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The Caribbean πŸ–οΈ in $270s-$390s RT

This is a super exciting deal because 1. these prices are terrific, and 2. it covers a full 50% of the places mentioned in the chorus of "Kokomo."

Aruba? Check βœ…

Jamaica? Also check βœ…

Bermuda, Bahama? No check ❌ but we think the bioluminescent beaches of Puerto Rico and clear blue waters of Punta Cana are pretty fabulous substitutes!

Key Largo? No check ❌ sorry, Conch Republic fans

Montego? Check! βœ… (via Jamaica, of course)

So here's the plan: You guys book your Caribbean dream vacation, while we stay here and dream about someday finding that 6-for-6 full Kokomo bundle.

Taking off ✈️

Tip Published: Jul 03, 2025

Round trips from Atlanta (ATL):

  • Aruba (AUA) - $317
  • Montego Bay (MBJ) - $381
  • Punta Cana (PUJ) - $396
  • San Juan (SJU) - $270
Round trips from New York (JFK):

  • Punta Cana (PUJ) - $310
Flight Details

Travel Dates

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Airline

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Standard Fare

$500-$600 (non-stop, high season)

Bags & Fees

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Book By

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Flight Notes

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How to Book

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

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