Santo Domingo, the capital of the Dominican Republic and a UNESCO world heritage site, is the oldest continuously inhabited European settlement in the Americas and one of the most populous cities in the Caribbean. The city is a mix of old-world charm and modern Latin flair. Its medieval palaces and fortresses mix with nightlife and shopping to rival any modern city in the world. You'll find pristine beaches as well as hidden gems, like a salsa/merengue club set inside a huge underground cave.