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









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We just finished the Courtney Campbell Trail and it was a blast! Our first trip here and we loved it!
The paths are very long, well maintained, and scenic. Roller skating around and along the pond is a delightful experience.
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.
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.
We had a lovely afternoon biking this trail. It's flat except for the handful of times you go over a bridge to cross a busy road. We saw several gopher tortoises along the way, zero alligators so that was good. We rented our bikes from Legacy Bike rental which is adjacent to the trail. We were able to leave our car there which was nice.
Don't get run over by all the nasty gulf carts flying by...
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
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