All of Chicago's wood-paved streets are long gone but two alleys remain.

An enormous park-like oasis, full of famous Chicagoans' graves.

Kwanu'sila the Thunderbird has been silently watching over Chicago for more than 100 years (kind of).

A Japanese temple, old German townhouses, and public chess tables offer a peaceful escape from the bustle of the North Side.

A Bibliophile's Dream.

A beloved Chicago music venue offering cold beer and lots of “Friendly."

Built to house a chapter of the Knights Templar, this grandiose building is a relic of Freemasonry in Chicago a century ago.

This art gallery and oddities boutique bewitches visitors with a trove of occult trinkets and eccentric antiques, work by an ever-changing roster of underground artists, and classes in tarot and other mystic arts.

A small Chicago museum filled with thousands of preserved butterflies, beetles, and more.

Legend says Dungeons and Dragons players can get their dice blessed at the creator of the game's memorial.

A natural swimming pool in the middle of the Carite Forest.

Archaeological sites and great food inside the island's largest mangrove forest.

Everyone from Alan Ginsberg to The Rolling Stones has stopped by this classic dive bar.

This colorful gate stands as an entrance to the walled city of Old San Juan.

The crumbling remnants of this 19th-century quarantine hospital hint at the touristy island's darker past.

This small fort played a huge role defending Puerto Rico’s capital city.

Former wax museum from the 1960s, home to many wax U.S. Presidents and the famous White House miniature.

An icon among Florida's pre-Disney tourist attractions.

This kitschy curio wonderland is full of fake animals, teak tables, and a cacophony of random bric-a-brac.

Four metal statues of massive animal penises stand outside the university's Animal Sciences building.

An unnatural lake in a naturally beautiful setting.

This chapel on a cliff is renowned for its healing powers and was founded on the site of a supposed divine intervention.

The bat-covered home of one of the world's most popular brands of rum is located on a tropical Art Deco campus.

This bleach-white graveyard overlooking the ocean is accessed through a tunnel.