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I have a friend at the Grand Cayman Marriott Beach Resort right now, and the pictures she keeps posting are making me jealous. The water is so blue and clear that I’m pre-planning a 2020 trip. If you’d like to go this year, JetBlue has good fares from several cities to Grand Cayman this fall and through to next February. The New York flights sometimes include Delta or American, and both are matching JetBlue’s pricing on some dates from that city. While “not summer” might seem odd for a Caribbean vacation, the temperature remains great year round, though it’s rainy/storm season at times in the fall so be aware.

  • New York from $302
  • Chicago from $344
  • Phoenix from $371

Grand Cayman resort by Pixabay user james3214

These are “Blue” fares, which are their basic economy. That includes carry-on, seat choice, meals, and wi-fi/broadband. These can be booked direct with the airline or with OTAs, but direct booking sometimes requires separate tickets. The Chicago and Phoenix fares are available only for select dates, so if you’re looking for a Grand Cayman trip book sooner rather than later.

Sample Route

  • Departure: New York JFK
  • Stops: None
  • Arrival: Georgetown Grand Cayman

How to Book

  • Follow link for sample dates or search your favorite OTA / Google Flights for departure and destination

Travel Dates

  • September 2019 through February 2020
  • 7-day stay required

Where to Stay on Grand Cayman

Things to Do on Grand Cayman

Good luck and happy flying!


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