These Flights to the Cayman Islands Are 50% Off Right Now

Fly out of several major cities this fall and winter with super cheap flights.

Editor's Note: We know COVID-19 is continuing to impact your travel plans. Should you travel now, be sure to familiarize yourself with the CDC's latest guidance on domestic and international travel as well as local requirements, protocols, and restrictions for both your destination upon your arrival and your home city upon your return. Be safe out there.

If you've already begun to dread the cold weather months in these final weeks of summer, you might be tempted to start planning a warm weather getaway. If that's the case, I've got great news for you. The Points Guy flagged this flight deal, which can get you flights from multiple cities to the Cayman Islands that are 50% off right now.

To find the deals, you'll need to start by using Google Flights. You can catch these low-priced flights out of Los Angeles, New York, Newark, San Diego, Boston, and Austin, into Grand Cayman. Airlines with discounted tickets include American Airlines, Delta Air Lines, JetBlue, and United Airlines.

The date range to find cheap fares is pretty broad with this deal—between September 2022 and February 2023. Like almost any other flight sale, you won't be able to find deeply discounted flights during major holidays. But if you keep your date range flexible, you'll be able to find flights like the examples below.

  • roundtrip from New York, New York (JFK) to Grand Cayman starting at $295
  • roundtrip from Nashville, Tennessee to Grand Cayman, starting at $297
  • roundtrip from Austin, Texas to Grand Cayman starting at $297
  • roundtrip from Los Angeles, California (LAX) to Grand Cayman starting at $366

Considering that flights from these cities typically run about $600, this is a pretty impressive sale. Not sure what to do in the Cayman Islands once you arrive? Thrillist has you covered on what you should see and eat while there.

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Opheli Garcia Lawler is a Staff Writer on the News team at Thrillist. Follow her on Twitter @opheligarcia and Instagram @opheligarcia.