4.9
(1317)
16,230
riders
03:17
63.7km
30m
Road cycling
Cycle 39.6 miles of the Florida Keys Overseas Heritage Trail, enjoying ocean views and historic bridges from Long Key to Sombrero Beach.
Last updated: February 26, 2026
Tips
Your route passes through a protected area
Please check local regulations for:
Waypoints
Start point
Parking
Get Directions
478 m
Highlight • Rest Area
Translated by Google •
Tip by
3.50 km
Highlight (Segment) • Cycleway
Tip by
28.6 km
Highlight • Historical Site
Tip by
31.9 km
Highlight • Beach
Tip by
63.7 km
End point
Parking
Way Types & Surfaces
Way Types
42.6 km
7.55 km
7.36 km
6.28 km
Surfaces
32.4 km
27.1 km
4.21 km
Sign up to see more specific route details
Sign up for free
Elevation
Sign up to see more specific route details
Sign up for free
Weather
Powered by Foreca
Today
Friday 8 May
30°C
26°C
0 %
Additional weather tips
Max wind speed: 13.0 km/h
to get more detailed weather forecasts along your route
This route was planned by komoot.
The trail is predominantly paved and flat, tracing the route of Henry Flagler's historic Florida East Coast Railway. You'll cycle over 23 repurposed railroad bridges, offering a unique island-hopping experience. While much of it is off-road, some segments require sharing the road with vehicles, particularly where the trail is incomplete.
It's generally considered easy due to its flat profile, making it accessible for many cyclists. However, the intense Florida heat and humidity, along with potential headwinds, can add to the challenge. Be aware that some sections merge with US 1, requiring you to contend with traffic on narrow shoulders.
The best time to cycle is typically during the cooler, drier months from late fall to early spring (November to April). This avoids the intense heat, humidity, and hurricane season of summer, offering more comfortable riding conditions.
No, there are no general permits or entrance fees required to access the Florida Keys Overseas Heritage Trail itself. However, if you plan to visit specific state parks or attractions along the route, such as Long Key State Park, those may have their own entrance fees.
Yes, the trail is generally dog-friendly. Leashed dogs are typically allowed on the paved sections. However, always check specific regulations for any state parks or beaches you plan to visit along the way, as their rules may differ.
Parking is available at various access points and trailheads along the route. Many state parks and public areas adjacent to the trail offer parking facilities. For instance, you can find parking near Long Key State Park or Sombrero Beach, depending on which section you plan to ride.
The trail offers spectacular views of turquoise waters and mangrove-fringed islands. You'll pass historical sites like the Overseas Railway Construction Headquarters, and can access beautiful spots like Sombrero Beach. The repurposed historic Flagler Railroad bridges are a highlight, providing unique viewpoints over the ocean.
Yes, the route also passes through sections of the East Coast Greenway (FL) and the Florida Keys Overseas Heritage Trail, which is the official name for the majority of the path.
The full planned corridor is 106 miles. While a specific komoot tour covers about 63.7 km (around 3.3 hours) of it, cycling the entire 90+ miles of existing paved trail from Key Largo to Key West would typically take multiple days for most cyclists, allowing time to enjoy the scenery and local communities.
Absolutely. The trail's flat profile makes most of it suitable for beginners. The longest continuous paved section, found in the Upper Keys between Key Largo (MM 106) and Islamorada (MM 72), is an excellent choice for those looking for a smooth, uninterrupted ride away from traffic.
Given the Florida climate, essential items include plenty of water, sunscreen, a hat, and sunglasses. A basic bike repair kit, snacks, and a fully charged phone are also recommended. Consider wearing moisture-wicking clothing to stay comfortable in the humidity.