The Caribbean is calling and we just spotted some flight deals to Anguilla that could have you frolicking on the beach and living your best tropical life by the end of the year.


If you’re based in Boston, you’re in luck! The best deals we found were from Boston, with flights starting at $380 round-trip for travel in the fall via connecting flights on American, Delta and Seaborne Airlines.



Flights between New York City and Anguilla are available for as low as $427 round-trip between June 2018 and April 2019, with the highest number of affordable flight options found between September and December via American and Seaborne Airlines.


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Baltimore-based travelers should be on the hunt for flights in the mid 500s via Jetblue, and we also spotted East Coast deals from Washington D.C. (flights starting at $485), Philadelphia (flights starting at $532) and Detroit (flights starting at $569).


Those in Atlanta can find flights for around $521, while we also found affordable fares for travelers leaving from Miami, Las Vegas, Houston and Los Angeles.


Your Anguilla adventures begin when you look for flights on Google Flights or use our sample itinerary here. Be sure to adjust the travel dates and departure location to best serve your needs, and make sure you know of any flight restrictions associated with low-cost fares.