New York City, New York to The Caribbean flights

Cuba is typically the cheapest at $273 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 13,570 recent searches matching your trip
  • $134
    San Juan, Puerto Rico
    3 days in Aug
    Sat
    15
    Tue
    18
  • $134
    San Juan, Puerto Rico
    5 days in Aug
    Thu
    13
    Tue
    18
  • $215
    Havana, Cuba
    7 days in Jan
    Sat
    2
    Sat
    9
  • $334
    Punta Cana, Dominican Republic
    3 days in Sep
    Sat
    19
    Tue
    22
  • $385
    Montego Bay, Jamaica
    5 days in Sep
    Fri
    4
    Wed
    9
  • $254
    Aguadilla, Puerto Rico
    2 days in Nov
    Sun
    8
    Tue
    10
  • When to Fly
    Prices range from $374 in September to $574 in December
  • Puerto Rico
    $134
    Whoa, this is 55% off
  • Cuba
    $215
    This is a good deal at 21% off
  • Dominican Republic
    $176
    Nice! This is 49% off
  • Jamaica
    $255
    Nice! This is 45% off
  • Antigua and Barbuda
    $340
    Nice! This is 42% off
  • Aruba
    $233
    Nice! This is 47% off
  • From:
    New York City, New York (EWR,JFK,LGA)
        
    To:
    The Caribbean (80 Airports)    
        
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