Jamaica Jazz and Blues, held just outside Montego Bay, is one of the Caribbean's most well-known festivals. It hosts some of Reggae’s top stars alongside a host of well known American artists--past performers include the likes of Gladys Knight, Celine Dion and Maroon 5. The three-night concert is not a strictly jazz affair, but it’s a great time and one of the most fabulous international events in Jamaica. The large stadium accommodates several VIP tents for those who pay to receive all-star treatment, hopping from one all-inclusive food and drink tent to another, sampling local dishes from top chefs during or after performances. Part of the festival also includes a shopping village, showcasing some of the best art and other handmade Jamaican crafts. The large space and manicured lawn makes it ideal for strolls while the music plays on.