Described as leading to extraordinary level of destruction, the biggest island of Tortola was devastated. Debris from houses, trees and even boats were strewn in the street/. Debris from houses, trees and even boats were strewn in the street. Most buildings described as completely destroyed. Phone and internet affected after, prison damaged. government imposed curfew to deal with security. On the island of Jost Van Dyke -most of the homes were annihilated, island was left without light, water or telephone lines. The island was ravaged with the green hillsides being stripped of trees.

This storm peaked at winds of 84mph over the British Virgin Islands. This late season storm caused some significant damage, Main areas affected was the Sir Francis Drake Highway which was affected by erosion due to high seas; A major landslide occurred in the Coxheath area which created a roadblock. Total damage and loss to the economy as a result of Lenny was estimated at 22, ,053, 963 USD or 3.1 % of Gross Domestic Product or national income. The storm cost the economy 11.32 days of production in only 8 hours.