Punta Cana
Dominican Republic
Americas
Punta Cana resorts are very family-friendly and flat, but there's essentially nothing stroller-accessible beyond the resort gates.
Best stroller: Compact
Dominican Republic
Santo Domingo mixes colonial history with Caribbean energy - the Zona Colonial has cobblestones, but Dominican warmth is infectious.
This city needs different solutions for different areas.
Santo Domingo scores 58/100 on our stroller-friendliness scale. Below you'll find a full breakdown of terrain, transit accessibility, and family facilities — plus neighborhood-level tips and stroller vs. carrier advice for Santo Domingo.
📋 The Bottom Line
Santo Domingo is the oldest European city in the Americas, with the Zona Colonial featuring stunning but challenging cobblestone streets. The modern areas have much better infrastructure, and the Malecón waterfront provides flat, beautiful strolling. Dominican culture is incredibly family-focused - children are adored, and you'll receive constant warmth and offers of help. Merengue music, delicious food, and genuine hospitality make the infrastructure challenges worthwhile for cultural immersion.
Uneven surfaces common
Mostly flat, mild inclines
Limited accessible options
Elevators hit-or-miss
Good facilities in main areas
Crowded in popular areas
Locals love kids!
Compare stroller-friendliness across Dominican Republic
Cities with a similar stroller experience to Santo Domingo
Poland
Europe
Krakow's old town cobblestones are tough, but the city is flat beyond them and very affordable.
Best stroller: Rugged
Guyana
Americas
Georgetown sits below sea level behind seawalls with colonial charm - Guyanese multicultural warmth toward families is incredible.
Best stroller: Rugged
French Polynesia
Asia-Pacific
Papeete and Tahiti offer stunning beauty and warm Polynesian hospitality, but limited infrastructure outside resorts challenges stroller use.
Best stroller: Compact
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