As a result of the Big Dig project, development of the Seaport district, and continued public access improvements, it it now possible to run about 16 miles from Charlestown to Quincy, about 80% of it really pleasant along the water. There are good “HarborWalk” signs along most of the way. Below is a map of the entire waterfront section.View Table: Waterfront Segment Distances
In my view, there are two particularly spectacular sections of the Boston waterfront. For each of these, you’ll have to zoom in for greater detail.
- Downtown, from Charlestown to the Seaport District. Starts near the USS Constitution in Charlestown, then along the water most of the way to the Aquarium, the Boston Harbor Hotel, Fan Pier/Innovation District, and the Institute of Contemporary Art. Fantastic waterfront and skyline views most of the way. This is the section easiest to access if downtown
- South Boston. There are fantastic options here and you might have to do this ‘in sections’. The most spectacular sections around Pleasure Bay and Castle Island. Then you can run all along the water to the JFK Library and UMASS Boston. From Castle Island it is 5.1 miles one-way to the JFK Library. It’s about 1.5 miles from downtown to the start of Pleasure Bay.