New York City, New York to The Caribbean flights

Anywhere
Deals to Puerto Rico are as low as $101 right now.
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Best Deals from NYC to The Caribbean

Discover the cheapest current deals from 12,294 recent searches matching your trip
  • $292
    Montego Bay, Jamaica
    2 days in Jun
    Fri
    11
    Sun
    13
  • $292
    Montego Bay, Jamaica
    4 days in May
    Thu
    6
    Mon
    10
  • $101
    San Juan, Puerto Rico
    5 days in Feb & Mar
    Fri
    26
    Wed
    3
  • $119
    San Juan, Puerto Rico
    5 days in Feb
    Sat
    13
    Thu
    18
  • $268
    Aruba
    3 days in Feb
    Thu
    25
    Sun
    28
  • $288
    Punta Cana, Dominican Republic
    3 days in Mar
    Fri
    12
    Mon
    15
    • When to Fly
    Prices range from $327 in January to $762 in July
    $$ $
      Jan   Feb   Mar   Apr   May   Jun   Jul
  • Jamaica
    $290
    This is a good deal at 25% off
  • Puerto Rico
    $101
    This is a great deal at 38% off
  • Aruba
    $214
    This is a great deal at 33% off
  • Dominican Republic
    $233
    Nice! This is 41% off
  • Turks and Caicos Islands
    $310
    This is a good deal at 16% off
  • United States Virgin Islands
    $122
    Whoa, this is 62% off
    • From:
    New York City, New York (EWR,JFK,LGA)
        
    To:
    The Caribbean (80 Airports)    
        
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