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  • "“Round Hill-A Special Place”"

    There's really no place like Round Hill, the place is simply and amazingly sere...
  • "“Timeless Standards/Modern Luxuries”"

    Classic, chic! Round hill is a dreamy place to spend a week.

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Nightly Entertainment at Round Hill

Upscale Montego Bay Nightlife

During your visit, enjoy a diverse range of nightly entertainment in a casual, relaxed setting. From a torch-lit beach barbeque on the sand with a live Calypso band to romantic jazz and dancing under the stars, Round Hill provides the perfect accompaniment to your evening. After a long day in the sun, unwind nightly in the lounge with our exceptional pianist Brimsley Ambursley, and on Wednesdays, mingle with the management team of Round Hill over complimentary cocktails.

Peruse our Event Calendar for special events or our ongoing entertainment program below.

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 Mento Calypso Band. Their performance is followed by the Tropical Rhythm Steel Band. A casual atmosphere, enjoy nightlife Montego Bay style and go barefoot! Afterwards, take in the soothing sounds of our house pianist, Brimsley Ambursley, in the Cocktail Bar from 7 p.m.

Tuesday - Favourite Calypso & Piano Tunes

After dining to the soothing sounds of Calypso music during dinner, retreat to the Cocktail Bar and enjoy the popular melodies of house pianist Brimsley Ambursley.

Wednesday - Manager's Cocktail Reception

The Manager's Cocktail Reception is held every Wednesday from 7 – 8 p.m. Enjoy cocktails and hors d’oeuvres and get to know the managers who come out to meet and greet guests. This event is followed by dining at the Seaside Terrace, where Caribbean Curry specials are featured on the a-la-carte menu.

Thursday - Calypso Music & Favourite Sing-along Songs

Begin the evening with the familiar sounds of the Mento Band, followed by your favourite sing-along songs performed by house pianist, Brimsley, along with a special guest singer from the Montego Bay nightlife scene each week.

Friday - Jamaica Night

This fun and lively event is held weekly on the Seaside Terrace and features a bountiful buffet of Jamaican specialties, steel drums or a Reggae Band and a captivating, Jamaican folklore performance full of fire, acrobatics and more post-dinner (Jamaican folklore performance is seasonal).

Saturday - Jazz Night

The night begins with live Calypso music followed by a featured band or jazz duo.

Sunday - Calypso & Piano

After an easy day of sun, sand or spa, guests revel in calypso and piano music and look forward to yet another day of relaxation as a new week begins.

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