In 1989 they experienced a hurricane. Although the eye of the hurricane missed Montserrat, Hugo still produced sustained winds of 140 mph and pounded the island. Nearly every home on Montserrat was destroyed or heavily damaged, leaving 11,000 of the island's 12,000 inhabitants homeless.

Larry subsequently wrote a short biography of their time there appropriately titled In the Path of the Wind: Recollections of Montserrat.