Caribbean Travel Insurance Demand Jumped 28 Percent This Winter

By: - March 10th, 2026
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Travel insurance demand is rising in the Caribbean.

Travelers heading to the Caribbean are increasingly purchasing travel insurance, according to new data provided to Caribbean Journal by travel insurance comparison platform Squaremouth.

Between December and February, interest in travel insurance for Caribbean trips rose 28 percent year-over-year, outpacing the roughly 20 percent increase across all destinations during the same period.

The increase reflects strong demand for winter travel to the region, with many travelers choosing to protect their trip investment during the Caribbean’s busiest season.

The data also shows a difference in how Caribbean travelers approach more flexible insurance options.

Interest in Cancel For Any Reason (CFAR) coverage for Caribbean trips has increased 10 percent year-over-year, according to Squaremouth. However, that growth remains significantly lower than what the company is seeing in other markets.

Trips within the United States and Mexico have recorded nearly a 30 percent increase in CFAR quote requests, suggesting travelers to those destinations are opting for broader cancellation flexibility at a higher rate.

CFAR coverage allows travelers to cancel trips for reasons that typically fall outside standard insurance policies, although the plans generally carry higher premiums and partial reimbursement structures.

Squaremouth, which allows travelers to quote, compare and purchase policies from multiple insurance providers, said the data highlights a continued rise in travelers seeking protection for Caribbean vacations as travel demand across the region remains strong.

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