St. Augustine's record-setting narrow street was designed to protect against pirates.

A luxurious 1880s hotel with its fair share of Tiffany stained glass, Edison electricity, and of course, ghosts.

A tribute to Ponce de Leon's supposed quest for eternal youth.

A historic presidential getaway on the continental United States' southernmost island.

This statue inspired by Renoir's famous painting embodies the jovial spirit of Key West.

A monument celebrating the idea of reaching inaccessible places.

The former home of the Nobel Prize-winning American writer is now home to dozens of six-toed cats.

These remote Florida islands have a history of sea turtles and sunken treasures, and one of the world’s largest coastal brick fortresses.

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

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

The oldest working bell set in North America, the bells at Old North Church sat silent for their first four years in Massachusetts.

Historic Hull Street was actually the first street with a proper name in the Boston area.

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

This monument on Breed's Hill proves that one of the most famous battles of the Revolutionary War is misnamed.

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

The tomb of Increase Mather and his son Cotton, influential colonial ministers obsessed with the occult.

The American Revolution was galvanized into serious action due to the tragic clash with British soldiers that occurred at this location.

This landmark cemetery in Boston was created more than 300 years ago.

Location of the Real World's disastrous, and protested, eleventh season.

Even with its slightly risible name this colossal cross is still able to inspire awe.

The world's largest covered wagon is piloted by a giant Lincoln lawyer.

A long lost multi-cultural music venue used to reside in the bottom floor of Chicago's Flat Iron Building.

Once at the center of U.S. finance, the historic Trading Room was meticulously recreated piece by piece and rebuilt in the Art Institute.

A mini Wrigley Field for mini baseball players.