Cypress Lake, FL Running Trails and Maps

249 Reviews

Looking for the best Running trails around Cypress Lake?

Find the top rated running trails in Cypress Lake, whether you're looking for an easy short running trail or a long running trail, you'll find what you're looking for. Click on a running trail below to find trail descriptions, trail maps, photos, and reviews.

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Activities
Length
Surfaces
Type
14 Results
Activities
Length
Surfaces
Type

Boca Grande Bike Path

5.9 mi
State: FL
Asphalt

Cape Haze Pioneer Trail

8.1 mi
State: FL
Asphalt

Gordon River Greenway

1.7 mi
State: FL
Asphalt, Boardwalk

John Yarbrough Linear Park Trail

5.97 mi
State: FL
Concrete

Legacy Trail (FL)

23.2 mi
State: FL
Asphalt

Punta Gorda Harborwalk

2.4 mi
State: FL
Asphalt, Boardwalk

Punta Gorda Linear Park

1 mi
State: FL
Asphalt

Sanibel Island Shared-Use Paths

24.7 mi
State: FL
Asphalt

Venetian Waterway Park

9.2 mi
State: FL
Concrete, Grass

Pine Island Bike Path

14.4 mi
State: FL
Concrete

Rich King Memorial Greenway

3 mi
State: FL
Asphalt

West Main Trail

3 mi
State: FL
Dirt

North Colonial Linear Park

2.5 mi
State: FL
Asphalt
Trail Image Trail Name States Length Surface Rating
Overview Visitors come to Gasparilla Island for its soothing beaches, upscale eateries, shopping, and the history in and around Boca Grande. You, too, can sample these amenities up and down this...
FL 5.9 mi Asphalt
Overview The Cape Haze Pioneer Trail is an 8-mile paved trail that stretches between Port Charlotte and Placida in Charlotte County. About the Route The fairly straight and flat rail-trail...
FL 8.1 mi Asphalt
The Gordon River Greenway offers an easy and convenient taste of the Florida wild through a 126-acre natural area in the heart of Naples. The first phase of the pathway opened in 2014 and the pavement...
FL 1.7 mi Asphalt, Boardwalk
Overview Trail users will find the John Yarbrough Linear Park Trail to be an unexpected surprise in Fort Myers. Although bound by busy streets in all directions, the corridor itself is green and...
FL 5.97 mi Concrete
Overview    The Legacy Trail runs for 23.2 miles through coastal communities between Venice and Sarasota, Florida. Through wetlands and coastal forests, the trail’s interpretive signs point out...
FL 23.2 mi Asphalt
For just over 2 miles, the Punta Gorda Harborwalk follows the beautiful Charlotte Harbor on Florida's west coast. The route is part of the city’s extensive trail network and connects directly to...
FL 2.4 mi Asphalt, Boardwalk
Linear Park follows the route of the former Florida Southern Railroad (dating back to 1886) through a historical neighborhood of Punta Gorda on Florida’s west coast. Although only a mile long, the...
FL 1 mi Asphalt
Overview The treasures of Sanibel Island, off Florida’s southwest coast, are easily accessible by a connected network of paved shared-use pathways. Although many of the trails parallel the island’s...
FL 24.7 mi Asphalt
Overview The Venetian Waterway Park Trail follows along both sides of the Intracoastal Waterway for 9.2 miles, from the ocean north and somewhat east, past the Venice Airport to north of Venice...
FL 9.2 mi Concrete, Grass
Overview Pine Island Bike Path, also known as the Stringfellow Trail for the road it parallels, spans the length of the island on Florida's southwest coast.  About the Route The Pine Island...
FL 14.4 mi Concrete
Rich King Memorial Greenway offers a paved, north-south route along the east side of Naples. It extends 3 miles through a powerline corridor with residential neighborhoods to either side and canal...
FL 3 mi Asphalt
Punta Gorda's Multi-Use Recreational Trail (MURT) begins on the south side of the city and heads northwest along US 41 (also known as Tamiami Trail). The trail stretches approximately 4 miles through...
FL 3.9 mi Asphalt
The West Main Trail is located in Florida's Fakahatchee Strand Preserve State Park. The "strand" is a linear swamp forest, shaped by the flow of water over millennia. The trail passes through a...
FL 3 mi Dirt
The North Colonial Trail is a 2.5 mile multiuse trail in the Florida city of Fort Myers. The trail begins on Colonial Boulevard, near the intersection of that road with 6 Miles Cypress Parkway. It...
FL 2.5 mi Asphalt

Recent Trail Reviews

Cape Haze Pioneer Trail

Skating by Manatees !

June, 2024 by brookeypav

Rollerskated this entire trail. The first mile was amazing asphalt quality. It’s gets a little rough, but never intolerable. Lots of amazing views and great nature. Saw iguanas & manatees by the fishing pier at the end. Just a few intersections but they aren’t too busy. A couple clean facilities along the trail with restrooms & water fountains. Very neat trail and would recommend!

Cape Haze Pioneer Trail

Nice Ride

June, 2024 by cjbkmb

We just finished about 14 miles (round trip) yesterday. We really enjoyed it even though we encountered a little rain. Trail is straight, smooth, and well kept. We also rode the Boca Grande, not a fan! If you want a nice ride, ride the Cape Haze.

Cape Haze Pioneer Trail

Nice flat trail. Lots of access points and bathrooms, benches, and picnic tables along the way. We didn't see very many people on a Saturday afternoon. We did see a gpher tortoise and black snake. No shade, wear your helmet/hat and sunscreen.

March, 2024 by joanmrazik

Nice flat trail. Lots of access points and bathrooms, benches, and picnic tables along the way. We didn't see very many people on a Saturday afternoon. We did see a gpher tortoise and black snake. No shade, wear your helmet/hat and sunscreen.

Accordion

Boca Grande Bike Path

fun trail

February, 2024 by kimbles1

We rode this trail yesterday, and really enjoyed it, there really isn’t any place to park at the beginning of trail on the north side. You really have to go to the southern end of the island and use one of the parking areas there. It worked out fine though as it allowed us to also stop over to the beach when we were done. Much of the trail runs through the center of the island and it is nice because it doesn’t immediately border the road. However, it is pretty heavy with golf cart traffic so you have to watch out for the. We saw many Iguanas and a couple of turtles. We also took a little side trip out to a fishing pier where there was an old railroad and lots of people were fishing and then we also took a side trip through one of the neighborhoods at the very north end of the island where there are some very beautiful andexpensive homes.

Legacy Trail (FL)

New Favorite Florida Rail-Trail

January, 2024 by brookeypav

I travel the Florida rail-trails as a distance skater (I do quad & in-line). This trail is gorgeous ! Saw a bobcat on my way down to Venice. Started in downtown Sarasota and went the entire route to Venice’s Depot. Venice Depot is gorgeous …you cross over some water but it is amazing. Great trail surface. Beautiful scenery. Little elevation gain except two bridges near the Venice end. 10/10 recommend especially for fellow skaters

Boca Grande Bike Path

love this trail going to do it again!

October, 2023 by kaj2013

Did it with my dad and sister we absolutely loved it!! I will be doing it again

John Yarbrough Linear Park Trail

Beautiful southern end along the marsh. Well kept throughout with nice covered seating areas. The trail end wasn't clearly marked.

September, 2023 by gitta.montoto

Beautiful southern end along the marsh. Well kept throughout with nice covered seating areas. The trail end wasn't clearly marked.

Rich King Memorial Greenway

Nice peaceful ride to unwind after work ¿¿ very clean a couple benches along the way to stop ¿ and check your messages from my wife? Are you going to be home soon ¿¿¿

May, 2023 by daniel.mcclenning

Nice peaceful ride to unwind after work ¿¿ very clean a couple benches along the way to stop ¿ and check your messages from my wife? Are you going to be home soon ¿¿¿

Legacy Trail (FL)

Serious safety concerns

April, 2023 by trailrunner 55

It is with very mixed feelings that I am leaving a negative review. We have been riding the Legacy Trail for 3 years, every April. In that time the danger has increased with the greater presence of fat tire ebikes ridden at top speed with no concern for safety or courtesy. The riders are using their ebike as a motorcycle and riding with no assist whatsoever at top speed. Many of the bikes are so quiet that they are upon a regular cyclist or walker/runner before you know it. There is NEVER a call out or signal with a bell or slowing . The lack of respect for other trail users is appalling as well as a huge safety issue. At the suggestion of a Legacy Trail maintenance person I have also written the Legacy Trail directors asking for them to look into this issue. I hope others will express their desire for implementation of the safety rules posted along the trail.

Punta Gorda Harborwalk

beautiful relaxing ride

April, 2023 by rn8116

Beautiful relaxing ride along Charlotte Harbor

Gordon River Greenway

This is one of my favorite places to walk. Has a connection to the park which I love. There is also an outlet near the zoo.

April, 2023 by battle.cattle.rules

This is one of my favorite places to walk. Has a connection to the park which I love. There is also an outlet near the zoo.

Cape Haze Pioneer Trail

Post Hurricane Ian March 2023

March, 2023 by steveeddy8721

Just did a ride down/up the trail, and happy to say the trail is open and asphalt in decent shape. I would guess that it took weeks and weeks to clear the trail of trees and debris after Hurricane Ian. You can still see stain tracks where trees were dragged away from the trail after being chain-sawed. Scores and scores of trees were snapped and cut. We saw several turtles along the way and another rider reported an ‘enormous’ gator down by the golf course on the south end. The chain link fence along the golf course got wiped-out too. They have installed a wrought iron fence in its place. They had to cut the beautiful honey-suckle vines that grew on the old fence. Come April, the fragrance was wonderful Hopefully, it will grow back. The restaurant at the south end of the trail fared very well and has been fully open for business for quite some time.

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Accordion

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