Santo Domingo is the oldest city in the New World, where the settlement of all the Americas began. See the first cathedral, the first hospital. Wander down cobble stone streets among the Spanish colonial architecture and imagine how things were back in the 1600s. No other city in the Caribbean has a greater variety of restaurants and night life. There are so many restaurants in this city that it is practically impossible even for those who live here to have visited them all. And it's a city that never sleeps. A great place to meet people. A lot of young single executives who come here to work end up leaving (if they leave) married to a Dominican. Santo Domingo has great shopping. Major chains from all around the world have opened branches here and more will be opening soon. Discount stores offer great prices on designer brands, the leading shops offer clearance sales several times a year and there are many designer shops for more exclusive wear. Santo Domingo is the most bustling and diverse city in the Caribbean. It has a population of over three million inhabitants and sprawls out over 250 square kilometers.