Places Jumboto Wants to Go

One of the oldest restaurants in Orlando is a no-frills seafood shack still shucking fresh oysters by the bucket.

This liminal destination combines creaky carnival rides, a classic car museum, and luck-of-the-draw flea market finds surrounded by dust and drive-in movie screens.

If you don't look closely, you might mistake this sculpture for just another passenger waiting at the airport.

Approximately 65,000 gallons of crystal clear water pour out of this headspring every minute.

Opened in 1976, this monster-sized version of the fast-food franchise is sometimes called the Epic McD.

The humble home where the famous beat author lived briefly and wrote one of his most famous works.

A fort of historic failures where the island's colonial powers first collided.

Where Saint-Martin ends and Sint Maarten begins (or vice versa).

A park where people have been going to feed friendly pigeons since the 18th century

The ruins of the first Spanish settlement in Puerto Rico.

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

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

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

An enormous artwork that colorfully celebrates over 150 years of US military achievements.

The only visible piece of San Francisco's most famous shipwreck.

Gold Rush ship-turned-hotel buried underneath San Francisco's financial district.

Not merely a museum – but a whirring powerhouse that offers a subterranean peek into the heart and soul of cable car operations.

Gold Rush-era tombstones line the park's paths.

This turn of the century masterpiece has a mysterious goaty interloper.

This concrete tangle of square pipes has stood as a proud thorn in the city's side since the '70s.

This private residence was the template for one of the most beloved television homes of all time.

A historic hotel that made a cameo in Hitchcock's classic film has no intention of letting guests forget its fame.

This shop and studio is dedicated to the art of the book, from letterpress to bookbinding.

Big gun installations, built over a massive cemetery, now abandoned & hidden in trees.