Update: Some offers mentioned below are no longer available. View the current offers here.For more TPG news and deals delivered each morning to your inbox, sign up for our daily newsletter here: https://thepointsguy.com/mailing-list//We send out deal alerts for cheap flights to the Caribbean fairly often. In fact, we reported on $44 JetBlue tickets to the Caribbean just yesterday. But it’s not often we see business class flights to the region for under $500 round-trip. Delta and United are offering nonstop flights to several Caribbean cities like Havana (HAV), Kingston (KIN) and Santo Domingo (SDQ). The deals appear to be available between January and April.We first spotted the United deals at Secret Flying.Sign up for the free daily TPG newsletter for more travel tips!Once in the region, you have several points hotels to choose from. If you stay in Santo Domingo, you should consider the JW Marriott Hotel Santo Domingo, a Category 4 Marriott Bonvoy property which only costs 20,000 points off-peak, 25,000 standard or 30,000 points peak per night.To search, 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 OTA like Orbitz or Expedia.Airline: United, DeltaRoutes: JFK/MIA/ATL/EWR – KIN/HAV/SDQ/SJUCost: $303+ round-trip in business/first classDates: January – April 2020Pay With: The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Prestige® Card (5x on airfare), Citi Premier® Card, Chase Sapphire Reserve (3x on airfare), 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 has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.Here are a few examples of what you can book:Miami (MIA) to Havana (HAV) for $303 round-trip nonstop in Delta first class:Atlanta (ATL) to Havana (HAV) for $423 round-trip nonstop in Delta first class:Newark (EWR) to Havana (HAV) for $463 round-trip nonstop in United business class:Newark (EWR) to Santo Domingo (SDQ) for $463 round-trip nonstop in United business class:Atlanta (ATL) to San Juan (SJU) for $500 round-trip nonstop in Delta first class:New York (JFK) to Kingston (KIN) for $517 round-trip nonstop in Delta first class:Maximize your purchaseDon’t forget to 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), Chase Sapphire Reserve, American Express® Gold Card, Citi Premier® Card, Citi 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.
