Deal Alert: East Coast to Caribbean From $208 Round-Trip

Jul 24, 2017

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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 American Express Platinum Card, you’ll need to book directly with the airline or through 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.

Get your sunglasses and swim trunks ready — we’re seeing great deals to the Caribbean on a variety of carriers. Fly from the East Coast to destinations including Port of Spain (POS), San Juan (SJU), Grand Cayman (GCN) and Martinique (FDF) with fares starting at just $208 round-trip. Flights are generally available from September through January, but exact availability will depend on the exact route you’re trying to book.

Use Google Flights to find a route and dates that works with your schedule, and then book using your travel cards to maximize your points. Some of these fares don’t include checked bags, so be sure to purchase a travel-sized bottle of sunscreen if you’d rather not come back looking like an over-ripe tomato.

Airlines: American, JetBlue, Norwegian, United
Routes: JFK/BOS/IAD/PHL to POS/FDF/GCN/SJU
Cost: $208+ round-trip in economy
Dates:  September 2017 – End of Calendar
Booking Link: Orbitz or Expedia
Pay With: The Platinum Card from American Express (5x on airfare), Chase Sapphire Reserve, Citi Prestige (3x on airfare) or Chase Sapphire Preferred (2x on travel)

Here are a few examples of what you can book:

New York (JFK) to Martinique (FDF) for $208 round-trip:

Screen Shot 2017-07-24 at 2.32.06 PM

Boston (BOS) to San Juan (SJU) for $268 round-trip:

bos-sju 268

Washington, D.C. (IAD) to Port of Spain, Trinidad (POS) for $293 round-trip:

iad-pos 293

Philadelphia (PHL) to Port of Spain, Trinidad (POS) for $293 round-trip:

phl-pos 293

New York (JFK) to Grand Cayman (GCM) for $308 round-trip:

jfk-gcm 308

Boston (BOS) to Port of Spain, Trinidad (POS) for $355 round-trip:

bos-pos 355

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express Platinum Card (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire Reserve, or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.

If you’re able to score one of these tickets, please share the good news in the comments below!

Featured image of Martinique courtesy of Brendan Dorsey.

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