Looking for the best trails around Key West?

Explore the best rated trails in Key West, FL. Whether you're looking for an easy walking trail or a bike trail like the Florida Keys Overseas Heritage Trail and N/A. With more than 1 trails covering 90 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.

Recent Trail Reviews

Florida Keys Overseas Heritage Trail

The trail needs repaired

February, 2023 by dhepp1

The views are great for those of us who don't live near water, but the trail is in need of major repairs. South of Marathon, most of the trail bridges have been closed so you will need to use the bike lane on the road.

What a great concept and if repaired I would like to ride it again.

Florida Keys Overseas Heritage Trail

Dangerous but worthwhile

May, 2022 by s.moore

If you’re up for an adventure and are comfortable enough riding with tractor trailers, speeding traffic, and trucks towing huge boat trailers, this is the ride for you. I did it in September 19-20, 2020 solo, starting at Dagney Johnson Key Largo Hammock Botanical State Park. My husband supported my ride and had a cooler full of water, Gatorade, and cold towels soaked in icy water. I rode it in two segments, stopping in Marathon for the night. Although day 2 was less mileage, the stretch from Sugarloaf to KW was a killer with no shade, and a confusing and disjointed trail. It was of course blinding sun and scorching heat—and even by my standards (I am from Florida and used to the heat). I made it and was no worse for wear. Just did it again this weekend. 5/28/22

Florida Keys Overseas Heritage Trail

beautiful views

March, 2022 by 7ct5prfcrv

Beautiful area and views. I live in the keys so I ride sections of the trail with the bike path and some small bridges. I do not fell safe riding on the road. Too many cars.


Florida Keys Overseas Heritage Trail

Jan 2023

March, 2022 by glruffing

My husband and I rode from Marathon to Key West. IMO The trail is not scenic or safe. Most of the ride is next to the highway where you encounter road debris. Our biggest disappointment was not being able to bike across the seven mile bridge. Only 2 miles have been repaired. Skip this one.

Florida Keys Overseas Heritage Trail

7 Mile Bridge

February, 2022 by geolawjr

A gorgeous 2 mile ride out to Pigeon Key where the entrance fee is $30 for the day. We didn’t go in. We went on Tuesday, February 8 at the peak of the tourist season. Plenty of parking and the all bike and walking bridge was not crowded. Weekends ends may be different. The refurbished bridge is an easy ride. saw at least a dozen Spotted rays swimming along with a few small sharks. If you are in the area, don’t miss this.

Florida Keys Overseas Heritage Trail

Too many cars

February, 2022 by rim27

I only rode short distances on Key Largo where there were so very many commercial entrances and exits that I road into the parking lots to avoid cars. The mid keys of Grassy Key and Marathon were better. Some historic bridges have excellent separate hike/bike crossings while others are dangerously close to high speed car lanes. Only saw 2 or 3 long distance bikers, mostly short distance day bikers. Completing this trail is only for courageous bike trail die hard challengers.

Florida Keys Overseas Heritage Trail

West end beautiful, but dangerous

January, 2022 by marklemoine

We biked about 8 miles of the west end of the trail from Sugarloaf Key to Lower Sugar loaf. The majority of the trail was on the road right along US1 with car and trucks flying by within 5 feet or so at 45+ mph. We did NOT feel safe or relaxed. Would not recommend.

Florida Keys Overseas Heritage Trail

B and K

March, 2021 by barbel3254

We just got finished with riding the FKOHT in it’s entirety. We did it in sections and enjoyed having done it this way. It is a beautiful ride but like others have said, carry lots of water and sunscreen. We were quite surprised in some areas because the trail seemed to have ended. There are very few signs that indicate you are on the FKOHT, in fact we didn’t see any. Better signage would be a benefit and an indicator that the trail has switched sides or whether or not the trail route is on the berm of the road would be helpful. Also, a terminal marker in Key Largo is needed. We couldn’t tell where it started in Key Largo so we just hopped on. Regardless, we had a wonderful time and have great memories

Florida Keys Overseas Heritage Trail

A great ride

November, 2020 by jim504

I have just returned home after completing the 106 miles from Key Largo to Key West. After reading some of the reviews here I was a bit concerned with making this trip. While I agree that there are a number of surfaces you ride along the way that include sidewalks, trails, and roads, I found all quite manageable and safe. There is debris in spots especially on bridges but nothing more than I find riding my local roads. If you haven’t ridden on busy roads prior this probably is not the trip for you. We woke up early and crossed the Seven Mile Bridge around 7 am on a Friday and traffic wasn’t too bad. There is a big enough shoulder that you can maneuver around debris and still be safe. In the end The trail exceeded my expectations and I look forward to doing this trip again in January.

Florida Keys Overseas Heritage Trail

horrible and dangerous

July, 2020 by

Does not qualify as trail. A good portion of it is just a sidewalk, you share most of the bridges with 60mph vehicles, unprotected, riding over debris. It is extremely noisy and stressful. The path crosses us1 at random spots. On a busy day it can take you up to 10 minutes. Long key bridge (a separate 2.2 miles of pedestrian/fishermen/bicycle only) would have been great if only it weren’t full of trash. Skip this one altogether. Not worth your like.

Florida Keys Overseas Heritage Trail

Key West to MM 15 Baby’s Coffee

February, 2020 by jstasey

Rode out and back from north key West motel. Only have to cross US1 once going under a bridge. Nearly the entire ride is trail although there is 100 yards or so along the busy highway. Best parts are water views and bridges. Light to moderate bike traffic. Probably safest part of riding along US1 in the Keys. Stopped at Baby’s Coffee (very busy) then headed back.

Florida Keys Overseas Heritage Trail

March 2019 -A great ride. Some Hurricane related challenges.

March, 2019 by sethmosk

We just rode from Key Largo to key Wat and has a great ride. The only reason I do not give the trail 5 stars is that there is a good deal of hurricane related impact on the trail and not many good sources to see just where this impact is. The good news is that there is always the option of riding on the Overseas Highway Bike Path. If you don't mind being on the road, it is excellent. Some of the off Highway paths are sensational. There are dedicated channel bike bridges, but many are not open. Be sure to look at signs for "no outlet" before you cross one of these bridges. The Channel 5 bike bridge does NOT go through. I found ample space on the side of the road for biking on the bridges. Some in our party did not. The 7 mile bridge is both exhilarating and terrifying. Uber is a viable option for the weak at heart. There is a lot of debris on the paths. Our group had 4 nail related flat tires. The amenities are great along the way and there are bike shops along the way. Riding from Key West to Key Largo, the head wind was a factor. We all agreed that we would do the trail again.

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