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Event Calendar
Browse Jamaica Events & Happenings at Round Hill
With gorgeous year-round weather and friendly island spirit, guests flock to Jamaica from all over the world for several renowned annual and special events. There is always something happening here at Round Hill, in nearby Montego Bay, and across all of Jamaica.
In addition to regularly scheduled evening entertainment and themed dinners, browse our Jamaica event calendar to learn of upcoming special events, festivals and concerts.
April 2020
Impressions of Jamaica by Jeffrey Samuels – April 8 – 14, 2020
Jeffrey Samuels was born in a small fishing village of Whitehouse, Montego Bay 1969.
At a young age, Jeffrey began exploring his artistic gift by creating small pieces of artworks which he would hang at home or give to friends and neighbors. His artwork has adorned some of the most prestigious homes in the world though he has had no formal artistic training. Two of his most famous pieces are “Michael” - which was given to the Jackson family and “President Obama” which was given to the U.S. President
Though he does not consider himself an artist with a noted philosophical background, or with a deep insight into the things he paints, Samuels prides himself on creating lasting memories which I can preserve on canvas.
A recurring theme in Samuels’ portfolio is the human form where he translates his love of humanity and people vividly.
The exhibition will be open April 9 – 14, 2020 from 10AM – 5PM daily. Opening cocktails on April 8, 2020 beginning at 7:00PM.
April 2020
MoBay Yacht Club Easter Regatta
This Easter Regatta is a feast of maritime activity in the beautiful surroundings of Montego Bay. Beginning with a race to Mosquito Cove which marks the start of the races in various classes held over the Easter weekend, visitors are encouraged to take part in exciting events over a 4-day period.
Whether an avid sailor or you peacefully enjoy watching the white sails glide by from a spot on the shore, the famous Easter Regatta brings a buzzing atmosphere to the beautiful Montego Bay.
May 2020
MoBay City Run
This annual run supports underprivileged youths in attaining tertiary level educations. It was established specifically to raise funds to support struggling university students, hungry to fulfil their dreams. The race consists of a 5k walk, 5k run and 10k run through the city of Montego Bay.
July 2020
Reggae SumFest
This year marks the 27th anniversary of Jamaica's biggest summer reggae festival, Reggae Sumfest. The organizers have expanded the event to a 6 night line-up of activities which will include an All White Blitz party, A Sound system Explosion, Beach Party and along with the 3 main concerts.
Reggae Sumfest is known for electrifying performances from local and international reggae acts. The 2018 event featured Damian ‘Jr. Gong’ Marley, Beres Hammond, Maxi Priest, Cham, Capleton, Jesse Royal, Raging Fyah, Fanton Mojah, Naomi Cowan, PopCaan, Bounty Killa, Sizzla, Spice, Tommy Lee Sparta, Agent Sasco, Ding Dong, I Octane, D-Major and many others.
August 2020
MoBay Jerk Festival
This all day family event features jerk meats and food, activities for kids and a cook- off.
September 2020
Jamaica Product Exchange
This popular trade expo provides an interface for local suppliers and international buyers. Over a 3-day period, there is networking with travel wholesalers and tour operators from around the world.
October 2020
Luxury Fitness Group: Classic Stretch by Essentrics
The Classical Stretch television series is created, produced and hosted by Miranda Esmonde-White. The #1 fitness show on Public Television for over 18 years—Classical Stretch has been helping people of all ages and fitness levels rebalance their bodies, increase mobility and keep joints healthy and pain-free. Based on the intelligent fitness technique Essentrics—each 30-minute episode of Classical Stretch features a full-body workout with dynamic strengthening and stretching exercises: all-standing, all-floor or all-barre.
November 2020
Restaurant Week
Some of Jamaica’s best restaurants offer special three- course, fixed- price menus. This year, the event will take place November 13 - 21, 2020.
To satisfy the public’s growing appetite for local and international dishes, top dining establishments, offer discounts as much as 30% off for patrons to enjoy cuisine at internationally acclaimed and newly introduced restaurants. All restaurants will pull out all the stops and offer delicious menus and a unforgettable culinary experience.
November 2020
Annie's Revenge Golf Tournament
One of the most highly anticipated, fun and competitive events the island hosts during the winter season. This year, the event will take place November 18-22, 2020.
The event - sponsored by Nike Golf in association with the Jamaica Tourist Board - is Jamaica’s most notorious and largest international Pro-am. Teams from Europe, the U.S. and Canada flock the shores of the Montego Bay coast to compete against local teams and each other in a spirit of friendly and professional competition.
