With winter on its way, now is the perfect time to book a warm-weather escape over the next few months — and you can do it with only a few thousand points. JetBlue TrueBlue has economy tickets from several East Coast cities to sunny, sandy locales in the Caribbean, Mexico and Costa Rica starting at just 2,600 points plus taxes and fees one-way.
Read on to learn what destinations are available and how to book this deal.
Note that prices and availability were accurate at the time of writing.
Related: Best ways to book flights to the Caribbean using points and miles
TPG’s deal of the day basics
Airline: JetBlue
Routes: From Fort Lauderdale, Orlando, New York and Boston to various warm-weather destinations, including Aruba, the Bahamas, the Cayman Islands, Costa Rica, the Dominican Republic, Mexico and Puerto Rico
Best way to book: JetBlue TrueBlue points (or transfer from Chase Ultimate Rewards, Citi ThankYou Rewards or Wells Fargo Rewards)
Price: From 2,600 to 9,400 TrueBlue points one-way in economy class, plus taxes and fees (generally from $5.60 to $55)
Retail price: From $64
Travel dates: December 2025 to February 2026
TPG tip: You can also transfer points from American Express Membership Rewards and miles from Capital One, but you’ll get the best transfer ratio from Chase, Citi or Wells Fargo
How to find and book TPG’s deal of the day
Since this deal is only available on select dates, the Seats.aero tool is a lifesaver when it comes to quickly finding award availability. We found the best deals from Florida’s Fort Lauderdale-Hollywood International Airport (FLL) and Orlando International Airport (MCO) — including wide-open award availability from FLL to Owen Roberts International Airport (GCM) in the Cayman Islands for just 2,600 points one-way from December to February.
However, other East Coast airports have great deals too. For instance, you could fly from New York’s John F. Kennedy International Airport (JFK) to Daniel Oduber Quirós International Airport (LIR) in Liberia, Costa Rica, for 4,200 points one-way, or to Punta Cana International Airport (PUJ) in the Dominican Republic for 5,000 points one-way. We also spotted fares from Boston Logan International Airport (BOS) to Cancun International Airport (CUN) for 3,700 points one-way.
These are just a few examples. There’s a wide variety of destinations you can reach, nonstop, via JetBlue for under 10,000 points plus taxes and fees over the coming months.
Once you have your dates, head to the JetBlue website to confirm award availability and book your flight. The calendar search tool makes it easy to see which dates have the best deals.
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Most of these deals are for basic economy fares, but you could book a standard economy seat for a few thousand points more.
If you need more TrueBlue points, transfer them from your preferred credit card program before booking. Just remember that only Chase Ultimate Rewards points, Citi ThankYou Rewards points and Wells Fargo Rewards points transfer to JetBlue at a 1:1 ratio — so use these credit card rewards if you can. Amex Membership Rewards points and Capital One miles have a less desirable transfer ratio of 250:200 and 5:3, respectively.
Since transfers are irreversible, be sure to confirm award availability before you transfer your hard-earned rewards.
How to earn the points and miles required for TPG’s deal of the day
It’s easy to earn TrueBlue points by adding one of JetBlue’s cobranded credit cards to your wallet, or a card that earns Chase, Citi or Wells Fargo points. Here are the best welcome offers available right now:
- JetBlue Premier World Elite Mastercard®: Earn 80,000 bonus points plus 5 Tiles toward Mosaic status after spending $5,000 on purchases and paying the annual fee in full, both within the first 90 days.
- Chase Sapphire Reserve® (see rates and fees): Earn 125,000 bonus points after you spend $6,000 on purchases in the first three months from account opening.
- Citi Strata Elite℠ Card (see rates and fees): For a limited time, earn 100,000 bonus points after spending $6,000 on purchases in the first three months from account opening.
- Citi Strata Premier® Card (see rates and fees): Earn 60,000 bonus points after spending $4,000 on purchases in the first three months from account opening.
- Wells Fargo Autograph Journey℠ Card (see rates and fees): Earn 60,000 bonus points when you spend $4,000 on purchases in the first three months from account opening.
The information for the JetBlue Premier 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.
Related: Best airline credit cards
Bottom line
Beat the winter blues with JetBlue TrueBlue’s cheap award tickets from Florida, Boston and New York to Costa Rica, Mexico and more. If you’re not based on the East Coast, it might even be worth booking a positioning flight to take advantage of this excellent deal.
But don’t delay. Availability is already limited, and deals like this won’t last long.
Continue planning your trip to the Caribbean, Mexico and Costa Rica:
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