Deal alert: Flights to Caribbean destinations from $198 round-trip

Jan 22, 2020

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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 (on up to $500,000 on these purchases per calendar year). 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.

If you’re ready for a tropical diversion from winter, there are fares to the Caribbean starting at $198 round-trip.

The flights leave from various East Coast and Midwest cities to island destinations such as San Juan, St. Thomas and Nassau.These low fares are available on JetBlue, American and Delta. Although a majority of these tickets to paradise are in basic economy, there are also a few main- cabin economy options to choose from.

So what are you waiting for? It’s island time.

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To find a deal, head to Google Flights and enter your origin and destination cities. Scroll through the calendar function to find dates and prices that work for you. Finally, click through to book directly with the airline or an online travel agency (OTA) like Orbitz or Expedia.

Here’s a summary of what’s available:

Airline: JetBlue, American, Delta
Routes: BOS/MIA/DAL/EWR/DTW/DCA to SJU/STT/NAS
Cost: $198+ round-trip in basic economy and main-cabin economy
Dates: February – May 2020 
Pay with: The Platinum Card® from American Express (5x on airfare booked directly with the airline), the Citi Prestige® Card (5x on airfare), the Citi Premier® CardChase Sapphire Reserve (3x on airfare), the American Express® Gold Card (3x on airfare when booked directly with the airline) or Chase Sapphire Preferred Card (2x 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.

Here are some examples of specific flights that are available:

Boston (BOS) to San Juan (SJU) for $198 round-trip nonstop on JetBlue:

Miami (MIA) to St. Thomas (STT) for $224 round-trip nonstop on American:Dallas (DAL) to San Juan (SJU) for $237 round-trip on Delta: Newark (EWR) to St. Thomas (STT) for $261 round-trip nonstop on JetBlue: Detroit (DTW) to San Juan (SJU) for $270 round-trip nonstop on Delta:

Washington DC (DCA) to Nassau (NAS) for $281 round-trip on American: Boston (BOS) to St. Thomas (STT) for $294round-trip on American:

Maximize your purchase

Use a credit card that earns additional points on airfare purchases, such as The Platinum Card® from American Express (5x on flights booked directly with airlines or American Express Travel), the Chase Sapphire Reserve, the American Express® Gold Card, the Citi Premier® CardCiti Prestige Card (5x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this guide for more on maximizing airfare purchases.

Featured photo by John Duarte/Getty Images

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