The cost of living in Anguilla is very high, estimated to be 6% more expensive than New York City (CPI: 106). Essentials like groceries, gas, and utilities are notably higher due to import duties and shipping costs. Restaurant prices are also elevated, with a Restaurant Price Index of 90.59.

The property price to income ratio is very low at 1.36 years, indicating a very affordable housing market. Property tax is generally low at 0.75% of the property value, and this tax is waived for owner-occupied residences as of March 2024.

With an average annual household income of $44,076 in 2024 and a GDP per capita of $28,850 in 2023, combined with no personal income tax, residents generally have good purchasing power.

Anguilla operates a highly favorable tax system with no personal income tax, corporate income tax, capital gains tax, or inheritance tax. Government revenue is primarily generated through indirect taxes such as a 10% accommodation tax and a Goods & Services Tax (GST).

Anguilla offers a robust business environment characterized by its tax-neutral status, English common law legal system, and straightforward company incorporation processes, particularly for International Business Companies. The financial services sector is well-regulated by the Anguilla Financial Services Commission.

The social security system requires contributions of 10% of an employee's salary (5% employee, 5% employer) up to a ceiling. Detailed information on universal healthcare, comprehensive pension, or unemployment benefits beyond these contributions is not readily available in public sources.

Deposits in Anguilla are expected to be protected up to EC$50,000 (approximately USD 18,518) per depositor per financial institution under the upcoming Eastern Caribbean Deposit Insurance Corporation (ECDIC) scheme. The banking sector is regulated by the Eastern Caribbean Central Bank (ECCB) and the Anguilla Financial Services Commission (AFSC), with strong anti-money laundering frameworks in place.