Expat Health Insurance in the Caribbean

Key Highlights: Health Insurance in Caribbean

• Medical evacuation coverage is CRITICAL—many islands have limited facilities.
• Miami and Puerto Rico are common evacuation destinations for serious cases.
• Several islands offer "digital nomad" or remote work visas (Barbados, Bahamas, Cayman).
• Healthcare quality varies dramatically by island—Cayman and Bahamas have better facilities.
• Costs are generally high due to limited facilities and imported medical supplies.

Featured Countries in Caribbean

These are the most popular destinations for expats in Caribbean. Click through for detailed coverage guides.

Who Caribbean Is Best For

• Remote workers seeking island lifestyle
• High-net-worth individuals in tax-friendly jurisdictions
• Retirees wanting warm weather year-round
• Yacht owners and sailing enthusiasts

Considerations for Caribbean

• Hurricane season (June-November) is a real consideration
• Limited specialist care—complex cases require evacuation
• High cost of living on most islands
• Inter-island travel may be needed for medical care

All Countries in Caribbean

Complete list of countries in Caribbean with health insurance guides:

Related Resources

• Best Expat Health Insurance 2025
• Insurance for Digital Nomads
• Insurance for Retirees Abroad
• Understanding Medical Evacuation Coverage