JetBlue Deal alert: Flights to the Cayman Islands from NYC, Chicago and more from $301
A summer vacation in the idyllic Cayman Islands kind of sells itself. But when you can grab a plane ticket at a great price, paradise suddenly looks just a bit better, doesn't it?
JetBlue currently has tickets to the legendary Caribbean island chain on sale, with the best prices available for travelers in New York City looking to escape the concrete jungle for a few days on some of the best beaches on the planet. There are some sweet deals for flights out of Chicago and Cleveland, too.
The sale applies to JetBlue's Blue Basic tier (basic economy), which means no carry-on bag. You can pay to upgrade to the Blue economy tier, which gets you free seat selection and a carry-on, but in some instances it may be cheaper just to pay for the checked bag.
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Our thanks to Secret Flying for tipping us off to this great travel deal.
The very best deals in this sale are for travel between April and June. As always, a flexible travel schedule will help you score the best prices.
Deal basics
Airline: JetBlue
Routes: Boston, Chicago, Cleveland, Fort Lauderdale and New York to Grand Cayman, Cayman Islands
How to book: Search Google Flights and book directly through the airline
Travel dates: April — June
Sample flights
You can book a nonstop flight in late April from New York City (JFK) to Grand Cayman (GCM) for $303. Again, it's a Blue Basic ticket, so keep in mind a checked bag will cost you $60. It's better to do that than pay $70 to upgrade.
You can find the same fare for travel between Kennedy Airport and Grand Cayman across most of May and June.
One of the best deals we found was from Cleveland (CLE) to Grand Cayman. You can book a late April trip for just $356, a huge discount from typical prices. Adding to the appeal of this fare is that a checked bag only costs $30. Also, upgrading to a Blue tier ticket costs just $48, which gets you a free checked bag and carry-on.
Chicago (ORD) to the Caymans in late April certainly sounds appealing. Especially when you can score a round-trip ticket for just $438, a nice discount from typical fares. Your first checked bag with this ticket will cost you just $30. Something to consider, however, is that upgrading to Blue will cost you just $43, and it comes with a free checked bag and a carry-on.
We also found good prices on round-trip flights from Boston (BOS) to Grand Cayman in late May. Again, this is another example where it would save you money -- nearly $60 -- to pay for a checked bag than paying for the upgrade to the Blue Tier.
If you live in south Florida and want some more tranquil beach time in late April than you'll find on South Beach or Las Olas in Florida, you can fly from Fort Lauderdale (FLL) to Grand Cayman for just $301 nonstop. Also, upgrading to the Blue tier will only cost you $40, which is $20 cheaper than the cost of checking your bag.
Related: After 2 years, cruise ships are finally returning to the Cayman Islands
Maximize your purchase
Pay with: 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 or Chase Sapphire Reserve for 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.
Top offers from our partners
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Annual Fee
Recommended Credit
Why We Chose It
Build your loyalty to Delta by applying for the carrier's mid-tier card option, the Delta SkyMiles Platinum card. The annual fee is quickly recouped by the card's travel perks, such as an application credit to Global Entry or TSA Precheck, annual companion certificate and so much more. Plus you can fast-track to elite status simply through card spend.Pros
- Earn bonus Medallion® Qualification Miles (MQMs) and an Medallion Qualifying Dollar (MQD) waiver when you hit specific spending thresholds with your card within a calendar year
- Receive a Domestic Main Cabin round-trip companion certificate each year
- Statement credit for TSA PreCheck/Global Entry fee (up to $100)
- First checked bag free
Cons
- Doesn't make sense if you don't fly Delta
- SkyMiles aren't the most valuable airline currency
- Earn 90,000 bonus miles after you spend $4,000 in purchases on your new Card in your first 6 months.
- Receive a Domestic Main Cabin round-trip companion certificate each year upon renewal of your Card. Payment of the government imposed taxes and fees of no more than $80 for roundtrip domestic flights (for itineraries with up to four flight segments) is required. Baggage charges and other restrictions apply. See terms and conditions for details.
- Enjoy your first checked bag free on Delta flights. Plus enjoy Main Cabin 1 Priority Boarding and settle into your seat sooner.
- New: Card Members get 15% off when using miles to book Award Travel on Delta flights through delta.com and the Fly Delta app. Discount not applicable to partner-operated flights or to taxes and fees.
- Earn 3X Miles on Delta purchases and purchases made directly with hotels.
- Earn 2X Miles at restaurants worldwide including takeout and delivery in the U.S., and at U.S. supermarkets.
- Earn 1X Mile on all other eligible purchases.
- Enjoy a per-visit rate of $50 per person for Card Members and up to two guests to enter the Delta Sky Club when traveling on a Delta flight.
- Fee Credit for Global Entry or TSA PreCheck® after you apply through any Authorized Enrollment Provider. If approved for Global Entry, at no additional charge, you will receive access to TSA PreCheck.
- Earn up to 20,000 Medallion® Qualification Miles (MQMs) with Status Boost® per year. After you spend $25,000 in purchases on your Card in a calendar year, you can earn 10,000 MQMs up to two times per year, getting you closer to Medallion® Status. MQMs are used to determine Medallion® Status and are different than miles you earn toward flights.
- No Foreign Transaction Fees.
- $250 Annual Fee.
- Terms Apply.
- See Rates & Fees
Rewards Rate
| 3X | Earn 3X Miles on Delta purchases and purchases made directly with hotels. |
| 2X | Earn 2X Miles at restaurants worldwide, including takeout and delivery in the U.S. and at U.S. supermarkets. |
| 1X | Earn 1X Miles on all other eligible purchases. |
Intro Offer
Earn 90,000 bonus miles after you spend $4,000 in purchases on your new Card in your first 6 months.Earn 90,000 Bonus Miles50,000 Bonus MilesAnnual Fee
$250Recommended 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.670-850Excellent/Good
Why We Chose It
Build your loyalty to Delta by applying for the carrier's mid-tier card option, the Delta SkyMiles Platinum card. The annual fee is quickly recouped by the card's travel perks, such as an application credit to Global Entry or TSA Precheck, annual companion certificate and so much more. Plus you can fast-track to elite status simply through card spend.Pros
- Earn bonus Medallion® Qualification Miles (MQMs) and an Medallion Qualifying Dollar (MQD) waiver when you hit specific spending thresholds with your card within a calendar year
- Receive a Domestic Main Cabin round-trip companion certificate each year
- Statement credit for TSA PreCheck/Global Entry fee (up to $100)
- First checked bag free
Cons
- Doesn't make sense if you don't fly Delta
- SkyMiles aren't the most valuable airline currency
- Earn 90,000 bonus miles after you spend $4,000 in purchases on your new Card in your first 6 months.
- Receive a Domestic Main Cabin round-trip companion certificate each year upon renewal of your Card. Payment of the government imposed taxes and fees of no more than $80 for roundtrip domestic flights (for itineraries with up to four flight segments) is required. Baggage charges and other restrictions apply. See terms and conditions for details.
- Enjoy your first checked bag free on Delta flights. Plus enjoy Main Cabin 1 Priority Boarding and settle into your seat sooner.
- New: Card Members get 15% off when using miles to book Award Travel on Delta flights through delta.com and the Fly Delta app. Discount not applicable to partner-operated flights or to taxes and fees.
- Earn 3X Miles on Delta purchases and purchases made directly with hotels.
- Earn 2X Miles at restaurants worldwide including takeout and delivery in the U.S., and at U.S. supermarkets.
- Earn 1X Mile on all other eligible purchases.
- Enjoy a per-visit rate of $50 per person for Card Members and up to two guests to enter the Delta Sky Club when traveling on a Delta flight.
- Fee Credit for Global Entry or TSA PreCheck® after you apply through any Authorized Enrollment Provider. If approved for Global Entry, at no additional charge, you will receive access to TSA PreCheck.
- Earn up to 20,000 Medallion® Qualification Miles (MQMs) with Status Boost® per year. After you spend $25,000 in purchases on your Card in a calendar year, you can earn 10,000 MQMs up to two times per year, getting you closer to Medallion® Status. MQMs are used to determine Medallion® Status and are different than miles you earn toward flights.
- No Foreign Transaction Fees.
- $250 Annual Fee.
- Terms Apply.
- See Rates & Fees