Gregory Town, known as "Pineapple City," was named after Governor John Gregory, who was Governor of the Bahamas in the 1950's. The two main resorts here are The Cove and Cambridge Villas.
This settlement has unexpected charm; some say it reminds them of Jerusalem and others, the Italian Riviera. Scores of pastel-painted cottages dot the sun-drenched, steep hillsides. Its perfect deep-blue harbour, which pirates called "The Cove," is still used today.
In 1988, the annual Pineapple Festival was started here by the Ministry of Tourism. When it was learned that Jensen Beach, Florida, also celebrated a Pineapple Festival, Gregory Town and Jensen Beach became official Sister Cities in July 1989. History shows that pineapples from Eleuthera helped start the pineapple industry in Jensen Beach in 1888.