4.8
(17)
227
riders
22
rides
Touring cycling around Westchase, Florida, offers access to an extensive network of trails and diverse natural environments. The region is characterized by flat terrain, featuring wetlands, pine flatwoods, and areas with large live oak trees. These landscapes provide varied settings for cycling, from urban trails to natural preserves. The area's geographical location supports a robust environment for outdoor activities, including numerous paved and unpaved routes.
Last updated: November 1, 2026
5.0
(2)
32
riders
23.3km
01:21
40m
40m
5.0
(1)
21
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces.

18
riders
Easy bike ride. Mostly paved surfaces.
4.0
(3)
22
riders
80.6km
04:36
110m
110m
Moderate bike ride. Good fitness required. Mostly paved surfaces.
13
riders
Easy bike ride. Mostly paved surfaces.
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Popular around Westchase
John Chestnut Park is a 255 acres nature area on the banks of Lake Tarpon. The park has several miles of trails that cut through it. The park is also home to a variety of wildlife.
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Thanks to its elevation above the road you'll get a great view across the water as you cross this bridge.
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The Pinellas Trail is a smooth, multi-use paved 46-mile pathway that curves northwest from St. Petersburg to Tarpon Springs. It's the perfect route for cyclists, passing through several beach towns, picturesque parks, and trailside restaurants, with plenty of beautiful coastline views.
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The bridge north of the landfill is closed for construction until 2025, making the trail impassible through this area. The rest is still good.
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The Pinellas Trail is a smooth, multi-use paved 46-mile pathway that curves northwest from St. Petersburg to Tarpon Springs. It's the perfect route for cyclists, passing through several beach towns, picturesque parks, and trailside restaurants, with plenty of beautiful coastline views.
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The Dunedin Causeway spans 2.5 miles over St. Joseph Sound, from Bayshore Boulevard to Honeymoon Island State Park. The Causeway is open for recreational activities from 5:00 a.m. to 11:00 p.m. The views from up here are unbeatable.
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Wall Springs Park, spanning 210 acres, is right off the Pinellas Trail. This park features a boardwalk and a viewing area of a beautiful natural spring. Keep an eye out for turtles, birds, ducks, and snakes. Swimming is no longer allowed, but visitors can ascend the observation tower with a view of the Gulf of Mexico.
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The Upper Tampa Bay Trail is a paved commuter and exercise path that is popular for walking, biking and running. There are a lot of different parking areas and parks along the trail, so you don't have to do the whole trail all in one go, but doing the whole path does work well for longer rides. You can also easily connect to other paths in the upper Tampa trail network.
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Yes, Westchase offers many easy routes. For instance, the Upper Tampa Bay Trail is a 14.5-mile (23.3 km) paved trail known for its ease and scenic views. Another option is the Safety Harbor Marina Pier – Pond at Cooper's Bayou Park loop, an easy 7.6-mile (12.2 km) route.
Westchase's touring cycling routes showcase diverse Florida landscapes, including wetlands, pine flatwoods, and areas with large live oak trees. Trails often feature bridges over waterways like Rocky Creek and pass through natural preserves, offering opportunities to experience the region's unique ecosystems.
For those seeking a longer ride, the Starkey Park Bike Trail – J.B. Starkey Wilderness Park loop from Brooker Creek Preserve is a moderate 36.1-mile (58.1 km) path. This route provides a traffic-free experience through a wilderness park and requires good fitness.
Many routes offer access to significant natural and scenic points. You can find highlights like the Courtney Campbell Causeway Trail, the Safety Harbor Marina Pier, and the Brooker Creek Headwaters Nature Preserve. The Tocobaga Temple Mound at Philippe Park also offers a historical point of interest.
Yes, several routes offer a loop experience. The Starkey Park Bike Trail – J.B. Starkey Wilderness Park loop from Brooker Creek Preserve is a notable circular option. Another is the Suncoast Trail trailhead loop from Brooker Creek Headwaters Nature Preserve, which is an 18.2-mile (29.3 km) easy loop.
The cooler, drier months from late fall through spring (roughly November to April) are generally considered the best for touring cycling in Westchase. During this period, temperatures are more comfortable, and there's less humidity and rain compared to the summer months.
Many of the routes are suitable for families, especially the easier, paved trails. The Upper Tampa Bay Trail, with its flat terrain and shaded sections, is particularly popular for family outings.
The area is highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the extensive and varied trail systems, the opportunity to experience diverse Florida landscapes, and the well-maintained paths that cater to different skill levels.
Parking is generally available at trailheads and parks. For example, the Courtney Campbell Trail has parking at Cypress Point Park and Ben T. Davis Beach on the Tampa side. Many other parks and preserves, such as J.B. Starkey Wilderness Park and Brooker Creek Headwaters Nature Preserve, also offer designated parking areas.
Yes, many trails and preserves in the Westchase area offer excellent opportunities for wildlife viewing. Cyclists often spot various bird species, armadillos, and deer, especially in areas like Flatwoods Park and Brooker Creek Headwaters Nature Preserve.
Yes, the Courtney Campbell Trail, which runs parallel to the Courtney Campbell Causeway, offers spectacular, expansive views across Tampa Bay to Clearwater. This trail provides a unique perspective of the bay and marine life.
The Fred Marquis Pinellas Trail, accessible from the wider Westchase area, is a nearly 50-mile multi-use trail stretching from Tarpon Springs to St. Petersburg. This allows riders to explore various Pinellas County towns and their unique attractions.


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