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Road cycling routes around South Miami feature an extensive network of well-paved paths and scenic trails. The region is characterized by lush landscapes, coastal views, and proximity to natural attractions like Biscayne Bay and the Coral Gables Waterway. While generally flat, some routes incorporate bridges and spans that provide minor elevation changes. This area offers diverse terrain suitable for various road cycling preferences.
Last updated: May 18, 2026
69
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
28
riders
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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31
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
27
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
15
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Hobie Beach, also known as Windsurfer Beach, is a fun stop if you’re riding along the Rickenbacker Causeway. It’s a popular spot for windsurfers and also one of Miami’s favorite dog-friendly beaches. The shallow water makes it safe for dogs to splash around, and there’s always something to watch—from kite sails to people enjoying the breeze.
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Nice view of the Coral Gables Waterway from the Commodore Trail. The trail is popular with cyclists, walkers, and runners, so if you want to stop to admire the view, make sure you are out of the way of other trail users.
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Nice pedestrian bridge on the Commodore Trail. It takes you over Coral Gables Waterway. The bridge is only open to cyclists and pedestrians.
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Regatta Park, located on the shores of Biscayne Bay, is named after the sailing regattas frequently visible from its coastline. It features a boat launch and a few short paths suitable for various activities.
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These two giant banyan trees are more than 70 years old. To make sure that they are protected, they have been declared historic.
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South Miami offers a diverse selection of over 20 road cycling routes. These routes cater to various skill levels, with 13 classified as easy and 7 as moderate, ensuring options for both casual riders and those seeking a longer challenge.
Road cycling in South Miami is characterized by well-paved paths, lush landscapes, and coastal views. Routes often feature magnificent ficus and banyan trees, pass through historic neighborhoods like Coconut Grove and Coral Gables, and offer stunning vistas of Biscayne Bay and the Coral Gables Waterway. While generally flat, some routes incorporate bridges and spans that provide minor elevation changes.
Yes, South Miami offers several family-friendly options. Many routes are designed with easy difficulty, making them suitable for families. The View of Coral Gables Waterway – Regatta Park loop from Dadeland North is an easy 19.6-mile path that provides scenic views and is popular among local cyclists for its accessibility.
For longer rides, consider routes that connect multiple trails. The Old Cutler Trail – Historic Giant Banyan Trees loop from Dadeland South is a moderate 65-mile (104.5 km) route, offering an extended experience through shaded areas and scenic landscapes. The Old Cutler Trail itself connects with the Biscayne and Black Creek Trails to the south and the Commodore Trail to the north, allowing for even longer, custom rides.
Many routes offer access to beautiful attractions. Along the Old Cutler Trail, you can stop at Matheson Hammock Park, Fairchild Tropical Garden, and Pinecrest Gardens. The Commodore Trail passes landmarks like Alice Wainwright Park, the Vizcaya Museum, Kennedy Park, Peacock Park, and The Barnacle Historic State Park. The Rickenbacker Trail provides access to Crandon Park and Bill Baggs Cape Florida State Park, with views of Biscayne Bay and beaches. You can also explore the Rickenbacker Trail itself, or visit Hobie Beach (Windsurfer Beach) along the Rickenbacker Causeway.
Yes, many road cycling routes in South Miami are designed as loops. For example, the Miami Marine Stadium – William M. Powell Bridge loop from University is a 23.7-mile circular route offering views of Biscayne Bay. Another popular option is the Old Cutler Trail – Historic Giant Banyan Trees loop from Douglas Road, which is a 24.3-mile loop through shaded areas.
The road cycling experience in South Miami is highly rated by the komoot community, with an average score of 5.0 stars from over 6 reviews. Cyclists often praise the region's extensive network of well-paved paths, the lush, shaded environments, and the stunning coastal views, particularly along Biscayne Bay and the Coral Gables Waterway.
Absolutely. The Commodore Trail takes cyclists directly through scenic areas of Coral Gables, passing landmarks like the Vizcaya Museum. Additionally, the View of Coral Gables Waterway – Regatta Park loop from Dadeland North offers scenic views along the Coral Gables Waterway, providing a beautiful ride through the area.
South Miami offers pleasant cycling conditions for much of the year. The cooler, drier months from late fall through spring (roughly November to April) are generally considered ideal, with comfortable temperatures and lower humidity. Summers can be hot and humid with a higher chance of rain, so early morning rides are recommended during this period.
The city of South Miami itself boasts numerous parks that can serve as excellent starting points or rest stops. While specific cycling amenities vary, parks like Dante Fascell Park, Fuchs Park, Brewer Park, and Palmer Park offer recreational opportunities, green spaces, and sometimes jogging/walking paths. For more information on local parks, you can visit the South Miami Parks website.
Yes, many road cycling routes in South Miami provide spectacular views of Biscayne Bay. The Miami Marine Stadium – William M. Powell Bridge loop from University offers direct views of the bay and the Miami Marine Stadium area. The Rickenbacker Trail also follows the Rickenbacker Causeway and Crandon Boulevard, traversing Key Biscayne with beautiful vistas of Biscayne Bay.


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