Central Valley, Costa Rica
San José
Costa Rica's capital and Central Valley hub; large, long-established expat and retiree community with formal associations dating back decades.

Cost of living
Higher cost of living than most of Central America; Escazú and Santa Ana carry a premium over other Central Valley areas.
Residency routes
Costa Rica's Pensionado and Rentista residency categories are individually obtained and commonly involve self-arranged private insurance.
Health insurance
Whether you need cover for San José depends on how settled you are. People who have already committed to a country usually end up on a local or international resident policy arranged with a licensed broker. People still deciding — a scouting trip, a trial year, a stretch of remote work before a fixed address — need something that moves with them.
SafetyWing is one flexible option in that second situation: nomad-oriented cover sold in short renewable terms rather than an annual resident contract. We do not quote, rate or compare policies, and we are not licensed to advise on them.
Where we would start
SafetyWing
Built for people whose situation is still in motion — a year of travel before a fixed address, or a trial period in a new country before committing. It is one flexible option for short-to-medium-term cover, not a substitute for a resident policy once you settle.
Suited to: Nomads and remote workers in an unsettled first year
We do not quote, rate or compare policies. This is a referral to the carrier, who is licensed to advise you.
Expat & Newcomer Organizations
Organisations whose stated purpose is serving expats and newcomers.
Chamber or association
Association of Residents of Costa Rica (ARCR)
San José
For over 25 years, has assisted foreign residents and retirees in Costa Rica and those considering the move, both before relocation and throughout residency.
Chamber or association
Women's Club of Costa Rica (WCCR)
San José
English-speaking social and charitable organization of women representing many cultures and nationalities, offering hands-on community service and social opportunities.
Guides for San José
Healthcare
Health cover in your first year abroad
How to think about the gap between the system you are leaving and the one you have not joined yet.
7 min read
Connectivity
eSIM or local SIM: getting connected in the first week
One is faster on arrival, the other is cheaper by week three. Use both, in that order.
5 min read
Moving logistics
Shipping your things, or buying them again
A container costs more than most people's furniture is worth. Here is how to decide honestly.
6 min read
Money
Banking when you live in one country and earn in another
Keep the home account, open a local one, and stop letting your bank set the exchange rate.
6 min read