This trail is mostly hard-packed and sandy along the way. The trail is mostly shaded and travels through a forested area. Guana Tolomato Matanzas National Estuarine Research Reserve charges a fee per entry.

This route crosses over every type of terrain Greater Boston has to offer. It starts in the center of the city at the highest point in Boston Common. Over its 35 miles the route has ocean side paths along Boston Harbor, a graffiti kingdom at Quincy Quarries, lowland marshes, winding single track along the Neponset River, Harvard’s Arnold Arboretum, and the hidden urban trails of the Emerald Necklace.