See main article: 1999 Waldbaum's Hamlet Cup.
The 1999 Waldbaum's Hamlet Cup was a men's tennis tournament played on Hard courts in Long Island, United that was part of the International Series of the 1998 ATP Tour. It was the nineteenth edition of the tournament and was held from 23–29 August 1999.
Julián Alonso and Javier Sánchez were the defending champions, but none competed this year.
Olivier Delaître and Fabrice Santoro won the title by defeating Jan-Michael Gambill and Scott Humphries 7–5, 6–4 in the final.
Champion seeds are indicated in bold text while text in italics indicates the round in which those seeds were eliminated.
