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Particularly Special Place
Family Friendly Hiking Trails
near Winding Cypress, Florida
Winding Cypress, Florida 
Recommended Routes, Photos, & More
Easy
Naples Preserve Boardwalk Trail
0.3 mi 0.4 km • 4' Up 1.13 m Up • 7' Down 2.23 m Down
Naples, FL
No Photos
Easy
Green Trail
0.3 mi 0.6 km • 4' Up 1.09 m Up • 10' Down 3 m Down
Naples, FL
No Photos
Easy/Intermediate
Guy Bradley Trail
0.6 mi 0.9 km • 2' Up 0.5 m Up • 3' Down 0.97 m Down
Islamorada, FL
Easy/Intermediate
Black Island Trail
2.2 mi 3.5 km • 11' Up 3.4 m Up • 11' Down 3.5 m Down
Estero, FL
Easy
Six Mile Cypress Slough
1.0 mi 1.6 km • 1' Up 0.27 m Up • 1' Down 0.3 m Down
Pine Manor, FL
Easy
Gumbo Limbo Trail
0.4 mi 0.6 km • 0' Up 0.09 m Up • 0' Down 0.09 m Down
Florida…, FL
Intermediate
White Trail
0.4 mi 0.7 km • 2' Up 0.49 m Up • 2' Down 0.46 m Down
Naples, FL
Easy
Calusa Shell Mound Trail
0.3 mi 0.5 km • 2' Up 0.59 m Up • 2' Down 0.68 m Down
Saint J…, FL
Easy/Intermediate
Gate 2A Trail
1.0 mi 1.6 km • 0' Up 0.03 m Up • 2' Down 0.5 m Down
Florida…, FL
Easy
Long Pine Key Nature Trail
6.3 mi 10.2 km • 6' Up 1.96 m Up • 8' Down 2.45 m Down
Florida…, FL
Intermediate/Difficult
Coastal Prairie Trail
6.4 mi 10.3 km • 3' Up 0.8 m Up • 4' Down 1.13 m Down
Islamorada, FL
No Photos
Easy/Intermediate
Pine Flatwoods Loop (Red Trail)
5.0 mi 8.0 km • 13' Up 3.82 m Up • 13' Down 3.96 m Down
Estero, FL
Easy
Snake Bight Trail
1.9 mi 3.1 km • 1' Up 0.42 m Up • 3' Down 0.88 m Down
Islamorada, FL
Easy
Owahee Trail
12.7 mi 20.5 km • 65' Up 19.67 m Up • 68' Down 20.59 m Down
Palm Be…, FL
No Photos
Intermediate
Gates 9 & 11 Trail
3.9 mi 6.3 km • 2' Up 0.46 m Up • 2' Down 0.47 m Down
Florida…, FL
Easy
Bayshore Loop Trail
0.6 mi 1.0 km • 9' Up 2.63 m Up • 9' Down 2.6 m Down
Islamorada, FL
No Photos
Easy
Rowdy Bend Trail
2.6 mi 4.2 km • 6' Up 1.68 m Up • 5' Down 1.44 m Down
Islamorada, FL
Intermediate
Sunflower Trace
2.5 mi 4.1 km • 1' Up 0.3 m Up • 1' Down 0.28 m Down
Immokalee, FL
No Photos
Easy
Gate 10 Trail
0.9 mi 1.5 km • 0' Up 0.01 m Up • 0' Down 0.06 m Down
Florida…, FL
No Photos
Easy
Promontory Trail
1.1 mi 1.7 km • 7' Up 2.1 m Up • 11' Down 3.42 m Down
Palm Be…, FL
Intermediate
Black Bear Berm
1.7 mi 2.7 km • 4' Up 1.23 m Up • 4' Down 1.33 m Down
Immokalee, FL
Easy
Gates 2B & 3A Trail
0.7 mi 1.1 km • 0' Up 0.04 m Up • 0' Down 0.14 m Down
Florida…, FL
