4.5
(58)
745
riders
26
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: July 15, 2026
4.6
(10)
117
riders
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.6
(9)
84
riders
This touring cycling route offers a delightful spin through Key West, showcasing its vibrant coastal environment and historic charm. You'll pedal along flat, paved surfaces, passing tropical gardens and enjoying ocean views, with highlights including the iconic Southernmost Point Buoy and the historic Key West Lighthouse. It's an easy 12.7-mile (20.4 km) loop with minimal elevation gain of 73 feet (22 metres), making it accessible for all riders and a perfect way to explore the island.
Starting from Dredgers Key, this route is easy to navigate thanks to Key West's bike-friendly infrastructure, including designated lanes. The island's compact size means you can easily find parking near the start, and with a duration of just over 1 hour and 17 minutes, it's a great option for a morning or afternoon ride. Remember to bring water, especially on sunny days, and consider stopping at one of the many local cafes.
Key West's unique character shines through on this ride, as you'll not only see major landmarks but also wind through areas with historic homes, art galleries, and local boutiques. The route provides a comprehensive tour of the island's perimeter, allowing you to soak in the lively atmosphere and even spot mangrove forests. It's a fantastic choice for a relaxed, scenic cycling experience.

Sign up for free
4.7
(3)
71
riders
13.2km
00:44
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
14
riders
40.7km
02:17
20m
20m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
12.4km
00:42
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Popular around Stock Island
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.
0
0
There's an admission charge, too. But Bobby's view is great.
0
0
a bridge to connect one key to another; direktly build in the Golf of Mexico without land surounded. What a view !
1
0
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.
2
0
Boca Chica Key, meaning “small mouth” in Spanish, is home to the largest Naval Air Station (NAS Key West) in South Florida. Boca Chica is known for its beautiful beaches and mangrove forests; however, you may hear jets during training exercises as you hike across this section of the trail. Some say the jets can get so close you can see the pilots!
0
0
This is a fantastic café that offers traditional coffee drinks, tea, and smoothies, alongside specialty bagels, croissant sandwiches, pastries, and chocolates. If you visit during lunchtime, Baby's Grill, the food truck on-site, is known for its cheesesteaks and grilled chicken sandwiches, along with red beans and rice. They also have bottled drinks, making this an ideal stop to grab snacks and drinks during your adventure.
0
0
Very beautiful church with a wooden ceiling and colorful windows. Well worth a visit.
1
0
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.


Browse the best Cycling routes in other regions.