Why Stay Here: The Dominican Republic’s capital, and the largest city by population in the Caribbean, offers the sounds of salsa, merengue, and bachata that drift from Malecon nightclubs, romantic cafes, and rich colonial history.
Top Airbnbs: Luxurious Rooftop Lounge Ocean View
Discover the “real” Dominican Republic with a stay in Santo Domingo. It’s home to the oldest street, the first stronghold, and the first church in the Americas. While it sits on the Caribbean Sea, exploring Zona Colonial is the must-do. Partially barricaded by stone walls, with baroque architecture and cobblestone streets, this is where Columbus settled in the New World. While it’s a UNESCO World Heritage Site, it also hosts plenty of bars and eateries. The waterfront area (Malecon) is worth exploring and staying after dark for merengue and bachata dancing.