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Hand-picked deals by our pirate team

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Hand-picked deals by our pirate team
TravelPirates
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TravelPirates

Hand-picked deals by our pirate team

Get inspired!

Hand-picked deals by our pirate team
Cayman Islands, island
This deal is already a few days old and availability may have changed.
Flights

Amazing Rates on Flights to the Cayman Islands 🏝️ 🙌

Fly to the Cayman Islands from $255 Round Trip This Spring & Summer — Usually $600+

From $255

Published by
Molly Cowen·3/6/2025
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Pirates, we've found fantastic rates on flights to the Cayman Islands from $255 round trip! Usually, you'd pay over $600, so these flights will save you over 50% off. This deal includes nationwide US and Canadian departures, with the best deals on spring and summer dates through July.

Highlights

Close to the Beach
Great for Couples
Great for Groups
Top Location

Departure

  • Miami
  • Boston
  • New York City
  • Austin
  • Los Angeles
  • New Orleans
  • Dallas
  • Toronto
  • Houston

Destination

  • Grand Cayman
  • Caribbean

Details

Here are some of the dates and departure airports we found for you, but there are many more available.

These fares are based on short layovers or nonstop journeys.

Example of Cheapest Deal

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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