A journey begins with a single step, and for many, the road-trip of a lifetime started at this Chicago intersection.

A forsaken wonder in the middle of the East Side neighborhood.

One of Frank Lloyd Wright's greatest—and favorite—architectural masterpieces was almost lost.

The remains of the oldest bone-headed dinosaur in North America.

A tunnel that brings more than a century of history to life from the deepest parts of the Niagara Gorge.

The longest enclosed pedestrian bridge in the world spans 14 lanes of traffic and six rail tracks, all while lighting up the night sky.

The capital of the Cayman Islands is a center of offshore banking, but gets battered by blistering hurricanes.

Send a postcard while vacationing with Satan.

These prehistoric replicas were based on actual skeletal remains.

This lovely, if imposing, piece of Canadian gothic is possibly the most photographed hotel in the world.

The vaulted ceiling is home to a scurry of “squirrelgoyles.”

This steep cable railway has been hoisting passengers in the heart of Québec City for over a century.

Among the cliffs of the Elora Gorge is an oft-overlooked piece of celebratory graffiti.

The twin towers in this Chicago fountain use 50 foot tall video screens to spit on people.

These pretty kitties killed and ate as many as 135 railway workers.

Known as "Toronto's Flatiron."

This half-ton piece of the Alps sits at the base of the CN Tower.

An abandoned 1970s theme park that has been turned into a space for waterfront walking.

A fantastic place to see murals, and an important location in the history of Toronto's legal street art scene.

Canada's largest dinosaur skeleton was hidden away in storage for more than 40 years.

Designed by Buckminster Fuller, this relic of the 67 Expo survived fire and ice.

These strikingly barren, rolling red hills were caused by bad farming practices.

With well over 130 falls and cascades to brag about, Hamilton, Ontario has earned its stripes as the waterfall capital of the world.

One of the Seven Wonders of the Modern World holds the world's tallest metal staircase.