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Find the top rated horseback riding trails in Englewood, 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.
We drove 1.5 hours e/w to ride this trail. Had a wonderful day,l! This rating is for our overall experience, not just the trail. Even though it was a sunny Saturday, it was not crowded. We drove over in a 25’ Class C motorhome, Bridge toll to island is $6 for cars and $11 for RVs. Found a free place to park around 18th. Later saw RV/Bus parking signs around 5th. Rode our e-bikes down to the state park, through downtown, past 2 lighthouses, stopped to sit on the beach. $2 per person for bikers entering state park. Sunset drinks followed by dinner at South Beach Grill which was great. Beach/restaurant not dog friendly so we left our pup in the RV, but the trail and overall experience were great and one of our faves so far!
Started at Pine Island Rd NW and Stringfellow. All-way stop but narrow escape from being hit by a car. Rode south to St.James City. Lots of intersections requiring almost full stop because of obstructing landscape.
Although it is very straight, the landscape on both sides is beautiful, so unlike what I’m used to in the upper Midwest. Everyone on the trail is super courteous. It’s perfect for a 10-12 mile workout. And we always see some amazing birds when crossing the Coral Creek.
Nowhere to park ;(
Perhaps I didn't go the right direction on this Trail but I walked it and it was all concrete. There is almost no shade in this is back in August so I was miserable on the white pavement.
I recommend if you're not already "on island", to park on the mainland and bike over. I appended this trip to the Cape Haze Trail and parked for free. You will still have to pay a $3 toll on a bike. The causeway is a great ride too!
Super fun trail, with walkers, dog walkers, joggers, inline skaters, electric golf carts, and the occasional iguana to share the trail. EVERYONE was super respectful about sharing and it was not busy.
I recommend creating your own spurs to see some cool homes and natural beauty. Banyan Street is one of the prettiest canopied roads you can see.
Red tide note as of Sept 6, 2021: I did not see/smell any evidence of the red tide and my sinuses let me know immediately last time I got close to it. I didn't notice anyone swimming in the ocean though.
We managed to ride both sides of the canal despite the confusing directions. Be aware you will have to cross bridges - a local told us the best bridge to cross was 41 drawbridge which we did the first pass. We crossed the bridge by the Train Depot on our way back and had to walk our bikes across. Unfortunately the canal had quite a few dead fish which we attributed to the red tide. We saw plenty of bunnies and gopher tortoises. The trail itself was mostly poured concrete but not too jarring. We will definitely do this one again - preferably in cooler weather!
Well groomed. Wasn’t particularly wide, but sufficient, smooth and mostly straight. Very easy. The trail takes you down to beach areas. Two quick turns from the end and you’re on the road to Boca grand. We didn’t take that route. We continued on a path along route 775 north towards englewood. We ended our trip at a nice restaurant called The Lighthouse Grill. We ate lunch there. It was approximately 15 total miles one way. We are loving Florida’s rails to trails!!
My husband and I biked to Bokeelia from Matlacha. It was very nice to see the communities and farmland. We saw a lot of lizards, birds, monstrous crickets, and indecisive turtles along the way. The motorists were considerate of us. Wear sunscreen and a hat/helmet, skin and scalp will get burnt…crispy. Bokeelia is beautiful and there is one public pier near a restaurant, but it’s mostly private property up there and you can’t just get into the water. Did see a lot of sting rays at the public pier though.
This is a nice paved trail. Make this ride almost twice as long by turning north (left) at Ortiz and go about 2 more miles north. We park at the trailside park on veronica shoemacher drive ..just north of winkler road. I like these paved trails that are not right on the road... much safer and wide enough to ride at least 2 bikes side by side.. About 8 miles total...up and back....
Nice views of the waterway. Ride on both sides for a change of perspective. Add to the Legacy for a nice long local ride
Good way to lay down a 30 mile round trip. Include the Venice trail for great water views.
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