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Deal alert: Enjoy the Cayman Islands from $237 round-trip

Feb. 27, 2022
5 min read
Caribbean, Cayman Islands, George Town, Luxury resorts and Seven Mile Beach
Deal alert: Enjoy the Cayman Islands from $237 round-trip
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Wouldn't the Cayman Islands be a great place to recharge and relax this spring?

Right now you can book flights to the glorious Caymans at incredibly low prices from cold-weather departure points such as Boston, New York City and Philadelphia. If you've wanted to enjoy the culinary delights on Grand Cayman, its world-renowned Seven Mile Beach or indulge in some of the best diving to be found anywhere in the Caribbean, don't sleep on this deal.

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We first heard about these discounted fares thanks to our friends at Scott’s Cheap Flights, who sent this deal to their premium subscribers. The premium subscription to the newsletter on discounted fares is $49 per year and elite membership costs $199 annually.

Nonmembers can find sale prices by using Google Flights to search for desired routes and dates.

As is usually the case with these flight deals, the best prices are for economy flights. That typically means you may only get to bring a carry-on bag without extra fees, and you may not get to pick your seat. Also, United's cheapest fares do not include a full-size carry-on. If you need to bring a bigger bag or want to check your luggage, be aware that doing so will likely will cost you between $30-$35 per bag each way on all airlines.

Deal basics

Airlines: American, Cayman Airways, Delta, JetBlue and United
Cost: Flights available from $237
Dates: Best fares found for travel March — June

Caribbean coral reef with yellow tube sponge on Grand Cayman. (photo: Global_Pics/Getty Images)

You can fly from Philadelphia (PHL) to Grand Cayman (GCM), the biggest of the British territory's three islands, for just $237 round-trip in April. This is a huge discount from regular prices. Normally, this itinerary would cost $700 or more. We found this price available through May and some slightly higher fares in June.

Note that it's a split ticket between Delta and American. FYI, an upgrade to the Main Cabin only costs $40 more. Considering how cheap this fare is, you may want to consider bumping up a tier.

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(Screenshot courtesy of Google Flights)

Here's a flight from Boston (BOS) to Grand Cayman in May for $354 round-trip on JetBlue. This is a Blue Basic fare, which means no carry-on, so only book this if you're the type of traveler who can enjoy a beach vacation with what you can fit into a backpack. You can also upgrade to the Blue tier, which gets you free seat selection and a carry-on, for $49.

(Screenshot courtesy of Google Flights)

You can fly nonstop from Newark (EWR) to Grand Cayman in March for $273 on United. Keep in mind this is a Basic Economy ticket which means no carry-on bags, and your first checked bag is $70.

(Screenshot courtesy of Google Flights)

We found what we feel is a better bargain in June, flying out of Kennedy (JFK) to Grand Cayman. You could book your departure flight on American and a return flight on Cayman Airways for just $265, which is substantially cheaper than the usual price. It's a basic economy fare, but you can bump up to main cabin for just $40 to get a bit more room and be able to pick your seat. Reminder: You would have to book each ticket separately.

(Screenshot courtesy of Google Flights)

We also found a nonstop economy fare from Atlanta (ATL) to Grand Cayman in April on Delta for just $445. This is almost $250 cheaper than you would normally pay.

(Screenshot courtesy of Google Flights)

Maximize your purchase

Pay with: Don’t forget to use a card that earns points on airfare purchases like The Platinum Card® from American Express for 5 points per dollar on airfare booked directly with the airline or through American Express Travel (on up to $500,000 on these purchases per calendar year); the Citi Prestige® Card for 5 points per dollar on airfare; the Citi Premier® Card (see rates and fees)(3 points per dollar on air travel); Chase Sapphire Reserve (3 points per dollar on air travel); the American Express® Gold Card for 3 points per dollar on airfare when booked directly with the airline or through Amex Travel or the Chase Sapphire Preferred Card for 2 points per dollar on travel.

The information for the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

Featured image by Westend61/Getty Images
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.