Last updated: 03/26/2026
Based on Squaremouth policy sales in the last 12 months, the best Anguilla travel insurance plans are offered by Travel Insured International, Tin Leg, and IMG..
Receiving medical treatment in Anguilla can be expensive for Americans, as local medical facilities do not accept U.S. health insurance.
Due to limited healthcare resources, serious medical emergencies may require evacuations to a nearby island or back to the United States.
Anguilla is a safe destination with a Level 1 Travel Advisory; however, mosquito-borne illnesses and hurricanes are among the few risks to consider before departure.
Try our online travel insurance comparison tool to get multiple Anguilla travel insurance quotes at once. For personal assistance, call our award-winning agents at 1-800-240-0369.
Over the last 12 months, the top three travel insurance plans purchased by travelers with upcoming trips to Anguilla on Squaremouth were:
For those traveling to Anguilla, Squaremouth recommends a travel insurance policy with at least $50,000 in Emergency Medical coverage and at least $100,000 in Medical Evacuation coverage. The Emergency Medical benefit can reimburse travelers for the cost of treatment during their trip, such as hospital fees and physician services, while Medical Evacuation can cover the cost of an evacuation to the nearest hospital in the event of an emergency.
In addition to these benefits, Squaremouth recommends a comprehensive travel insurance policy that includes other benefits for the most common travel insurance concerns. Primarily, this includes Trip Cancellation coverage and Medical Evacuation coverage.
For travelers who are concerned about losing their prepaid trip expenses if they need to cancel their trip to Anguilla, Squaremouth recommends insuring these costs through the Trip Cancellation benefit. This benefit can reimburse 100% of a traveler’s prepaid and non-refundable trip costs if they need to cancel for a covered reason, such as not being able to travel because they are sick.
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Best Policy For Family Island Getaways
Medical / Med Evac Coverage
$100,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
Provides free coverage for up to nine children per insured adult, making it a great policy if you’re visiting Anguilla with kids
Includes up to $500,000 in Medical Evacuation coverage per person, which is enough to cover the cost of an evacuation back to the U.S. if medically necessary
Offers numerous ways to enhance your coverage, including the popular Cancel For Any Reason add-on that can partially reimburse your Anguilla trip costs if you choose to cancel for an uncovered reason
Allows you to add optional rental car protection to your policy, which can cover damage or theft of your rental vehicle while exploring the island
Best for Overseas Medical Coverage
Medical / Med Evac Coverage
$500,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
Comes standard with $500,000 in Emergency Medical coverage, which can cover hospital bills or doctor’s visits if you contract Dengue and Zika while traveling.
Provides coverage for a wide range of popular Anguilla adventure sports, including snorkeling, kayaking, and horseback riding on the beach
Includes up to $1,000 in Baggage Loss protection that can cover any personal belongings that are lost, damaged, or stolen by petty criminals who are known to target tourists
Best For Hurricane Protection
Medical / Med Evac Coverage
$100,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
*Includes up to $100,000 in Non-Medical Evacuation coverage that can cover transportation costs to get you to a place of safety if a mandatory evacuation is ordered or your accommodation becomes uninhabitable
Covers up to 100% of your travel expenses if you’re forced to cancel your trip due to hurricane activity or severe weather, which is especially important if you’re traveling during Anguilla’s hurricane season from June to November
Provides up to $1,000 in Trip Delay coverage if your flight to or from Anguilla is delayed due to a hurricane, tropical storm, or other forms of inclement weather
Anguilla is known for its beaches and shorelines, and is becoming an increasingly popular destination for tourists.
Destination Rank: 102
Percentage of Squaremouth Sales: 0.06%
Average Premium: $477.11
Average Trip Cost: $7,994.81
Squaremouth Analytics compares thousands of travel insurance policies purchased over the last two years to identify changes and trends in the travel insurance industry.