4.4
(44)
535
riders
16
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: June 29, 2026
10
riders
9.13km
00:34
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.5
(21)
187
riders
19.4km
01:08
10m
10m
The Key West Cycling Loop offers a delightful spin around the island, immersing you in a blend of coastal beauty and historic charm. You'll glide along mostly paved paths, taking in panoramic ocean views, lush tropical gardens, and the unique historic architecture that defines Key West. Keep an eye out for the wetlands in the Florida Keys National Marine Sanctuary and the vibrant atmosphere around the Southernmost Point Buoy. It's an easy 12.1-mile (19.4 km) touring cycling route with only 47 feet (14 metres) of elevation gain, making it accessible for all skill levels and typically completed in just 1 hour and 8 minutes.
Planning your ride is straightforward, as Key West is a very bike-friendly city with marked routes and dedicated lanes. While there are no specific permits or fees required for this loop, consider starting your journey in the early morning or late afternoon to enjoy cooler temperatures and potentially less crowded paths. Bike rentals are readily available across the island, making it easy to jump on and explore without needing to bring your own.
This loop is an excellent way to experience the essence of Key West, showcasing its vibrant culture and natural beauty within a compact ride. It's particularly notable for its accessibility and the opportunity to see numerous iconic landmarks and historic sites, including beaches like Smathers Beach. The route also connects to the broader Florida Keys Overseas Heritage Trail, offering a taste of the extensive cycling opportunities in the Keys.

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4.8
(4)
47
riders
15.8km
00:57
20m
20m
Picture yourself cruising along flat, paved paths on an easy 9.8-mile (15.8 km) touring bicycle loop that showcases the best of Key West. This route offers a delightful mix of tropical gardens, ocean breezes, and charming Conch-style homes, all while you make your way past the vibrant Southernmost Point Buoy and the historic Key West Lighthouse. With only 60 feet (18 metres) of elevation gain, it's a relaxed ride perfect for soaking in the island's unique atmosphere.
Key West is incredibly bike-friendly, making this an ideal beginner cycling route. You can expect to complete the ride in about 56 minutes, and the island's extensive bike lanes and low-speed limits for cars ensure a pleasant experience. The moderate tropical climate means this Key West cycling route is enjoyable year-round, so you can plan your visit whenever suits you best.
This loop stands out among Key West cycling routes for connecting two of the island's most famous landmarks, offering fantastic viewpoints along the way. The Southernmost Point Buoy, a symbol of Key West's proximity to Cuba, is a must-see, and the nearby Key West Lighthouse provides a glimpse into the island's history. It's a fantastic way to experience the island's natural beauty and vibrant culture on two wheels.
12
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
46
riders
15.0km
00:52
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
Smathers Beach is the largest public beach in Key West, Florida, famous for its long stretch of white sand, exceptionally calm waters, and the beautiful setting of tropical palm trees.
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The Key West Shipwreck Treasure Museum houses a 20-meter-high observation tower offering views of the city and the ocean. The observation tower is part of the Key West Shipwreck Treasure Museum, which celebrates the city's maritime history. Visitors can learn about the dangers of shipwrecks and the salvage industry that once made Key West prosperous.
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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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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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