Hurricane Lenny was the fourth strongest November Atlantic hurricane on record, behind the 1932 Cuba hurricane and 2020's Hurricanes Iota and Eta. It was the twelfth tropical storm, eighth hurricane, and record-breaking fifth Category 4 hurricane in the 1999 Atlantic hurricane season. Lenny formed on November 13 in the western Caribbean Sea and maintained an unprecedented west-to-east track for its entire duration, which gave it the common nickname, ""Wrong Way Lenny"". It attained hurricane status south of Jamaica on November 15 and passed south of Hispaniola and Puerto Rico over the next few days. Lenny rapidly intensified over the northeastern Caribbean on November 17, attaining peak winds of about south of Saint Croix in the United States Virgin Islands. It gradually weakened while moving through the Leeward Islands, eventually dissipating on November 23 over the open Atlantic Ocean.