Last updated: 02/10/2026
In the last 12 months on Squaremouth, the top three travel insurance plans purchased by travelers with upcoming trips to Anguilla are offered by: Travel Insured International, Tin Leg, and IMG.
U.S. travel insurance is not accepted throughout Anguilla, which is why many travelers prioritize plans that include strong travel medical coverage.
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Over the last 12 months, the top three travel insurance plans purchased by travelers with upcoming trips to Anguilla on Squaremouth were:
Travelers visiting Anguilla are recommended to have health insurance that can cover COVID-19 medical expenses. 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. Most providers on Squaremouth.com offer medical coverage for COVID-19-related expenses.
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 with COVID-19 or another illness.
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Best Overall Family Travel Insurance
Medical / Med Evac Coverage
$100,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
Features the most generous ‘Free Coverage for Kids’ pricing, allowing up to 9 children to be covered at no additional cost for an insured adult
The most popular family plan, chosen by roughly 14% of families insuring trips through Squaremouth
The customization options, well-rounded coverage, and up to $500,000 in medical coverage also make FlexiPAX our pick for ‘Best International Travel Insurance For Families’
The only family plan on Squaremouth that offers the optional Cancel For Any Reason (CFAR) and Interruption for Any Reason (IFAR) upgrades, providing the most possible flexibility for families
Best Travel Insurance for Medical Coverage
Medical / Med Evac Coverage
$500,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
The top-selling travel insurance plan on Squaremouth, accounting for roughly 13% of all policy sales
Comes standard with $500,000 in Emergency Medical and Medical Evacuation coverage, which is among the highest offered by any comprehensive travel insurance plan
Includes 100% Trip Cancellation protection, which reimburses up to $30,000 in trip expenses per traveler in the event of a covered cancellation
Best Overall Cruise Insurance
Medical / Med Evac Coverage
$100,000 / $500,000
Cancellation / Interruption Limits
100% / 150% of trip cost
Selected by over 22% of Squaremouth cruisers, making it the most popular option
Offers up to $100,000 in Emergency Medical coverage and $500,000 in Medical Evacuation coverage, surpassing our coverage recommendations for cruise vacations
Plans have the option to add CFAR and IFAR coverage, which can add the most possible flexibility and additional peace of mind heading into a cruise
Features strong comprehensive coverage with the most important benefits for cruisers
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: $483.92
Average Trip Cost: $8,106.35
Squaremouth Analytics compares thousands of travel insurance policies purchased over the last two years to identify changes and trends in the travel insurance industry.