Find the top rated horseback riding trails in Bayshore Gardens, 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 destroyed and needs to be repaved. Impossible to skate safely
Easygoing, well traveled trail through beach cities with easy access to barrier Island causeways. Plenty of places to grab a meal near the trail. We tried and enjoyed Salty, Lime Cantina. Causeways provide stunning views of the harbor and were a highlight when we left the trail.
Don't get run over by all the nasty gulf carts flying by...
We've ridden this trail for more than 20 years. Wildlife is a little more sparse these days, although we did see a deer and a turkey last week. It's a 7 mile one way loop (add 2 miles from the Bruce B Downs parking lot or 0.6 miles from the Morris Bridge Rd. entrance). It's in a fast growing area (New Tampa) but it doesn't take long to get away from civilization. There are some off road trails as well. It can get busy with fast riders and skaters. Parts of the main trail are going to need re-paving soon, but ample water stops and pleasant scenery make this one a lot of fun.
This is our first trail. It was quiet, peaceful & nicely paved. Friendly people walking & riding bikes.
Really pretty trail with great views and not too many inclines. Good workout but also super scenic and a great length. 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.
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.
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.
We started at the Pinellas Trail North, the beginning point, and rode 10 miles out to John Chestnut Park. The first 2.5 miles runs alongside a preserve so quiet, scenic & very family friendly. The rest of the ride was along the highway so continual road noise although every major intersection had a button for the crosswalks, the trail is well paved & wide. There was no signage for parking at the trail head or restroom facilities. Signage to guide you to Tarpon Springs is also very limited.
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