San Francisco, Costa Rica

Living in San Francisco, Costa Rica means being part of a small, tight-knit community—this isn’t the bustling capital. The town sits in the shadow of San José, which is just a short drive away when you need big-city amenities or an international flight. But don’t expect the same infrastructure here; roads are narrower, and you’ll need a car for groceries or medical care.

One friction point: the rainy season. From May to November, downpours are daily, and some roads flood. The upside? Lower costs than the capital, and you’re still close enough to tap into San José’s healthcare and cultural scene. This spot works for FIRE types who want quiet and don’t mind trading convenience for affordability—not ideal for digital nomads who need reliable internet or retirees who prefer walkable amenities.