Of all the Caribbean islands, Jamaica is arguably the nation with the richest culture of food, music and socialising. Each year, there are a number of unmissable festivals held on the island, which give you the perfect opportunity to let your hair down and immerse yourself in the local culture. So, why not time your stay at one of our Caribbean luxury villas to coincide with one of the following fantastic events?


This year’s Caribbean Fashion Week is held from 6-10 June in Kingston. Organised annually by Pulse, the Jamaican events promoters and modelling agency, it’s easily the most glamorous event on the island. Buy tickets to this fashion extravaganza to get the scoop on all the latest Caribbean designers, alongside a few stylish names from the US and UK for good measure.

If you are going to visit Kingston during the Caribbean fashion week, you could stay atone of our villas close to Kingston. This villa would allow you to experience the history and beauty of Kingston during the day whilst enjoying the relaxation and luxury of a stunning recently renovated property surrounded by truly stunning views of the Montego Bay and the Great River – and the Round Hill. This property is truly postcard worthy and is bound the make your friends and family jealous.


Jamaica is synonymous with spice and flavour, and the annual Trelawny Yam Festival celebrates a vegetable that’s at the heart of Jamaican cooking and commerce. Dedicated to all things yam-related, the festival takes place every April in the centre of Albert Town and gives visitors the chance to sample a whole host of delicious yam-based dishes. If you’re more of a carnivore, however, be sure to visit the Portland Jerk Festival, where over 25 chefs will be cooking up a storm with authentic jerk meat and vegetables.


The Jamaica International Reggae Film Festival is the perfect place to soak up some visual culture with a musical twist. As the name suggests, the festival’s focus is reggae, and it is a haven for fans from all over the world who come to show and watch feature films, shorts, documentaries and animation, all with this upbeat musical genre in common. Catch it from 1-5 August 2013.


The island’s famous Jazz and Blues Festival began as a fairly niche celebration of local music but has grown impressively over the years. This year’s event took place in January so you will have to wait until 2014 for your next fix. Alternatively, the Ocho Rios International Jazz Festival, the Reggae Sumfest held in Montego Bay in July, or the Reggae Marathon in December, are all landmark dates for music lovers.

If you’re keen to enjoy Jamaica’s festival fun, make the experience truly luxurious with Caribbean villa holidays from Oliver’s Travels. We have over a hundred fantastic luxury Jamaican villas available to rent, whether you’re looking for a beach-front setting, private pool or even a fully-catered service.

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