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

Aug. 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.

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.

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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 image 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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Sometimes it's worth a large investment to reap the benefits of a great credit card. That's exactly the case with the Amex Platinum card. In exchange for the annual fee, you'll unlock access to the Amex Membership Rewards program that let you access airline and hotel transfer partners, along with new lifestyle and travel credits. This card is also incredibly rewarding for travel purchases, helping you rack up a ton of Membership Rewards points for your next award trip.

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Cons

  • The high annual fee is only worth it if you’re taking full advantage of the card’s benefits. Seldom travelers may not get enough value to warrant the cost.
  • Outside of the current welcome bonus, you’re only earning higher rewards on specific airfare and hotel purchases, so it’s not a great card for other spending categories.
  • The annual airline fee statement credit can be complicated to take advantage of compared to the broader travel credits offered by competing premium cards.
  • Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership. Apply and select your preferred metal Card design: classic Platinum Card®, Platinum x Kehinde Wiley, or Platinum x Julie Mehretu.
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  • Get $200 back in statement credits each year on prepaid Fine Hotels + Resorts® or The Hotel Collection bookings, which requires a minimum two-night stay, through American Express Travel when you pay with your Platinum Card®.
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  • American Express has expanded The Centurion® Network to include 40+ Centurion Lounge and Studio locations worldwide. There are even more places your Platinum Card® can get you complimentary entry and exclusive perks.
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  • Terms Apply.
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Apply for The Platinum Card® from American Express
at American Express's secure site
Terms & restrictions apply. See rates & fees
Best luxury travel rewards card
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
4 / 5
Go to review

Rewards Rate

5XEarn 5X Membership Rewards® Points for flights booked directly with airlines or with American Express Travel up to $500,000 on these purchases per calendar year.
5XEarn 5X Membership Rewards® Points on prepaid hotels booked with American Express Travel.
  • Intro Offer
    Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership.

    Earn 80,000 Points
  • Annual Fee

    $695
  • 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

Sometimes it's worth a large investment to reap the benefits of a great credit card. That's exactly the case with the Amex Platinum card. In exchange for the annual fee, you'll unlock access to the Amex Membership Rewards program that let you access airline and hotel transfer partners, along with new lifestyle and travel credits. This card is also incredibly rewarding for travel purchases, helping you rack up a ton of Membership Rewards points for your next award trip.

Pros

  • The current welcome offer on this card is quite lucrative. TPG values it at $1,600.
  • This card comes with a long list of benefits, including access to Centurion Lounges, complimentary elite status with Hilton and Marriott, at least $500 in assorted annual statement credits and so much more. (Enrollment required for select benefits.)
  • The Amex Platinum comes with access to a premium concierge service that can help you with everything from booking hard-to-get reservations to finding destination guides to help you plan out your next getaway.

Cons

  • The high annual fee is only worth it if you’re taking full advantage of the card’s benefits. Seldom travelers may not get enough value to warrant the cost.
  • Outside of the current welcome bonus, you’re only earning higher rewards on specific airfare and hotel purchases, so it’s not a great card for other spending categories.
  • The annual airline fee statement credit can be complicated to take advantage of compared to the broader travel credits offered by competing premium cards.
  • Earn 80,000 Membership Rewards® points after you spend $6,000 on purchases on your new Card in your first 6 months of Card Membership. Apply and select your preferred metal Card design: classic Platinum Card®, Platinum x Kehinde Wiley, or Platinum x Julie Mehretu.
  • Earn 5X Membership Rewards® Points for flights booked directly with airlines or with American Express Travel up to $500,000 on these purchases per calendar year and earn 5X Membership Rewards® Points on prepaid hotels booked with American Express Travel.
  • Get $200 back in statement credits each year on prepaid Fine Hotels + Resorts® or The Hotel Collection bookings, which requires a minimum two-night stay, through American Express Travel when you pay with your Platinum Card®.
  • $240 Digital Entertainment Credit: Get up to $20 back each month on eligible purchases made with your Platinum Card® on one or more of the following: Audible, Disney+, The Disney Bundle, ESPN+, Hulu, Peacock, SiriusXM, and The New York Times. Enrollment required.
  • $155 Walmart+ Credit: Cover the cost of a $12.95 monthly Walmart+ membership with a statement credit after you pay for Walmart+ each month with your Platinum Card. Cost includes $12.95 plus applicable local sales tax. Plus Ups are excluded.
  • American Express has expanded The Centurion® Network to include 40+ Centurion Lounge and Studio locations worldwide. There are even more places your Platinum Card® can get you complimentary entry and exclusive perks.
  • $200 Airline Fee Credit: Get up to $200 in statement credits per calendar year in baggage fees and more at one select qualifying airline.
  • $200 Uber Cash: Enjoy Uber VIP status and up to $200 in Uber savings on rides or eats orders in the US annually. Uber Cash and Uber VIP status is available to Basic Card Member only.
  • Get up to $300 back per calendar year on the Equinox+ digital fitness app, or eligible Equinox club memberships when you pay with your Platinum Card. Enrollment required. Learn more.
  • Breeze through security with CLEAR® lanes available at 100+ airports, stadiums, and entertainment venues and get up to $189 back per calendar year on your membership when you use your Card. Learn more.
  • $695 annual fee.
  • Terms Apply.
  • See Rates & Fees