New York City, New York to The Caribbean flights

Cuba is typically the cheapest at $269 but deals to Puerto Rico are $134 right now.
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Best Deals from NYC to The Caribbean

Discover the cheapest current deals from 45,444 recent searches matching your trip
  • $134
    San Juan, Puerto Rico
    4 days in Aug
    Sat
    8
    Wed
    12
  • $213
    Havana, Cuba
    3 days in Aug
    Thu
    20
    Sun
    23
  • $340
    Antigua, Antigua and Barbuda
    3 days in Dec
    Thu
    10
    Sun
    13
  • $254
    Aguadilla, Puerto Rico
    5 days in Aug
    Wed
    5
    Mon
    10
  • $385
    Montego Bay, Jamaica
    4 days in Nov & Dec
    Sat
    28
    Wed
    2
  • $339
    Aruba
    4 days in Aug & Sep
    Fri
    28
    Tue
    1
  • When to Fly
    Prices range from $374 in September to $574 in December
  • Puerto Rico
    $134
    Whoa, this is 52% off
  • Cuba
    $213
    This is a good deal at 21% off
  • Antigua and Barbuda
    $330
    Nice! This is 41% off
  • Jamaica
    $300
    This is a great deal at 34% off
  • Turks and Caicos Islands
    $340
    This is a good deal at 12% off
  • Aruba
    $318
    This is a great deal at 27% off
  • From:
    New York City, New York (EWR,JFK,LGA)
        
    To:
    The Caribbean (80 Airports)    
        
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