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Road cycling routes around Kendall feature generally flat terrain, making them accessible for various skill levels. The region is characterized by lush greenery, local lakes, and designated nature reserves, providing peaceful escapes. These routes often follow paved paths through wetlands and wooded sections, offering diverse habitats. The landscape is primarily low-lying, with no significant elevation changes, which is ideal for road cycling.
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.
22
riders
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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Popular around Kendall
At the end, you reach a romantic spot, which, depending on the water level, can be extended by a short footpath through the water. In the evenings, you can watch various fishing boats coming in. The only drawback is the numerous bollards, some of which are very close together, making cycling here occasionally quite strenuous.
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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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Road cycling routes in Kendall are generally flat, making them accessible for various skill levels. The landscape is primarily low-lying, characterized by lush greenery, local lakes, and designated nature reserves. You'll often find yourself on paved paths winding through wetlands and wooded sections, offering diverse habitats without significant elevation changes.
Yes, Kendall offers many easy road cycling routes perfect for beginners. For instance, the Miami Marine Stadium – William M. Powell Bridge loop from University is an easy 23.7-mile (38.1 km) trail, and the View of Coral Gables Waterway – Regatta Park loop from Dadeland North is another easy 19.5-mile (31.5 km) option that winds through scenic areas.
Kendall's routes offer a variety of natural beauty and points of interest. Along the Black Creek Canal Trail – Black Creek Trail loop, you might spot manatees, alligators, and various birds. The Old Cutler Trail winds through scenic neighborhoods. You can also find highlights like the Black Creek Canal Trail itself, or visit Regatta Park near the Coral Gables Waterway.
While cycling is enjoyable year-round, popular times for riding in Kendall are often in April and August. The region generally experiences a pleasant climate, but it's always wise to check local weather forecasts, especially during the summer months when afternoon showers can occur.
Yes, for those looking for a longer ride, the Old Cutler Trail – Historic Giant Banyan Trees loop from Dadeland South is a moderate 65.0-mile (104.6 km) trail. This route leads through scenic neighborhoods and natural areas, offering a more extended cycling experience.
The road cycling routes around Kendall are highly rated by the komoot community, with an average score of 4.7 stars from over 60 reviews. Cyclists often praise the lush greenery, local lakes, and extensive paved paths that make for peaceful and enjoyable rides. The accessibility of routes for different ability levels is also frequently highlighted.
Yes, many of the road cycling routes around Kendall are designed as loops, offering convenient circular journeys. Examples include the Miami Marine Stadium – William M. Powell Bridge loop and the View of Coral Gables Waterway – Regatta Park loop, allowing you to start and finish at the same point.
Kendall offers several routes that are suitable for families due to their generally flat terrain and paved surfaces. The Old Cutler Trail, for example, is an 11-mile route known for being leisurely and suitable for individuals and families, winding through scenic neighborhoods.
Absolutely. Kendall is a gateway to significant natural landscapes. While cycling, you can pass by or access areas like Black Point Park & Marina and Larry and Penny Thompson Park via the Black Creek Trail. The region is also close to Everglades National Park and Biscayne National Park, offering further outdoor exploration opportunities beyond cycling. For more information on national parks near Kendall, you can visit nationalparkdirectory.com.
The road cycling routes around Kendall vary in length to suit different preferences. You can find shorter, easy rides like the Old Cutler Trail – Black Point Park and Marina loop at 15.4 miles (24.8 km), up to longer, moderate routes such as the Old Cutler Trail – Historic Giant Banyan Trees loop, which is 65.0 miles (104.6 km).
Yes, the Commodore Trail, a 5-mile paved route, passes by several cultural and natural attractions. These include Alice Wainwright Park, Vizcaya Museum, Kennedy Park, and Barnacle Historic State Park, offering a blend of cycling and sightseeing.


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