Colonial City © Siso84
Known as the Colonial City, the historic enclave of Santo Domingo covers only one square mile (3 sq km), but has dozens of historical sites and buildings behind its walls. Visitors will find parks, forts, churches, plazas, statues, palaces and monuments. A walking tour of these fascinating buildings takes at least three hours, and proceeds over cobbled streets where Christopher Columbus, Fernando Cortez and Francis Drake once walked. The city's main street, Calle de Las Damas, is the oldest street in the New World. Regarding sights, must-sees include the House of Cord, which is the oldest European building in the Americas, and the Alcazar Palace, where Christopher Columbus' son Diego once lived. It was built between 1510 and 1514.