South Boston · Running route

Castle Island Running Route

Distance
2.1 mi
Route
Pleasure Bay loop
Area
South Boston
Castle Island Park Mile medal

Run it, connect Strava or upload your run — your medal unlocks automatically. Free.

Castle Island in South Boston is home to historic Fort Independence. The Park Mile route is the 2.1-mile loop around Pleasure Bay, with the ocean on one side and the city on the other.

The route

  • Distance: about 2.1 miles around Pleasure Bay.
  • Terrain: flat paved path by the water.
  • Extend it: continue along the beaches toward Carson Beach.

Tips

  • It can be windy — bring a layer.
  • Planes from Logan fly right over you.
  • Finish with a stop at the famous snack bar by the fort.

How to unlock the Castle Island medal

  1. Run the route above — any pace counts, walk breaks included.
  2. Copy your Strava activity link (or a link to a screenshot of your watch or phone).
  3. Submit it on the Park Mile Passport page. Once approved, the Castle Island medal unlocks in your passport. It's free.

Running with a crew? Join the Park Mile club on Strava and share your park runs.

Looking for your next park?

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