires, which are recommended on Pine Island due to the many bumps and potholes everywhere. Lee County maintenance of the path is minimal, though a project is underway to repair parts of the path's southern section towards St James City (which is not a city at all, but a good place for canal restaurants and bars). The north end of the island, Pineland and Bokeelia, are by far the most interesting places to ride, and you should not hesitate to try one of the many small roads that lead away from the main path. Head west-NW towards the Calusa Mounds for example, or Pineland Marina. Bring water! Th
It opened recently. Its a great trail to walk or ride. Some areas have a lot of people. Then from Fisherman's Village you can follow a trail thru Punta Gorda.
Trails runs from Rattlesnake Hammock Rd at the south end to Radio Rd at the north end. Residential neighborhood backyards on either side. There is no shade, no bathrooms, and no water. Closest parking is the rear parking lot of the church on Rattlesnake. There is no parking at the Radio Rd entrance. Trail crosses Davis Blvd but there is a button activated light that stops traffic in both directions. Trail is good for walking, jogging, rollerblading, and biking. jogging, rollerblading, biking
Doesn’t show all bike trails. In fact missing quite a few.
About 2 of the 6 miles are decent for inline skating. The rest is tolerable, but it's in need of resurfacing.
Opinion: electric motor bikes and trikes should be banned from bicycle and pedestrian paths. Dangerous. Ridiculous. Why not just drive a car or truck on the road. What's your hurry anyway? Rode from terminus Sarasota to Scherer State Park and back, around 27 miles, completing the trail as we did the southern part a couple days earlier. Perfectly maintained wide paved rail trail, from city through suburbs, wild woods, and along intercoastal. Flat except from a few steep overpasses. Several crossings on the Sarasota half but well controlled by signals and warning lights. Not too crowded on a February weekday but probably gets busy. A couple of odd things: vast majority of vehicles are electric motor bikes and trikes, many of them ridden by people dressed as Amish. Some fat tired superfast dangerous electric motorbikes
We rode from Oscar Scherer State Park to the south end of Venetian Waterway Park, about 19 miles round trip on mostly level (except for a couple steep overpass ramps) on perfectly paved surface, through tropical woods and along the intercoastal. Real nice in February. Probably very hot in summer. Only "complaint" is 90% electric bikes.
It’s worth the fee for crossing over the causeway! There are parts that wind through the subdivisions and parts that ride along a very busy road- but riding safely on the trail. We’ll definitely return for another ride! Several public accesses to beaches. It’s a beautiful island!
Great paved surface, used by riders and walker/runners. Nice and wide, well marked. A few road crossings with crossing signals and several “overpasses “ over really busy roads. Definitely worth the ride!
It’s a natural extension off the Legacy trail. Good pavement, well traveled. Highly recommended!
Nicely paved, several street crossings. There and back 16+ miles. Great ride!
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