Montego Bay Nightlife & Entertainment
During your visit to Jamaica, you will enjoy nightly entertainment – Montego Bay style – in a casual and relaxed setting. Nightlife at Round Hill varies and may include a bonfire-lit beach picnic accompanied by familiar calypso tunes, a four-course dinner in our on-site restaurant and romantic dancing under the stars, or dining on Jamaican specialties followed by a cabaret of folk music and dancing. Every night features some form of live entertainment, including local musicians, pianists, singers, bass cello players, and guitarists. Take a peek at Round Hill's event calendar to view special events, or view our ongoing nightlife and entertainment program below. No matter the day of the week, Round Hill has the perfect way to end each day during your getaway.
Mondays - Beach Party!
Enjoy a "welcome" rum punch and a sumptuous buffet on the beach with bonfire, barbecue, and local sounds of Jamaica performed by the much-loved Round Hill Mento Calypso Band. A casual atmosphere, it's nightlife Montego Bay style—go barefoot! Afterwards, enjoy the soothing sounds of our house pianist, Brimsley Ambursley, in the Cocktail Bar from 9 pm.
Tuesday - Favorite Calypso and Piano Tunes
After hearing the soothing sounds of Calypso music during dinner, retreat to the Cocktail Bar and enjoy the sounds of house pianist, Brimsley.
Wednesday - Manager's Cocktail Party
The Manager's Cocktail Party is held every Wednesday from 7 – 8 pm and is a time for Round Hill's Management to meet and greet guests as they enjoy a complimentary open bar and hors d'ouevres. Typically held in the Cocktail Bar, this event is followed by a la carte dining in The Grill.
Thursday - Calypso Music and Favorite Sing-along Tunes!
Begin the evening with the familiar sounds of the Mento band, followed by your favorite sing-along tunes performed by house pianist, Brimsley, along with a special guest singer from the Montego Bay nightlife scene each week.
Friday - Jamaica Night
Held once a week on the Seaside Terrace and featuring a bountiful buffet, Jamaican specialties, steel drums, or a Reggae Band and a captivating Jamaican folklore performance after dinner (Jamaican folklore performance seasonal).
Saturday - Jazz Night
The night begins with live Calypso music followed by a featured band or jazz duo.
Sunday - Calypso and Piano!
After a day of sun, sand, or spa guests revel in calypso and piano tunes and look forward to another day of true relaxation and family fun.