The Crop Over Festival was initially established in 1687 which makes it one of the oldest festivals in the Western Hemisphere.Ģ. With that being said, as you relax at Savannah Beach Hotel awaiting the build-up for the big day, let’s leave you with a brief history to pique your interest.ġ. Similar to Carnival in Brazil or Trinidad, the Crop Over Festival, specifically the culmination known as Grand Kadooment Day, attracts visitors and celebrities from all around the world who come to take in the rich culture and heritage and, of course, the parties and jump up. The Crop Over Festival is Barbados’ biggest and most popular festival, stretching for over 2 months of the year. A Brief History of the Famous Crop Over Season in Barbados!