Places Olivemaniac Wants to Go

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

A stretch of highway even lonelier than the so-called "Loneliest Road in America."

Legend has it the lovelorn tears of a princess and a shepherd boy formed the blue and green twin lakes in the Azores archipelago.

The iconic blonde bombshell has a familial connection to this town in southern Norway.

Behind the pink curtain, Au Bonheur du Jour, an art gallery of erotic archives.

The verdant mossy ruins of a Franciscan monastery lie in the remote Sintra hills awaiting exploration.

In Portugal, a secluded stretch of untouched natural beauty hides at the bottom of a steep hill.

One Portuguese poet described this cape, the westernmost point in mainland Europe, as "where the land ends and the sea begins."

A gruesome combat between a hunter and a furious momma bear.

Designed in the Romanesque style, this structure was once a fortress monastery.

This quaint Italian town keeps losing ground as the sides of its plateau slowly erode.

Inside the simple black-and-white exterior of Église Sainte-Cécile hides a pastel wonderland.

This small museum displays a collection of outsider art and scale models of past "treatments" for mental illness.

This artistic fountain display pays homage to this area's theatrical history.

The bizarre visions of H.R. Giger, tucked away in a Swiss medieval city.

Once known as one of the finest tourist railways in Europe.

Enjoy dishes that founding fathers once ate at this Colonial Williamsburg pub.

A Montreal deli that was so beloved that it was allowed to circumvent their laws of language.

The Jewish diaspora shares a menu at this museum café.

A surviving concrete arrow from a 1920s navigational network is preserved right off a modern freeway.

The most peaceful "country" in the Middle East.

The childhood home of the legendary blues guitarist and singer.

The oldest active juke joint in the state sustains a niche school of blues guitar.

This 19th-century benevolent society and jazz hall was rescued from abandonment to again host live music.