Arrival in Santo Domingo and Zona Colonial at dusk
Fly into Las Américas International Airport (SDQ). Arrange an airport transfer or taxi to your hotel in Zona Colonial, the 30-minute drive that doubles as your first orientation along the Malecón. Check in, rinse off the flight, and take a short walk to find the ocean. You will be back.
Ease into Dominican time with an easy first afternoon. Grab a late lunch of mangú con los tres golpes somewhere local, then nap if you flew overnight. Two weeks is a marathon, not a sprint.
Sunset walk along Calle Las Damas, the oldest paved street in the Americas, ending at Plaza España. Dinner at Pat'e Palo European Brasserie or Mesón de Bari for classic Dominican fare in a colonial courtyard. Early night: you have three full days here.
Breakfast: skip or on the plane. Lunch: mangú at a local comedor. Dinner: Zona Colonial, 25-40 USD per person.
Airport transfer from SDQ to Zona Colonial: 35-45 USD private, 15-20 USD Uber. Walking distance for the evening.
~$180 per person
Pick a hotel inside Zona Colonial itself, not in Piantini or Naco. You want to walk out the door into 16th-century streets for the next three mornings. Casas del XVI and Billini Hotel are two well-reviewed options. Sleep with earplugs: the colonial zone wakes up early.