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.
See main article: 1999 Waldbaum's Hamlet Cup – Singles. 
Magnus Norman defeated 
Àlex Corretja, 7–6(7–4), 4–6, 6–3
See main article: 1999 Waldbaum's Hamlet Cup – Doubles. 
Olivier Delaître / Fabrice Santoro defeated 
Jan-Michael Gambill / Scott Humphries, 7–5, 6–4