TravelPirates Travel on a pirate's budget!

Fly To The Caribbean From New York City From $237—Choose From 12 Islands!

Fly To The Caribbean From New York City From $237—Choose From 12 Islands!

Winter is here and we know our pirates in the northeast are craving some sunshine! We've rounded up some incredible flights from New York City to multiple Caribbean islands (yes, the ones we've featured are open for tourism) with travel dates this winter and spring. Grab your passport and the sunscreen and replace the cold with a tropical breeze!


NYC to the Caribbean Timeframe: 13. Feb. 2018 - 31. May. 2018

New York City
Barbados, Bahamas, Cayman Islands, Dominican Republic, Puerto Rico, Guadeloupe, Martinique, Turks and Caicos Islands, Aruba, Antigua and Barbuda, Curacao, Grenada


  • Airline(s): jetBlue, United, American, Norwegian, Spirit or similar
  • Baggage Info: Please visit our baggage information post for more details
  • Travel Document: Valid passport
  • Visa required for U.S. citizens? No
  • Destination Insights: U.S. Department of State

Please keep in mind that our deals are subject to availability and are current at the time of publication.

Please note that Spirit and Norwegian are budget carriers. Budget airlines offer cheap fares by reducing the number of amenities offered.

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guadeloupe or martinique

bahamas pier to the beach

beach and palm trees caribbean

viewpoint caribbean coastline

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