West Orange Trail

Great bike trail. It's well paved, wide and pretty flat. The trail goes through some beautiful communities, especially in Oakland, and I love riding through old Historic Winter Garden. If you make a pit stop here, I suggest The Crooked Can Brewery, Urban Flats and Axum Coffee.
Beyond Historic Winter Garden, I would travel in groups, as it gets a little sketchy through some areas but mostly you're in the middle of nowhere alone. I recommend groups of 3-4+ for this portion.