3.2
(13)
37
riders
01:08
19.4km
10m
Cycling
Easy 12.1-mile (19.4 km) touring cycling loop in Key West, featuring coastal views, historic sites, and the iconic Southernmost Point.
Last updated: February 26, 2026
Tips
Cycling is not permitted along parts of this route
After 2.12 km for 145 m
After 2.34 km for 119 m
After 16.3 km for 65 m
Waypoints
Start point
Parking
Get Directions
2.19 km
Highlight • Monument
Translated by Google •
Tip by
2.60 km
Highlight • Other
2.76 km
Highlight • Historical Site
4.54 km
Highlight • Natural
Translated by Google •
Tip by
4.76 km
Highlight • Rest Area
5.74 km
Highlight • Beach
Tip by
6.01 km
Highlight • Beach
7.18 km
Highlight • Historical Site
Tip by
7.31 km
Highlight • Rest Area
Tip by
9.98 km
Beach
Beach
19.1 km
Highlight • Monument
Translated by Google •
Tip by
19.4 km
End point
Parking
Way Types & Surfaces
Way Types
11.8 km
3.18 km
2.67 km
927 m
439 m
367 m
Surfaces
9.36 km
9.21 km
766 m
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Elevation
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Weather
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Today
Wednesday 6 May
29°C
25°C
0 %
Additional weather tips
Max wind speed: 10.0 km/h
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This route was planned by komoot.
The terrain on this loop is predominantly flat with minimal elevation gain, making it accessible for most cyclists. You'll mostly find well-paved surfaces, though some sections, particularly those shared with the broader Florida Keys Overseas Heritage Trail, might have areas where tree roots have slightly buckled the pavement. Expect a smooth ride across historic Flagler Railroad bridges repurposed for cycling.
Yes, the Key West Cycling Loop is generally considered easy and very suitable for beginners and families. Its flat topography and mostly paved surfaces make it manageable for a wide range of fitness levels. Key West is known for being extremely bike-friendly, making it a great choice for a relaxed family outing.
The loop offers diverse and picturesque scenery. You'll experience tropical landscapes, panoramic ocean views, and historic architecture. Highlights include the iconic Southernmost Point Buoy, Smathers Beach, and the East Martello Museum. You'll also pass by other significant spots like the Southernmost Point and the Key West Beach, offering expansive views of the Atlantic Ocean.
Yes, the route incorporates significant sections of the Florida Keys Overseas Heritage Trail (55% of the route). It also passes through parts of United Street (8%), Fleming Street (8%), Simonton Street (7%), and Caroline Street (5%), integrating various local pathways into a cohesive loop.
Key West offers various public parking options, including metered street parking and public garages, particularly around the downtown and historic areas. Since the loop covers much of the island, you can typically find parking near many access points. Consider starting near a public beach or park for easier access to parking.
The best time to cycle in Key West is generally during the cooler, drier months from November to May. During this period, the weather is more pleasant with lower humidity and less chance of rain, making for a more comfortable ride. Summer months can be very hot and humid, with a higher chance of afternoon thunderstorms.
Absolutely! As the loop takes you through Key West, you'll find numerous cafes, restaurants, and pubs, especially in the historic Old Town area. Many establishments are bike-friendly, offering a perfect opportunity to refuel and enjoy local cuisine or a refreshing drink.
While Key West is generally pet-friendly, specific rules for dogs on bike paths can vary. It's best to keep dogs on a leash and be mindful of other cyclists and pedestrians. Some parks or beaches along the route may have restrictions, so always check local signage.
No, there are no specific permits or entrance fees required to cycle the Key West Cycling Loop itself. However, if you choose to visit certain attractions or state parks along the way, such as Fort Zachary Taylor Historic State Park, standard admission fees may apply.
Given Key West's tropical climate, it's advisable to pack light, breathable clothing, sunscreen, sunglasses, and a hat. Don't forget plenty of water to stay hydrated. A small backpack for essentials, a phone for navigation and photos, and a bike lock if you plan to stop and explore on foot are also recommended.
While Key West is bike-friendly, always be aware of your surroundings. Some sections might involve riding on narrow shoulders alongside traffic, especially if you venture onto parts of U.S. Highway 1. Be prepared for potential crosswinds, particularly when crossing bridges, and always wear a helmet for safety.