Pleasure Bay Loop

A longer paved waterfront circuit around Pleasure Bay, separate from the shorter Castle Island fort loop.

Distance
1.9 mi · Loop
Time
40 min
Surface
Paved waterfront path
Grade / hills
Grade and cross-slope not quantified

Start

Playground beside Pleasure Bay, Day Boulevard, South Boston
Directions

Route

  1. Start at the playground beside Pleasure Bay.
  2. Join the paved Pleasure Bay Loop and follow the main waterfront path around the bay, rather than turning onto the shorter fort circuit.
  3. Continue around the bay until the loop returns to the playground start.

Good to know

DCR classifies the route as easy, paved, and accessible, but does not publish numeric grade, cross-slope, exact junctions, or a route-level crossing inventory. This is the 1.9-mile Pleasure Bay circuit, not an extension of the Castle Island Loop. Weather, beach operations, major events, security controls, and closures can change passage.

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