MAINE TRAIL FINDER: "Pleasant Mountain is southern Maine’s tallest mountain at 2,006 feet. The nearly ten mile trail network offers a variety of moderately challenging day hikes. The summits provide commanding views of the White Mountains to the west and spectacular views to the east."

Wikipedia: Regicides Trail is a Blue-Blazed hiking trail, about 7 miles (11 km) long, roughly following the edge of a diabase, or traprock, cliff northwest of

Alex McDaniel posted an initial route and FKT.  He wrote:

The Blue Hills Skyline Trail is located in the Blue Hills Reservation, in Milton, MA, just minutes from downtown Boston. The Reservation covers 7,000 acres of rugged, forested landscape. There are an amazing 125 miles of trails in the Reservation. A 2-page brochure with trail map is here. The classic trail in the park is the 9-mile, blue blazed Skyline Trail.

This is a Premier Route. To claim an FKT on this route, you must meet a high standard of documentation and verification. See details here: https://fastestknowntime.com/premier-routes.

“The Long Trail: Where even the downhills are uphill.” - Alicia Hudelson