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Cycling routes
United States
Florida
Pinellas County

South Highpoint

The best cycling routes around South Highpoint

4.4

(9)

139

riders

11

rides

Touring cycling around South Highpoint, Florida, is characterized by generally flat terrain and coastal proximity within Pinellas County. The area provides convenient access to regional multi-use paths and parks, including segments of the extensive Fred Marquis Pinellas Trail. While South Highpoint itself is primarily residential, its location offers connections to diverse ecosystems, urban landscapes, and natural preserves throughout the county. The region's network of paved trails and park connectors makes it suitable for various skill levels.

Best touring cycling routes…

Last updated: June 29, 2026

5.0

(2)

35

riders

#1.

Dunedin – Pinellas Trail loop from Highland Plaza

26.7km

01:33

70m

70m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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Easy

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy
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Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Tips from the Community

AverieOutside
June 25, 2025, Live Oak Tree in Kapok Park

Kapok Park offers over 19 acres of a mix of large open spaces and wetlands. You can catch views of big live oaks along your ride through the park.

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mtm05005
June 25, 2025, Pinellas Trail

The Pinellas Trail is a 72-mile long trail that runs from Saint Petersburg to Tarpon Springs. The path is paved and is popular with walkers and cyclists. This section runs through a quiet neighborhood and has a good amount of shade.

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Weaver Park is a waterfront park with a fishing pier, picnic pavilions, a playground, and public restrooms.

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Cliff Stephens Park is a 44 acre park that is popular for cycling, hiking, and boating. The centerpiece of the park is a lake. The Ream Wilson Clearwater Trail also passes through the park.

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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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Artwork with panoramic view embedded in the Seaview

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great path directly at the sports harbor of St. Petersburg

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beautiful ancient bridge

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Frequently Asked Questions

How many touring cycling routes are available around South Highpoint?

There are 15 touring cycling routes available around South Highpoint, offering a variety of options for exploring the area. These routes are generally flat and connect to regional multi-use paths and parks.

Are there easy touring cycling routes suitable for beginners in South Highpoint?

Yes, South Highpoint offers several easy touring cycling routes perfect for beginners. Out of the 15 available routes, 10 are classified as easy. An example is the Dunedin – Pinellas Trail loop from Highland Avenue South & Barry Road, which is 17.5 miles (28.2 km) long and typically takes about 1 hour 37 minutes to complete.

What kind of terrain can I expect on touring cycling routes near South Highpoint?

The touring cycling routes around South Highpoint are characterized by generally flat terrain, reflecting the coastal proximity of Pinellas County, Florida. You'll primarily encounter urban landscapes and multi-use paths, with routes often connecting various local parks and community areas. Significant elevation changes are not typical for this region.

Are there any notable viewpoints or attractions along the cycling routes?

Yes, several routes offer access to interesting attractions and natural features. For instance, the Live Oak Tree in Kapok Park – Courtney Campbell Trail loop from Bayside Court utilizes the Courtney Campbell Causeway Trail, which provides scenic views over the water. Other routes might pass by highlights such as the Fred Marquis Pinellas Trail, Eagle Lake Park, or Walsingham Park.

Can I find circular touring cycling routes around South Highpoint?

Yes, many of the touring cycling routes around South Highpoint are designed as loops, allowing you to start and end at the same point. Examples include the popular Live Oak Tree in Kapok Park – Courtney Campbell Trail loop from Bayside Court and the Walsingham Park – Seminole City Park loop from Ridgecrest.

What do other cyclists say about touring cycling in South Highpoint?

The touring cycling routes around South Highpoint are highly rated by the komoot community, with an average score of 4.85 stars from over 11 reviews. Cyclists often praise the accessibility to regional trails like the Pinellas Trail and the pleasant experience of exploring local parks and community areas on flat, urban paths.

Are there options for longer touring cycling trips from South Highpoint?

Yes, while South Highpoint itself is a residential area, its proximity to regional trails allows for longer rides. The longest route listed is the Live Oak Tree in Kapok Park – Courtney Campbell Trail loop from Bayside Court, which spans 34.8 miles (56.1 km) and takes approximately 3 hours 11 minutes to complete. This route connects parks and utilizes regional trails, offering a more extended cycling experience.

Is touring cycling in South Highpoint suitable for all seasons?

Given Florida's climate, touring cycling in South Highpoint is generally possible year-round. However, the best seasons are typically fall, winter, and spring when temperatures are milder and humidity is lower. Summer months can be very hot and humid, with a higher chance of afternoon thunderstorms, so early morning rides are recommended during this period.

Where can I find parking for touring cycling routes near South Highpoint?

Many of the touring cycling routes in the South Highpoint area start from or pass through local parks, which often provide parking facilities. For example, routes connecting to Walsingham Park or Seminole City Park would likely have parking available at those locations. It's advisable to check the specific route details on komoot for suggested starting points and parking information.

Are the touring cycling routes around South Highpoint dog-friendly?

While the routes themselves are multi-use paths, specific regulations regarding dogs can vary by park or trail section. Generally, dogs on a leash are permitted on many public trails in Pinellas County. However, it's always best to check the specific rules for each park or trail you plan to visit, such as Eagle Lake Park or Walsingham Park, as some areas might have restrictions.

Are there any family-friendly touring cycling routes in the area?

Yes, the generally flat terrain and presence of multi-use paths make many routes suitable for families. The easy-rated routes, such as the Dunedin – Pinellas Trail loop from Highland Avenue South & Barry Road, are excellent choices for families looking for a relaxed ride through urban and park areas.

Do any routes connect to the broader Pinellas Trail network?

Absolutely. The Pinellas Trail is a significant regional asset, and several touring cycling routes around South Highpoint provide direct access or connect to it. For instance, the Dunedin – Pinellas Trail loop from Highland Avenue South & Barry Road explicitly utilizes sections of the Fred Marquis Pinellas Trail, allowing cyclists to explore beyond the immediate South Highpoint area.

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