Deal Alert: Award Flights to the Caribbean From 14,000 Miles Round-Trip

Aug 6, 2019

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Airfare deals are typically only available on limited dates. We recommend you use Google Flights to find dates to fly, then book through an online travel agency such as Orbitz or Expedia, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. However, if you’re using The Platinum Card® from American Express, you’ll need to book directly with the airline or through the Amex Travel portal to get 5x MR points. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz or Expedia’s courtesy cancellation if you’re unable to get the time away from work or family.

We have seen a number of solid SkyMiles deals from Delta, and the deals are continuing today with routes to the Caribbean from 14,000 miles round-trip. A full round-up of currently available SkyMiles deals can be found on Delta’s website here.

Although Delta is experimenting with basic economy awards, all of these examples book into the Main Cabin fare class. So you’ll be able to check up to a 50 pound bag each way and select your seat for free for the flight.

If you’re short on miles, remember that you can instantly transfer American Express Membership Rewards points into your SkyMiles account at 1:1 ratio.

Airline: Delta
Cost: 14,000+ miles plus taxes and fees round-trip in economy
Dates: September-December 2019
Pay Taxes/Fees With: Citi Prestige® Card (5x on airfare), Citi Premier℠ Card, Chase Sapphire Reserve (3x on airfare) or Chase Sapphire Preferred Card (2x on travel). Other options include: The Platinum Card® from American Express (5x on airfare booked directly with the airline) and American Express® Gold Card (3x on airfare)

Here are a few examples of what you can book:

New York Kennedy (JFK) to Nassau, Bahamas (NAS) for 14,000 miles + $113 round-trip nonstop:

Boston (BOS) to Providenciales, Turks and Caicos (PLS) for 14,000 miles + $98 round-trip:

New York Kennedy (JFK) to Punta Cana, Dominican Republic (PUJ) for 16,000 miles + $115 round-trip nonstop:

New York Kennedy (JFK) to San Juan (SJU) for 20,000 miles + $11 round-trip nonstop:

Boston (BOS) to Nassau, Bahamas (NAS) for 20,000 miles + $119 round-trip:

New York Kennedy (JFK) to Montego Bay, Jamaica (MBJ) for 20,000 miles + $136 round-trip nonstop:

Atlanta (ATL) to Nassau, Bahamas (NAS) for 26,000 miles + $113 round-trip nonstop:

Atlanta (ATL) to Punta Cana, Dominican Republic (PUJ) for 26,000 miles + $115 round-trip nonstop:

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases. Although, as the taxes and fees are rather low on these award flights, it’s worth focusing on credit cards that offer trip delay and cancellation insurance and bonus points, such as Citi Prestige Card (5x on airfare on plus trip delay insurance), Chase Sapphire Reserve CardCiti Premier Card (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases).

Other options include the The Platinum Card® from American Express which earns 5x on flights booked directly with airlines or American Express Travel and the American Express® Gold Card which earns 3x points. Check out this post for more on maximizing airfare purchases.

Boosting Your SkyMiles Balance

While you couldn’t earn a welcome bonus in time to boost your balance for this wave of deals, you may consider adding a card now in anticipation of flash sales to come. There are a variety of ways to earn Delta miles, from Delta-operated flights to trips on SkyTeam airlines to various non-travel partners. However, one of the best ways to boost your SkyMiles balance to score a few free trips is by adding one of these cards to your arsenal:

Featured image by Glowimages via Getty Images

For rates and fees of the Amex Platinum Card, click here
For rates and fees of the Amex Business Platinum Card, click here.
For rates and fees of the Delta Reserve Business Card, click here.
For rates and fees of the Gold Delta SkyMiles Card, click here.

2018 TPG Award Winner: Mid-Tier Card of the Year
Chase Sapphire Preferred® Card

WELCOME OFFER: 60,000 Points


CARD HIGHLIGHTS: 2X points on all travel and dining, points transferrable to over a dozen travel partners

*Bonus value is an estimated value calculated by TPG and not the card issuer. View our latest valuations here.

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More Things to Know
  • Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 toward travel when you redeem through Chase Ultimate Rewards®
  • 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
  • Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards. For example, 60,000 points are worth $750 toward travel
Intro APR on Purchases
Regular APR
17.49% - 24.49% Variable
Annual Fee
Balance Transfer Fee
Either $5 or 5% of the amount of each transfer, whichever is greater.
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