New York City, New York to The Caribbean flights

Cuba is typically the cheapest at $269 but deals to Dominican Republic are $176 right now.
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Best Deals from JFK to The Caribbean

Discover the cheapest current deals from 8,156 recent searches matching your trip
  • $334
    Punta Cana, Dominican Republic
    3 days in Sep
    Sat
    19
    Tue
    22
  • $334
    Punta Cana, Dominican Republic
    5 days in Nov
    Thu
    12
    Tue
    17
  • $283
    San Juan, Puerto Rico
    3 days in Jul
    Fri
    24
    Mon
    27
  • $354
    Port of Spain, Trinidad and Tobago
    14 days in Sep & Oct
    Sat
    26
    Sat
    10
  • $385
    Montego Bay, Jamaica
    3 days in Sep
    Sat
    19
    Tue
    22
  • $353
    Grand Cayman, Cayman Islands
    3 days in Oct
    Thu
    8
    Sun
    11
  • When to Fly
    Prices range from $388 in September to $584 in December
  • Dominican Republic
    $176
    Whoa, this is 59% off
  • Puerto Rico
    $249
    This is a great deal at 31% off
  • Trinidad and Tobago
    $354
    This is a good deal at 23% off
  • Jamaica
    $381
    This is a good deal at 20% off
  • Cayman Islands
    $353
    This is the best available price
  • Bridgetown
    $342
    This is a great deal at 40% off
  • From:
    New York City, New York (JFK)
        
    To:
    The Caribbean (80 Airports)    
        
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