New York City, New York to The Caribbean flights

Deals to Puerto Rico are as low as $105 right now.
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Best Deals from NYC to The Caribbean

Discover the cheapest current deals from 68,400 recent searches matching your trip
  • $115
    San Juan, Puerto Rico
    4 days in Feb
    Sat
    8
    Wed
    12
  • $279
    Providenciales, Turks and Caicos Islands
    9 days in Feb
    Tue
    4
    Thu
    13
  • $299
    Antigua, Antigua and Barbuda
    3 days in Feb & Mar
    Thu
    27
    Sun
    1
  • $263
    Aguadilla, Puerto Rico
    2 days in Jan
    Fri
    24
    Sun
    26
  • $272
    Grand Cayman, Cayman Islands
    3 days in Feb & Mar
    Fri
    28
    Mon
    2
  • $373
    Montego Bay, Jamaica
    5 days in Jan
    Fri
    24
    Wed
    29
  • When to Fly
    Prices range from $330 in January to $692 in December
  • Puerto Rico
    $105
    Whoa, this is 70% off
  • Turks and Caicos Islands
    $279
    Nice! This is 40% off
  • Cuba
    $258
    This is a great deal at 39% off
  • Antigua and Barbuda
    $299
    Nice! This is 44% off
  • Cayman Islands
    $272
    This is a great deal at 36% off
  • Jamaica
    $324
    Nice! This is 40% off
  • From:
    New York City, New York (EWR,JFK,LGA)
        
    To:
    The Caribbean (80 Airports)    
        
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