Black Bear Wilderness Area is a natural oasis that offers a challenging and rewarding hike near Orlando. The area is a 1,650-acre preserve that protects the floodplain forest and wetlands along the St. Johns River. The trail is a 7.3-mile loop that follows a series of historic levees and boardwalks through the wilderness. You can enjoy the views of the river, the forest, and the wildlife along the way. You might spot deer, otters, alligators, and even black bears if you’re lucky. The trail is rated as moderate and can be muddy and slippery in some sections. You’ll need bug spray, water, and sturdy shoes for this hike. Dogs are welcome but must be kept on a leash. The trailhead is located at 5298 Michigan Ave in Sanford, about 35 minutes from downtown Orlando.