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Woman in a straw hat facing the clear Caribbean sea

Caribbean

The Caribbean isn’t just for vacation. Some islands offer real options for remote workers, early retirees, and expats seeking more autonomy. From affordable havens to residency and second passport programs, this region blends sun and sovereignty. We're building guides to help you cut through the fluff and find islands where real life is possible.

Close-up of a tropical island in the Caribbean with aqua blue water and a pristine beach.

Life in the Caribbean: Pros and Cons You Need to know

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24 min read

Dreaming of life in the Caribbean? This guide breaks down the pros and cons of island living—from sunny beaches and laid-back vibes to high costs and hurricane risks.

Want to know if you qualify for residency in Latin America?

If you’re considering making Latin America your next home, our FREE Residency Map shows you which countries you might already qualify for — including digital nomad and pension programs.

You’ll also be the first to know when we publish new guides about where to live in the Caribbean.