4.5
(56)
774
riders
28
rides
Touring cycling around Stock Island offers routes characterized by flat terrain and coastal views. The region is part of the Florida Keys, known for its low elevation and proximity to the ocean. Cycling paths often follow the coastline, providing access to various points of interest in Stock Island and nearby Key West. The landscape primarily consists of urban and suburban areas interspersed with natural coastal features.
Last updated: May 21, 2026
4.5
(20)
180
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.
4.6
(9)
84
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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4.6
(14)
153
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.
5.0
(1)
36
riders
13.6km
00:46
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Stock Island
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 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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The Key West Lighthouse is one of the oldest structures on the island. It was built in 1825 to help ships navigate the dangerous reefs of the Lower Keys. The lighthouse that stands today dates back to 1847, and the 92-foot-tall building offers some of the best views in town, as well as a maritime museum in the keeper's house.
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The touring cycling routes around Stock Island are predominantly flat, characteristic of the Florida Keys. You'll find paths that often follow the coastline, offering scenic views and a mix of urban, suburban, and natural coastal landscapes.
Yes, Stock Island is an excellent area for beginners. Out of over 20 touring cycling routes available, the vast majority are rated as easy. This makes it ideal for those looking for relaxed rides without significant elevation changes.
Many routes offer scenic loops. For coastal views and Key West landmarks, consider the Smathers Beach – Key West Lighthouse loop from Stock Island. Another option exploring Key West's historic district is the Southernmost Point Buoy – Key West Lighthouse loop from Key West.
The routes often pass by significant landmarks and attractions, particularly in nearby Key West. You can cycle past the iconic Southernmost Point Buoy, the historic Key West Lighthouse, and explore areas like Duval Street. Other points of interest include Key West Shipwreck Museum and The Ernest Hemingway Home and Museum.
Given the flat terrain and prevalence of easy routes, many of the touring cycling paths around Stock Island and into Key West are suitable for families. Routes like the Key West Cycling Loop are generally accessible and offer a pleasant experience for all ages.
Stock Island is directly adjacent to Key West, connected by a short bridge. Many touring cycling routes originate in Stock Island and extend into Key West, allowing for seamless exploration between the two areas. For example, the Smathers Beach – Key West Lighthouse loop from Stock Island starts in Stock Island and takes you into Key West.
The touring cycling routes in Stock Island are highly regarded by the komoot community, holding an average rating of 4.2 stars from over 50 reviews. Cyclists often praise the accessible, flat terrain and the beautiful coastal scenery that defines the area's rides.
The best time for touring cycling in Stock Island is typically during the dry season, from November to May, when temperatures are milder and humidity is lower. This provides more comfortable conditions for longer rides and enjoying the coastal environment.
Yes, if you're looking for a shorter ride, consider the Smathers Beach – Southernmost Hockey Club loop from Key West, which is about 4.2 miles and can be completed in under half an hour. Another option is the Fort Zachary Taylor State Park – Oldest house in Key West ca. 1829 loop from Key West, which is around 6.4 miles.
While specific rental locations are not listed in the route data, Stock Island and nearby Key West are popular cycling destinations. You will find several bike rental shops in Key West that offer various types of bicycles suitable for touring the flat, scenic routes of the area.
The touring cycling routes around Stock Island are primarily characterized by their ease and flat terrain. Out of over 20 routes, only a couple are rated as moderate, and none are considered difficult. The region is best suited for relaxed rides rather than challenging climbs or technical trails.


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