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United States
Monroe County

Florida Keys Wilderness

The best cycling routes in Florida Keys Wilderness

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.

Best touring cycling…

Last updated: June 29, 2026

10

riders

#1.

Key West Lighthouse – Southernmost Point Buoy loop from Key West

9.13km

00:34

10m

10m

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

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Easy

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…

Easy
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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…

Easy

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

Easy

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

Easy
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Popular around Florida Keys Wilderness

Hiking in Florida Keys Wilderness

Running Trails in Florida Keys Wilderness

Road Cycling Routes in Florida Keys Wilderness

Tips from the Community

Stenio Melani
June 25, 2026, Smathers Beach

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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Kerstin
October 16, 2025, Southernmost Point

Spectacular sunrise!

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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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A starting or endpoint of the US 1

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Sue
April 8, 2025, Smathers Beach

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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Frequently Asked Questions

What is the overall difficulty level for touring cycling in the Florida Keys Wilderness?

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.

Are there any family-friendly cycling routes in the Florida Keys Wilderness?

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.

What kind of terrain and natural features can I expect while cycling in the Florida Keys?

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.

What are the best times of year to go touring cycling in the Florida Keys Wilderness?

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.

Are there any specific landmarks or viewpoints to look out for along the cycling routes?

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.

Where can I find parking and access points for the Florida Keys Overseas Heritage Trail?

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.

What do other touring cyclists enjoy most about cycling in the Florida Keys Wilderness?

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.

Can I bring my dog on the cycling trails in the Florida Keys Wilderness?

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.

Are there any circular cycling routes available in the Florida Keys Wilderness?

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.

What kind of wildlife might I encounter while cycling in the Florida Keys?

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.

Are there places to stop for food or drinks along the cycling routes?

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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