Two notable bridges in St. Augustine cross over the Matanzas River: the historic Bridge of Lions, which accesses Anastasia Island, and the longer Vilano Causeway/Usina Bridge, which accesses Vilano Beach. They’re 1.2 miles apart. It’s a minimum 7.5 mile run — and particularly nice at sunrise.
Start on King St./Flagler College, to access the Bridge of Lions. It’s a short crossing on this 1927-era drawbridge, with a fairly narrow sidewalk. Option: head right back over, or add 2 prettymiles on Anastasia using N. St. Augustine Blvd./Inlet Dr. Then, head north toward the Vilano Causeway, using the waterfront path, Fort Castillo, and Water St. LEFT on Pine St. to run briefly on San Marcos Ave., and then use the lovely Magnolia Ave. to access the Vilano Causeway. It’s 1.5 miles across the Causeway and Bridge, with great water views and a wide shoulder (but no sidewalk). For the return, retrace your steps or use some of the other streets in the St. Augustine Historic District.
Add-Ons: Can enjoy some of the nice streets on Anastasia Island.