Three and a half miles of cliffs, rocky beaches, Gilded Age mansions and 40 Steps to nowhere in particular.

The oldest still-operating tavern in the United States was once owned by a pirate.

This 50-foot rock formation looked like a face that was once believed to be that of a Native American chief.

This abandoned radar station from the Cold War era now only broadcasts a seriously ominous air of isolation.

A men’s restroom became a sandwich shop.

This tiny, painted door at the base of a tree stump has been a fixture of the Harvard University campus for decades.

This upscale streetwear store is hidden behind a fake Snapple machine in the back of a deli.

This plaque is dedicated to a historic hotel’s Canine Ambassador and the subject of two children’s books.

This imperial marble stele was given to Harvard by Chinese alumni in the 1930s.

This sculpture dedicated to a pioneering labor unionist and civil rights activist is located inside a busy Boston train station.

Touch this shamrock-shaped plaque dedicated to the longtime coach of the Boston Celtics for good luck

A stone monument marks the location of the final battle of an armed uprising which had a significant impact on the creation of the US Constitution.

A giant sculpture head with an optical illusion dedicated to the longtime conductor of the Boston Pops.

A 17th-century Japanese bell brought back by U.S. sailors after WWII and later gifted as a symbol of peace.

Earliest version of the American flag can be seen atop the hill where it first flew.

Dedicated in 1895, this is the world's first tribute to the hardworking newspaper delivery boy.

This pavement line and accompanying statue commemorates the starting point for the world's oldest annual marathon.

This replica of a historic fishing shack long dubbed the most painted building in America.

Site of the first World Series

An inclusive, climate-resilient playground honors the life of a young Boston Marathon bombing victim.

A perfectly crafted Pre-Columbian artifact dating back to 600 CE.

These structures serve as a memorial to one of Boston’s most ambitious and controversial urban redevelopment projects.

A neglected and disused parking garage ramp has become home street artists to share their art.

This historic World War II ship is one of only 4 Fletcher-class destroyers remaining worldwide.