New York City
United States
Americas
NYC is challenging — street level is fine, but the subway will break you.
Best stroller: Compact
Brazil
São Paulo is Brazil's megalopolis with incredible culture and food — some areas excellent, others challenging, plan your neighborhoods wisely.
This city is stroller-friendly. Compact strollers work best.
📋 The Bottom Line
São Paulo is one of the world's largest cities with extraordinary cultural diversity, world-class food, and vibrant family life. The city has varied topography with some flat areas and hills throughout. Neighborhoods vary dramatically in accessibility — areas like Vila Madalena, Jardins, and Ibirapuera are excellent for families, while the centro can be challenging. The metro system is decent with improving accessibility. Brazilian culture absolutely adores children, and São Paulo's international sophistication creates excellent family infrastructure in the right areas.
Other cities you might want to explore
United States
Americas
NYC is challenging — street level is fine, but the subway will break you.
Best stroller: Compact
United States
Americas
San Francisco's extreme hills make it one of the toughest US cities for strollers — flat areas exist but you have to find them.
Best stroller: Rugged
Spain
Europe
Barcelona is stroller-friendly with planning — beach areas great, Gothic Quarter tricky.
Best stroller: Compact
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