This building features dozens of faces along its facade, although one is a bit chilling.

A small window on Via Piella offers a lovely and rare peek at Bologna's lost canals.

A beloved local artist has been honored with this statue of a man emerging from a toilet.

The wreckage of a tragic plane crash is on display at this museum devoted to a famous Italian conspiracy.

Italian poet Dante Alighieri is entombed in this small mausoleum in Ravenna, and his hometown of Florence has never been too happy about it.

Filled with goldfish swimming in a shallow pool of sea water, this ancient crypt is more wishing well than burial site.

The roof of this ancient mausoleum is made from a single Istrian stone weighing a massive 230 tons.

Legend has it that any woman who kissed this statue would soon be married.

This 2,000-year-old Doric bridge is still open to pedestrian traffic to this day.

This magnificent castle grew from a small Moorish fortress, and reportedly inspired two iconic Disney castles.

Poet Antonio Machado's former residence offers the quintessential Castilian lifestyle of the provincial towns in the early 20th century.

One of the few remaining ancient aqueducts described by Frontinus as 'the most solemn testimony of the Empire.'

Perhaps the most spectacular grotto along the Algarve coastline.

A king's pet, a pope's gift, an artist's inspiration, and a tragic shipwreck.

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

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

This eccentrically decorated palace is replete with grottoes, fountains, tunnels, and caves.

A deer-headed statue that brings together a 12th-century legend and big wave surfing.

This Venice bookstore has resigned itself to constant flooding by keeping its books in bathtubs and boats.

The pile of books behind the dignified writer gave the statue a most undignified nickname.

100 year tradition of fist fights, marked by marble footsteps.

Where Venice's gondolas go for a tune-up.

Pilgrimage site for star-crossed lovers.

One of the most well-preserved castles in Italy also contains a rare medieval example of a port fortification.