This giant bronze image of Christopher Columbus embarked on a voyage of its own.

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

Legend tells how a Spanish soldier disappeared from this isolated sentry box without a trace.

This tiny home was originally a narrow alleyway.

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

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

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

Order scoops of pandan, lychee, and black sesame at this family-run institution.

The feral felines of Roosevelt Island have a small army of allies and an abandoned hospital all to themselves.

Elevated freight railway turned wildly successful urban park.

A bizarre house filled with an astounding array of collections.

Dodge prohibitionists and slide through the telephone booth in Crif Dogs.

Dramatic river bend surrounds a natural red-rocked pedestal.

In all of the 29 years it was in operation, no prisoners ever escaped successfully... or so they claim.

The oldest family-run luncheonette in New York, last renovated in 1948, still serves food and drinks the old-fashioned way.

An enormous, inside-out glass globe built in 1935.

Bring your own cardboard to the slippery slopes of concrete hidden in a neighborhood park.

Most-visited and most-photographed slot canyon in the American Southwest.

A crumbling hospital from the 1850s on Roosevelt Island.

La Monte Young and Marian Zazeela's "Dream House" will immerse you in an ever changing world of sound and light.

An artsy hidden staircase leads to breathtaking views of San Francisco.

A terrific purveyor of natural history objects and curios.

The last moments of the ill-fated Pompeiians, frozen forever in plaster.

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