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Save over 50% on flights to Grand Cayman from multiple US cities

August 24 2022
6 min read
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Swim among starfish, stingrays and dolphins in the Caribbean Sea with this deal. Flights to Grand Cayman are as low as $295.

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Round-trip fares to Grand Cayman for the next six months — and even next summer — are anywhere between $295 and $374, depending on where you depart from. Fly into the island’s capital, George Town, to bask on its many beaches or to enjoy its vibrant nightlife.

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Act fast on this deal. Flights to Grand Cayman are currently discounted by approximately 50%.

Related: Cayman Islands eases restrictions for vaccinated visitors

George Town at night. (Photo by Simon Tonge/Getty Images)

Deal basics

Airlines: American Airlines, Delta Air Lines, JetBlue and United Airlines.
Routes: Los Angeles, New York, Newark, San Diego, Boston, Austin and others to Grand Cayman.
How to book: Use Google Flights to search for your ideal dates, then book directly with the airline.
Travel dates: Generally from September 2022 to February 2023, with some availability in July 2023 — note that dates for this deal vary by origin and exclude major holidays.
Book by: ASAP.

Thanks to Scott’s Cheap Flights for highlighting this deal. Scott’s Cheap Flights offers discounts up to 90% with its Premium membership, which includes a 14-day trial and costs $49 per year. You can also upgrade to the site’s Elite membership for $199 a year to receive the same Premium deals along with premium economy, business-class and first-class offers.

Sample flights

The majority of the flights in this deal have a layover. The flight from New York’s John F. Kennedy International Airport (JFK) to Grand Cayman’s Owen Roberts International Airport (GCM) was the only nonstop round-trip flight.

Flights from airports like Los Angeles International Airport (LAX) and San Diego International Airport (SAN) include layovers in cities like Newark and Washington.

However, with fares hovering in the $300s, this deal is relatively rare. These are the flights that stand out:

JetBlue: Departing from JFK, starting at $295.
Delta: Departing from Nashville International Airport (BNA), starting at $297 (includes a layover).
Delta: Departing from Austin-Bergstrom International Airport (AUS), starting at $297 (includes a layover).
United: Departing from Newark Liberty International Airport (EWR), starting at $304 (includes a layover returning from Grand Cayman).
United: Departing from LaGuardia International Airport (LGA), starting at $306 (includes a layover).
Delta and United: Departing from Rhode Island T.F. Green International Airport (PVD), starting at $315 (includes a layover).

To book a flight to Grand Cayman, we recommend determining your availability through Google Flights, then purchasing tickets directly from the airline of your choice.

Buying tickets directly from the airline is a more convenient option than a third-party site in case of a delay, cancellation or booking change. Prices on Google Flights may differ from those offered on the airlines’ sites due to third-party booking options. However, Google Flights advertises prices for a United flight from Newark to Grand Cayman as approximately the same as United's website.

(Screenshot from google.com/flights)
(Screenshot from united.com)

These deals only extend to basic economy fares. So if you book a July 2023 flight with United from Newark, you won’t be able to select a seat or bring a full-size carry-on without paying a $25 fee. United also charges $35 for the first checked bag and $30 for the second checked bag.

(Screenshot from united.com)

United gives you the option to upgrade from basic economy to economy for $80. You can also select a seat for anywhere from an additional $11 to $46 for preferred seating, which is closer to the front of the aircraft.

(Screenshot from united.com)

Note that for this particular flight, there is a layover at Dulles International Airport (IAD) on the return flight from Grand Cayman, so there is also an option to select a seat for a third additional flight departing from Washington to Newark.

Additionally, United offers bundles, which allow you to save on a combination of upgrades. For example, with a trip to Grand Cayman, there are three bundles you can choose from — all include the ability to select your seat and some also let you bring a standard checked bag.

(Screenshot from united.com)

One bundle for the flight from Grand Cayman to Newark lets you pick a seat and gives you United Club access. The additional cost for these bundles can range from $37 to $87.

(Screenshot from united.com)

Maximize your purchase

Use a card that earns bonus points on airfare purchases, like The Platinum Card® from American Express (5 points per dollar on airfare booked directly with the airline or through American Express Travel), on up to $500,000 on such purchases per calendar year, Citi Prestige® Card (5 points per dollar on airfare), Citi Premier® Card, Chase Sapphire Reserve (3 points per dollar on airfare), American Express® Gold Card (3 points per dollar on airfare when booked directly with the airline or through Amex Travel) or the Chase Sapphire Preferred Card (2 points per dollar on travel). Check out this post for more on maximizing airfare purchases.

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.

Bottom line

Grand Cayman, Cayman Islands. (Photo by Philippe Turpin/Getty Images)

With this deal, you can experience a tranquil vacation in Grand Cayman. From sunset cruises to Bioluminescent Bay kayaking tours, there are tons of diversions in this idyllic destination.

The cheapest possible fares to Grand Cayman typically hover around $600. Add to that the fact that you can fly from multiple airports, and this deal is worth checking out.

Featured photo by Getty Images/iStockphoto
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.

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  • Intro Offer
    Limited Time Offer: Earn 100,000 Bonus Marriott Bonvoy Points after spending $4,000 in purchases on your new Card in your first 3 months of Card Membership. Offer expires 11/2/22.

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  • Annual Fee

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  • Recommended Credit
    Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

    670-850
    Excellent/Good

Why We Chose It

The Marriott Bonvoy Business Amex is a stacked card with a rewards rate that will help you earn bonus points on everyday and business-related purchases. You'll earn 15 elite night credits each calendar year, and receive automatic Gold elite status. Finally, the free night award certificate with a redemption level of 35,000 points or less can get you hundreds of dollars in potential value each year.

Pros

  • 6x points on eligible purchases at hotels participating in the Marriott Bonvoy program
  • 4x points at restaurants worldwide, U.S. gas stations, wireless telephone services purchased directly from U.S. service providers and U.S. shipping
  • 2x points on all other eligible purchases
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  • Receive 15 elite night credits to jump-start status
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  • Must spend $60,000 in a year for second free-night award
  • Limited Time Offer: Earn 100,000 Bonus Marriott Bonvoy Points after spending $4,000 in purchases on your new Card in your first 3 months of Card Membership. Offer expires 11/2/22.
  • 6x points at hotels participating in the Marriott Bonvoy® program.
  • 4x points for purchases made at restaurants worldwide, at U.S. gas stations, on wireless telephone services purchased directly from U.S. service providers and on U.S. purchases for shipping.
  • 2x points on all other eligible purchases.
  • Receive a 7% discount off standard rates for reservations of standard guest rooms at hotels that participate in the Marriott Bonvoy program when you book directly. Terms and Conditions Apply.
  • Receive 1 Free Night Award every year after your Card renewal month. Plus, earn an additional Free Night Award after you spend $60K in purchases on your Card in a calendar year. Awards can be used for one night (redemption level at or under 35,000 Marriott Bonvoy® points) at hotels participating in Marriott Bonvoy®. Certain hotels have resort fees.
  • Enjoy Complimentary Marriott Bonvoy Gold Elite Status with your Card.
  • Terms apply.
  • See Rates & Fees