Terceira has a wonderful network of walking and hiking trails. They’re very well marked: there’s always a kiosk with a map at the trailhead (take a picture of it), with good information on distance, level of difficulty, and key directions. The trails themselves also have good signage. We’ve found that the trails marked ‘easy’ are the best for running. Generally they’re not too hilly and have a good surface. Those marked as ‘medium’ or ‘difficult’ are more challenging, technical trail running. A few favorites are below. Click on links for more information, including maps, gpx files, & leaflets.
Fortes de São Sebastião. 5.7 km one-way. Located in the volcanic massif of Cinco Picos, this route travels along the Southeast coast of the island, passing by remains of ancient maritime defensive forts and ending in the village of São Sebastião.