4.4
(36)
410
riders
17
rides
Touring cycling in Florida Keys Wilderness is characterized by a chain of islands connected by the iconic Overseas Highway, offering extensive ocean views. The region features a tropical savanna climate and generally flat terrain, making it accessible for various cycling levels. Cyclists can experience diverse ecosystems, including mangrove islands and tropical hardwood hammocks. The unique geography provides opportunities to cycle over water, with the Gulf of Mexico on one side and the Atlantic Ocean on the other.
Last updated: May 1, 2026
4.5
(20)
177
riders
19.4km
01:08
10m
10m
Easy 12.1-mile (19.4 km) touring cycling loop in Key West, featuring coastal views, historic sites, and the iconic Southernmost Point.
24
riders
9.26km
00:34
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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12
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
24
riders
14.2km
00:48
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
40
riders
15.3km
00:53
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Florida Keys Wilderness
There's an admission charge, too. But Bobby's view is great.
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Smathers Beach, named after George Smathers (1913-2007), a former U.S. Senator from Florida and a friend of President John F. Kennedy, is the largest public beach in Key West, stretching about half a mile along the Atlantic Ocean. It begins at mile marker zero and is beautifully lined with coconut trees. On September 2, 2013, long-distance swimmer Diana Nyad made history by arriving at Smathers Beach after swimming 110 miles from Havana, Cuba, becoming the first person to complete the journey without a shark cage.
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Very beautiful church with a wooden ceiling and colorful windows. Well worth a visit.
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It is very interesting to see how long the wooden houses, which are "simply" built from a Central European perspective, can withstand the organs etc.
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It is quite busy here at lunchtime. It is better to get up early, then you will be able to get an uninterrupted picture. The Southernmost Point is considered the southernmost point in the continental United States and is located on the last of the Florida Keys, Key West. It is located on the edge of the city of Key West in the Upper Duval district on the corner of Whitehead Street and South Street. It is only a few minutes' walk to the city center. The Southernmost Point is actually not the southernmost point in Key West. This is located on the US Navy base next door. Since Key West is an island, the southernmost point in the continental USA is near Flamingo in the Everglades. Source Wikipedia
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U.S. Highway 1 (also U.S. Route 1 or US 1) is a highway that runs parallel to the US east coast. The total length is 3,846 kilometers. In the north, the highway ends in Fort Kent in Maine on the Canadian border. In the south it is Key West on Florida's coast to the Gulf of Mexico. U.S. Route 1 runs parallel to Interstate 95 in many places. It was initially established in 1926 only between the Canadian border and U.S. Highway 94 in Miami. Source Wikipedia
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Touring cycling in the Florida Keys Wilderness is generally considered easy to moderate. The terrain is notably flat, with minimal elevation gain, making it accessible for various cycling levels. Out of the 13 routes available, 12 are rated as easy, with only one moderate route. This makes it a great destination for casual riders and those looking for a relaxed cycling experience.
Yes, the Florida Keys Wilderness is very family-friendly for cycling due to its predominantly flat terrain and scenic, dedicated paths. Many routes, such as the Key West Cycling Loop, are easy and offer opportunities to explore the islands at a leisurely pace. The Key West Lighthouse – Smathers Beach loop from Key West is another easy option connecting notable landmarks and a popular beach, suitable for families with children.
The Florida Keys offer a unique cycling experience characterized by flat terrain and extensive ocean views. You'll cycle along a chain of islands connected by the iconic Overseas Highway, often with the Gulf of Mexico on one side and the Atlantic Ocean on the other. Expect to see diverse ecosystems, including mangrove islands, tropical hardwood hammocks, and vibrant coral reefs visible from shore or accessible at parks like John Pennekamp Coral Reef State Park. The region is also home to unique wildlife, such as the endangered Key deer.
The best time to go touring cycling in the Florida Keys is generally during the cooler, drier months, typically from November to May. During this period, temperatures are more comfortable, and there is less humidity and rain. The summer months (June to October) can be very hot and humid, with a higher chance of tropical storms and hurricanes, which might make cycling less enjoyable.
Absolutely! The Florida Keys are dotted with numerous landmarks and scenic viewpoints. While cycling, you'll traverse historic bridges, including sections of the famous Seven Mile Bridge, offering expansive ocean vistas. Key West itself features landmarks like the historic Key West Lighthouse and Fort Zachary Taylor Historic State Park. Bahia Honda State Park is renowned for its beautiful beaches and clear waters, providing excellent photo opportunities and places to relax.
The Florida Keys Overseas Heritage Trail offers various access points and parking opportunities along its length, as it often runs parallel to the Overseas Highway. Many state parks, such as Bahia Honda State Park and John Pennekamp Coral Reef State Park, serve as excellent access points and typically provide parking facilities. Additionally, many communities along the Keys have designated parking areas near trailheads or public beaches that connect to the trail.
The area is highly rated by the komoot community, with an average score of 3.7 stars from over 36 reviews. Reviewers often praise the unique experience of cycling over water with stunning ocean views, the generally flat and accessible terrain, and the opportunity to explore the diverse island chain. The scenic beauty and the chance to visit various attractions directly from the bike path are frequently highlighted as major draws.
While many outdoor areas in the Florida Keys are dog-friendly, specific rules for cycling trails can vary. Generally, dogs on leashes are permitted in many state parks and on public trails. However, it's always best to check the specific regulations for each park or trail section you plan to visit, especially regarding protected wildlife areas like the National Key Deer Refuge, to ensure a pleasant and compliant experience for you and your pet.
Yes, there are several circular cycling routes, particularly around the islands. For instance, the Key West Cycling Loop is a popular 12.1-mile (19.4 km) circular route that allows you to explore the island's coastal areas. Another option is the St. Pauls Episcopal Church – Fort Zachary Taylor State Park loop from Key West, which is a shorter 4.5-mile (7.3 km) loop through urban and natural areas of Key West.
The Florida Keys are a haven for diverse wildlife. While cycling, you might spot various tropical birds, marsh rabbits, and even dolphins in the surrounding waters. The National Key Deer Refuge on Big Pine Key is specifically dedicated to protecting the endangered Key deer, a unique species found only in the Lower Florida Keys. Keep an eye out for sea turtles and various fish species in the clear waters, especially near protected areas.
Yes, as the cycling routes often pass through or near communities along the Keys, you'll find numerous opportunities to stop for food and drinks. Key West, in particular, offers a wide array of cafes, restaurants, and pubs. Along the Overseas Highway and the Overseas Heritage Trail, you'll encounter various establishments in towns like Marathon, Islamorada, and Key Largo, providing convenient stops for refreshments and meals.


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