The remnants of a Gilded Age elegance preserved in the middle of a stark modern tower.

A former waterfront market is now in the center of town due to some interesting Boston engineering.

An interesting decoration on this historic site, this weathervane comes with as many legends as it does questions.

Millions of numbers carved in glass represent the tattoos forced upon victims.

This nearly 200-year-old restaurant's history includes an exiled French prince, JFK, and a very hungry Daniel Webster.

This historic patch of real estate offers a glimpse of colonial Boston.

A mysterious stone embedded at the base of a historic Boston building.

What was once a true peninsula has now been filled in, causing the water to recede and leaving many streetside "waterfronts" and landlocked "islands."

Silverware in the sidewalk outside a grocery store cements this neighborhood’s Italian culinary history.

This peaceful Massachusetts graveyard was one of the first "garden-style" cemeteries in America.

Shelves covered in dozens of coffee bean varieties fill this North End institution.

The oldest Italian café in Boston, this spot also serves as a veritable museum of vintage coffee ephemera.

This popular Boston haunt is reminiscent of a time gone by, when slow cafes and sweet-smelling smoke wafting from patios was the norm.

One of the oldest used bookstores in the U.S. has been selling antiquarian treasures since 1825.

This hotel was the site of major events in sports and radio history. It was also used as a detention center during World War II.

This area was once known for being a lawless haven for rough-and-tumble sailors, earning the maritime-themed nickname "the black sea."

One of the indelible moments of the American Revolution took place at this location.

This ambitious father and son team reigned supreme over the North End, and witches, for many years.

This funeral home had the honor, if that is the correct word, of hosting the funeral of the famous Sacco and Vanzetti.

A centuries-old church stands as a testament to Boston's "father of architecture."

"Mock all and sundry things, but leave the saints alone."

A school used as a model for public education across the country.

The location of one of the first private Catholic schools in the country, providing a valuable sanctuary during the tumultuous period when Protestant and Catholic students were at odds.

The site of Paul Revere's historic two lantern warning.