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Grand Cayman 🍹 in $270s-$340s RT

Grand Cayman 🍹 in $270s-$340s RT

Everything gets better when you add "grand" to the name. Parents, slams, Ole Oprys... and Cayman too.

As you might expect, Grand Cayman is the island with, well, everything. You've got the beaches, in all their relaxing, white-sand splendor. You've got some pretty spectacular crystal caves. There's plenty of diving and snorkeling, available with or without stingrays. There's even a 2,000-ton shipwreck off the coast, just waiting to be explored.

Still, don't sleep on the other, non-grand Caymans either—they're just a quick flight away :-)

Taking off ✈️

Tip Published: Sep 29, 2025

To

  • Grand Cayman (GCM)
From

  • Atlanta (ATL) - $340
  • Boston (BOS) - $270
  • Philadelphia (PHL) - $320
  • Washington Reagan (DCA) - $320
Flight Details

Travel Dates

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Airline

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Standard Fare

$500+

Bags & Fees

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Flight Notes

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How to Book

    This is a Takeoff-only Flight for Jack's Flight Club Takeoff members only. For step by step instructions on how to book it you'll need to login or upgrade to Takeoff membership.

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