After Christopher Columbus died, his son built a fancy house to rule from.

A pre-Columbian ceremonial and astronomical site built by the Taino Indians.

Largest pre-Lent festival in the Dominican Republic.

This replica medieval European village in the Dominican Republic was built by a Hollywood set designer.

Renowned restaurant tucked in a cave once occupied by buccaneers.

This trio of Dominican cave lakes comprise a colorful biosphere of natural life.

All that remains of a sugar mill destroyed during the War of Independence of 1895.

Besides being home to cave paintings and pre-Columbian Cuban archaeological remains, you get to take a boat through this stalactite and stalagmite covered cave.

When the Cuban government seized a Trader Vic's franchise, they unknowingly led to its preservation.

A tomb in this cemetery holds soil from every country in Latin America.

Visit the ruins of a magnificent mansion confiscated by Fidel Castro.

A colossal statue with a controversial past, forgotten for more than 30 years.

A small museum in the Bay of Pigs gives the Cuban perspective on the famously failed U.S. invasion.

Prehistoric history as seen through the lens of an outsider artist.

A cemetery full of exquisite statuary, including a monument to a woman some say died of a broken heart.

Neo-cave art on the macro scale.

The house that birthed The Old Man and The Sea is now a museum devoted to the old man who wrote it.

No one knows the meaning behind this giant sculpture of a nude woman with a fork riding a rooster in Havana.

A focal point of the Cuban government, this city square features one of the most iconic images in the country.

A series of five defunct panopticon prisons in Cuba.

A Spanish-style estate that has traded black ties for rock concerts.

A colorful narrow alley in Cuba is full of street art and sculptures made of found objects.

This limestone cave offers an incredible view of the Río Grande de Arecibo valley.

This sustainable, family-run farm just outside of San Juan makes for a dreamy daytrip.