Florida Keys Overseas Heritage Trail

The full trail spans approximately 106 to 108 miles from Key Largo to Key West. While the provided tour from Key West to Sugarloaf Key covers about 40 miles and takes around 2.5 hours for a racebike, completing the entire trail can take multiple days, depending on your pace and how many stops you make. Many cyclists choose to ride specific segments rather than the full length.

The terrain is generally flat, typical of a rail-trail, but it does have some 'ups and downs' on the bridges. It features about 90 miles of off-road, multi-use paved sections, but also requires cyclists to share the road with vehicles in other areas. You'll cross 23 historic Flagler Railroad bridges, many converted for cycling with asphalt surfaces.

You'll experience spectacular tropical scenery with sweeping panoramas of mangrove-fringed islands and turquoise waters. The historic bridges offer open views of the ocean. On calm days, you might spot sharks, manta rays, and turtles in the clear waters below. The trail also provides access to various natural areas, state parks, and national wildlife refuges.

The trail offers many points of interest. Some highlights include the historic Mile Marker 0 – U.S. Route 1 in Key West, the scenic Sugarloaf Key, and cultural stops like The Ernest Hemingway Home and Museum. The refurbished section of the Old Seven Mile Bridge, the Long Key Bridge, and the Grassy Key Trail are also popular sections.

The Florida Keys generally offer pleasant cycling weather outside of the hot, humid summer months (June-September). Winter and spring (November-May) are often preferred. Be aware that wind can be a significant factor, making the ride easier with a tailwind, so checking wind forecasts is advisable.

While the trail itself is a multi-use path, specific regulations for dogs can vary by section, especially within state parks or protected areas it passes through. Generally, dogs on a leash are permitted on most public trails, but it's always best to check local signage or specific park rules for the segment you plan to visit.

No specific permits or fees are required to cycle the Florida Keys Overseas Heritage Trail itself. However, if you plan to visit or enter any state parks or other attractions directly accessible from the trail, those locations may have their own entrance fees.

The trail officially spans from Key Largo to Key West. Parking is available at various access points and parks along its length. For instance, in Key West, you can find parking near the Mile Marker 0 – U.S. Route 1. Many state parks and public access points along US 1 offer parking for trail users.

Yes, the Florida Keys Overseas Heritage Trail is a significant part of the larger East Coast Greenway (FL), serving as its southernmost leg. It also intersects with various local paths and roads as it connects the different island communities.

The trail's difficulty varies. While many sections are smooth and traffic-free, others require sharing the road with vehicles, sometimes with narrow shoulders. The Seven Mile Bridge is often cited as particularly challenging due to narrow shoulders and high-speed traffic. For a less intense experience, consider riding the dedicated bike bridge on the Seven Mile Bridge (though only about 2 miles are repaired) or focus on segments like the Long Key Bridge or the continuous paved section in the Upper Keys (Mile Marker 106 in Key Largo to Mile Marker 72 in Islamorada) to avoid heavy traffic.

Yes, as the trail connects various island communities, you'll find numerous opportunities for food, drinks, and supplies. For example, Baby's Coffee Key West is a popular stop. Many towns along US 1 offer cafes, restaurants, and convenience stores, making it easy to refuel during your ride.