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Routes
Road cycling routes
United States
Monroe County
Islamorada

Overseas Highway – Conch Key loop from Lower Matecumbe Key

Routes
Road cycling routes
United States
Monroe County
Islamorada

Overseas Highway – Conch Key loop from Lower Matecumbe Key

Moderate

5.0

(4647)

8,830

riders

Overseas Highway – Conch Key loop from Lower Matecumbe Key

03:10

64.2km

30m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is accessible with public transport.

Last updated: June 3, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Florida Keys National Marine Sanctuary

Waypoints

A

Start point

Bus stop

Get Directions

1

1.88 km

Overseas Highway

Highlight (Segment) • Bridge

First drive over the former railway bridge without traffic. Very loud, but with an impressive view. Then drive over the (longer) 2nd part, there on the bike path (= hard shoulder) of the car bridge of Highway No. 1. Good nerves required.

Translated by Google •

Tip by

2

19.3 km

Conch Key

Highlight • Settlement

Conch Key is a small community in the middle of the Florida Keys, covering approximately 5 acres. This area had only a few residents until around 1952, when the Coral Shores School opened—the first public school outside of Key West, creating a population boom. Conch Key features several motels and vacation rental spots, as well as a fantastic seafood restaurant with beautiful views from its dock area.

Tip by

3

19.8 km

Florida Keys Overseas Heritage Trail

Highlight (Segment) • Cycleway

The Florida Keys Overseas Heritage Trail runs for 106 miles through the Florida Keys and crosses over 37 bridges. Along the way you'll pass by many State Parks, beaches, bars, restaurants, and marinas; and all of them will be beckoning you to stop and stay a while. On the right day this is one of the best places to ride in the world.

Tip by

4

26.6 km

Long Key State Park

Highlight • Rest Area

Small state park with swimming facilities. Formerly a luxury resort, now you can pitch your tent after making a reservation: floridastateparks.org/parks-and-trails/long-key-state-park

Translated by Google •

Tip by

5

27.1 km

Long Key State Park spans 965 acres, and is a beautiful location with a fascinating history. In the early 1900s, it was a luxurious getaway along Henry Flagler’s railroad to Key West, housing the Long Key Fishing Camp. This camp attracted many notable figures, including celebrities and well-known saltwater anglers like author Zane Grey and several U.S. presidents. Sadly, the facility was destroyed by the Labor Day Hurricane of 1935 and was never rebuilt.
Today, Long Key State Park is a popular destination for a wide range of recreational activities, including kayaking, hiking, birdwatching, picnicking, flats fishing, and snorkeling. There are two fantastic hiking trails to explore, and visitors can rent kayaks from the ranger station to paddle along the scenic shoreline to get a closer look at the diverse wildlife in the mangroves in the clear, shallow waters.
The park also offers oceanfront, hike-in, tent-only campsites that include a picnic table, grill, hammock stand, and restrooms with cold outdoor showers.
The site fee per night is $22 by reservation only and can be made here: reserve.floridastateparks.org or by calling the reservation line at 1-800-326-6521.

Tip by

6

51.9 km

Bike path along the road with impressive views of the sea

Translated by Google •

Tip by

B

64.2 km

End point

Bus stop

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Way Types & Surfaces

Way Types

53.8 km

4.77 km

3.14 km

2.47 km

< 100 m

Surfaces

34.1 km

28.0 km

2.03 km

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

Powered by Foreca

Today

Monday 6 July

32°C

28°C

34 %

Additional weather tips

Max wind speed: 8.0 km/h

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Florida Keys Overseas Heritage Trail

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