Frederiksted is both a town and one of the two administrative districts of St. Croix, U.S. Virgin Islands. It is a grid-planned city, designed by surveyor Jens Beckfor, originally to 14x14 blocks but built 7x7 to enhance the island commerce in the 1700s. Fewer than 1,000 people live in Frederiksted proper, but nearly 10,000 live on the greater western side of the island. Christiansted is about 30 years older, but commerce was limited by its natural, shallow protective reef. Frederiksted was built in the leeward side of the island for calm seas and a naturally deep port. It is home to Fort Frederik, constructed to protect the town from pirate raids and attacks from rival imperialist nations and named after Frederick V of Denmark, who purchased the Danish West Indies in 1754.

Hurricane Lenny was the strongest November Atlantic hurricane since the 1932 Cuba hurricane. 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 at around 18:00 UTC and went on to form and maintain an unusual and unprecedented easterly 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 155 mph (249 km/h) about 21 mi (34 km) 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.