Englewood, FL Walking Trails and Maps

147 Reviews

Looking for the best Walking trails around Englewood?

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

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Activities
Length
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Type
11 Results
Activities
Length
Surfaces
Type

Boca Grande Bike Path

6 mi
State: FL
Asphalt

Cape Haze Pioneer Trail

7.8 mi
State: FL
Asphalt

John Yarbrough Linear Park Trail

6 mi
State: FL
Concrete

Legacy Trail (FL)

10.7 mi
State: FL
Asphalt

North Colonial Linear Park

2.5 mi
State: FL
Asphalt

Pine Island Bike Path

13.7 mi
State: FL
Concrete

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 mi
State: FL
Asphalt

Venetian Waterway Park

8.6 mi
State: FL
Concrete, Grass
Trail Image Trail Name States Length Surface Rating
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 paved 6-mile...
FL 6 mi Asphalt
When you walk, run, skate or bike the nearly 8-mile Cape Haze Pioneer Trail, you're tracing the line that once serviced Florida's early phosphate industry and also moved people, livestock and locally...
FL 7.8 mi Asphalt
You’ll 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 serene. The paved trail...
FL 6 mi Concrete
The Legacy Trail has a splendid opening: the Historic Venice Train Depot, a pale sunset orange structure that fits right into the beachy Florida color palette. Situated adjacent to a palm-tree-dotted...
FL 10.7 mi Asphalt
The North Colonial Trail is a 2.5 mile multiuse trail in the Florida city of Fort Meyers. The trail begins on Colonial Boulevard, near the intersection of that road with 6 Miles Cypress Parkway. It...
FL 2.5 mi Asphalt
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. It begins in St. James City, a residential...
FL 13.7 mi Concrete
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
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 main...
FL 24 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). When complete, the trail will stretch 4 miles...
FL 1.2 mi Asphalt
The Venetian Waterway Park Trail follows along both sides of the Intracoastal Waterway, from the ocean north and somewhat east, past the Venice Airport to north of Venice Avenue. It is flat and often...
FL 8.6 mi Concrete, Grass

Now, More Than Ever, Trails Matter!

During COVID-19, trails are being counted on as places where people can find solace and respite and we need your support to keep trails open and provide these critical FREE resources! Please continue to practice physical distancing and check the status of your trail before heading out!

Trails by activity

Legacy Trail (FL)

FL - 10.7 miles

The Legacy Trail has a splendid opening: the Historic Venice Train Depot, a pale sunset orange structure that fits right into the beachy Florida color palette. Situated adjacent to a palm-tree-dotted...

Cape Haze Pioneer Trail

FL - 7.8 miles

When you walk, run, skate or bike the nearly 8-mile Cape Haze Pioneer Trail, you're tracing the line that once serviced Florida's early phosphate industry and also moved people, livestock and locally...

John Yarbrough Linear Park Trail

FL - 6 miles

You’ll 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 serene. The paved trail...

Boca Grande Bike Path

FL - 6 miles

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 paved 6-mile...

Accordion

North Colonial Linear Park

FL - 2.5 miles

The North Colonial Trail is a 2.5 mile multiuse trail in the Florida city of Fort Meyers. The trail begins on Colonial Boulevard, near the intersection of that road with 6 Miles Cypress Parkway. It...

Pine Island Bike Path

FL - 13.7 miles

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. It begins in St. James City, a residential...

US 41 Multi-Use Recreational Trail (MURT)

FL - 1.2 miles

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). When complete, the trail will stretch 4 miles...

Venetian Waterway Park

FL - 8.6 miles

The Venetian Waterway Park Trail follows along both sides of the Intracoastal Waterway, from the ocean north and somewhat east, past the Venice Airport to north of Venice Avenue. It is flat and often...

Punta Gorda Harborwalk

FL - 2.4 miles

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...

Sanibel Island Shared-Use Paths

FL - 24 miles

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 main...

Punta Gorda Linear Park

FL - 1 miles

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...

Cape Haze Pioneer Trail

FL - 7.8 miles

When you walk, run, skate or bike the nearly 8-mile Cape Haze Pioneer Trail, you're tracing the line that once serviced Florida's early phosphate industry and also moved people, livestock and locally...

Sanibel Island Shared-Use Paths

FL - 24 miles

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 main...

North Colonial Linear Park

FL - 2.5 miles

The North Colonial Trail is a 2.5 mile multiuse trail in the Florida city of Fort Meyers. The trail begins on Colonial Boulevard, near the intersection of that road with 6 Miles Cypress Parkway. It...

Pine Island Bike Path

FL - 13.7 miles

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. It begins in St. James City, a residential...

Accordion

Punta Gorda Harborwalk

FL - 2.4 miles

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...

Venetian Waterway Park

FL - 8.6 miles

The Venetian Waterway Park Trail follows along both sides of the Intracoastal Waterway, from the ocean north and somewhat east, past the Venice Airport to north of Venice Avenue. It is flat and often...

Boca Grande Bike Path

FL - 6 miles

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 paved 6-mile...

John Yarbrough Linear Park Trail

FL - 6 miles

You’ll 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 serene. The paved trail...

Punta Gorda Linear Park

FL - 1 miles

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...

Legacy Trail (FL)

FL - 10.7 miles

The Legacy Trail has a splendid opening: the Historic Venice Train Depot, a pale sunset orange structure that fits right into the beachy Florida color palette. Situated adjacent to a palm-tree-dotted...

US 41 Multi-Use Recreational Trail (MURT)

FL - 1.2 miles

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). When complete, the trail will stretch 4 miles...

North Colonial Linear Park

FL - 2.5 miles

The North Colonial Trail is a 2.5 mile multiuse trail in the Florida city of Fort Meyers. The trail begins on Colonial Boulevard, near the intersection of that road with 6 Miles Cypress Parkway. It...

Legacy Trail (FL)

FL - 10.7 miles

The Legacy Trail has a splendid opening: the Historic Venice Train Depot, a pale sunset orange structure that fits right into the beachy Florida color palette. Situated adjacent to a palm-tree-dotted...

Punta Gorda Linear Park

FL - 1 miles

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...

Sanibel Island Shared-Use Paths

FL - 24 miles

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 main...

Accordion

Punta Gorda Harborwalk

FL - 2.4 miles

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...

US 41 Multi-Use Recreational Trail (MURT)

FL - 1.2 miles

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). When complete, the trail will stretch 4 miles...

Boca Grande Bike Path

FL - 6 miles

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 paved 6-mile...

Pine Island Bike Path

FL - 13.7 miles

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. It begins in St. James City, a residential...

John Yarbrough Linear Park Trail

FL - 6 miles

You’ll 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 serene. The paved trail...

Venetian Waterway Park

FL - 8.6 miles

The Venetian Waterway Park Trail follows along both sides of the Intracoastal Waterway, from the ocean north and somewhat east, past the Venice Airport to north of Venice Avenue. It is flat and often...

Cape Haze Pioneer Trail

FL - 7.8 miles

When you walk, run, skate or bike the nearly 8-mile Cape Haze Pioneer Trail, you're tracing the line that once serviced Florida's early phosphate industry and also moved people, livestock and locally...

Recent Trail Reviews

Boca Grande Bike Path

Don't miss this trail

March, 2020 by tadams61

My wife and I rode this trail this morning. We started at the North end, visited both light houses, then rode back from where we started. My speedometer showed 19.5 miles for the round trip so it was a bit longer than we expected but well worth the trip. We had ridden the Cape Haze Pioneer Trail last week and were going to ride it again but with the amount of time we spent at the two light houses and the fact that we had ridden that trail just last week, we decided to skip riding it again. We didn't climb the tall light house but we did spend quite a bit of time in the museum at the other light house. Well worth spending time there.

Cape Haze Pioneer Trail

good for running too

February, 2020 by mtzmail1

I ran about half of the trail for the first time last weekend. There were a few bikers and some walkers with dogs. Path is paved asphalt, pretty well maintained and wide enough so there’s no problem for all the different traffic. Path crosses several roads, but well marked and east crossings. Brush is cut well back from path minimum of 6-10 feet on each side. Very nice.

John Yarbrough Linear Park Trail

Nice Trail in Ft. Myers

February, 2020 by droffatsx3

Nice trail that feels fairly secluded while still near congested areas. Numerous covered picnic tables on path. A good bit of wildlife along the way, plus trail goes right by an airport if you're into airplanes.

There are small parking lots on both sides of Daniels Pkwy at the trail.

Negative- No restrooms. It would be nice if the controlling authority could at least add a portable or two along the trail.

Accordion

Boca Grande Bike Path

Love it!!

February, 2020 by k.shaw1016

It's always a must when visiting Gasparilla Island to log some miles on this trail.

Legacy Trail (FL)

Really Really Nice Trail

February, 2020 by jstasey

Busy during a weekday afternoon cuz it’s a great trail. Smooth. Extremely well signed including maximum speed 15 mph. A few road crossings. A few bridges that go over busy roads. Covered benches. Everyone was courteous: bikers, runners, skaters. Would ride it frequently if we lived close.

Pine Island Bike Path

Off the Concrete, Even Better! ¿¿

January, 2020 by aybceo

Is this a somewhat boring concrete path: yes, agreed! However, if you have a cruiser bike, mountain bike, or any fat tire bike, try leaving the Stringfellow Road bike path, for the quiet, green unpaved side roads that run east and west generally.

Punta Gorda Harborwalk

great walk

December, 2019 by gram06

We parked at Fisherman’s Village walked to the 41 bridge. Lots of bikers and walkers and dogs but the path is wide enough for all of us. We will go back. We went out to eat downtown and then had ice cream at the other end. Next time we will park over there and walk the other way. More parking. Highly recommend.

Venetian Waterway Park

Love it!

December, 2019 by bobbarnes17

I live on the Venetian Waterway Trail. This is a really nice trail. I've seen Eagles, Dolphins, Manatee, Tortoise and lots of birds. Caspearson beach is at the south end. This trail also connects to the legacy trail that goes from Shamrock park in Venice to Palmer ranch in Sarasota 25 miles round trip.

Pine Island Bike Path

great ride

December, 2019 by fuentejps

Not a lot of shade so I wouldn’t recommend in mid summer but during winter is perfect. We really enjoyed it. We did entire length ended up a bit over 28 miles down and back

Venetian Waterway Park

Venetian Waterway

November, 2019 by geob003

The trails are easy to follow and wide open. If you enjoy hills and valleys this isn’t for you. That being said they are great for flat out riding. Enjoy the scenery and possible wild life sightings.

Legacy Trail (FL)

Great community Trail

July, 2019 by ironborn

Loved the trail and I rate it as 3.5 stars for a trail to visit. As a roadie and as a local, I would give it 5 stars. Few crossings so you can cruise (speed limit is 15 mph).
Did not see the water fountains every mile, but many restrooms (port-a-johns).
Kind of a boring trail for some.
Did see 3 rabbits, 3 tortoise a black racer snake and I believe 4 scrub jays.

Sanibel Island Shared-Use Paths

One of the best for paved trails

June, 2019 by ironborn

Camped overnight on the island and did two days of casual bike riding. Trails are awesome, they even have water fountains.

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