Santo Domingo, capital of the Dominican Republic, was founded by Christopher Columbus' brother, Bartholomew, and it is the oldest European city founded by Europeans in the New World. It was the first seat of Spanish colonial rule in the New World. Since then, Santo Domingo has been home to nobles and knights, soldiers, monks and slaves, pirates and damsels in distress.

Here you can find everything from an active nightlife to historical sights. The city is also one of the best places to shop in the Caribbean, and the hottest item on sale is the hand-wrapped cigars along with local handicrafts.