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“What.When.Where”
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Entertainment, Music, Splash
December 5, 2025

“What.When.Where”

It’s beginning to look a lot like Christmas, and that means the entertainment scene is about to come to life! After the year we’ve had, be prepared to unwind this Yuletide at some of the hottest events on the local circuit. From live concerts to luxury all-inclusive parties that require you to channel your inner ‘fashion killa’, you won’t want to miss a beat. But, just in case you don’t have your ears plugged to the streets, the Jamaica Observer has you covered. Here’s your weekend guide to some of the hottest events.

 

FRIDAY, DECEMBER 5


What: Fri-Nally Anniversary (All-White Edition)

Where: The Courtyard, 36 Old Hope Road (Kingston)

Admission: $2,500 (Ladies 2 for 1 before midnight)

***Music by Bishop Escobar and DJ Fyahman

***Live Performance by Jah Vinci

 

What: GNO Fridays (Blush and Bubbles edition)

Where: Haus of Booze, 17 Holborn Road (New Kingston)

Admission: FREE

***Dress Code: Pink

***Music by Kryptic

 

What: XO Fridays

Where: Di Lot, 33 Constant Spring Road

Admission: FREE before 11 pm, $2,000 after

 

What: Chandon Open House @ the Devon

Where: Devon House Courtyard (Steakhouse on the Verandah)

Admission: FREE

***Music by DJ Zen

 

SATURDAY, DECEMBER 6


What: The Mouttet Mile (Back to the 70s)

Where: Caymanas Park @ 12 noon

Admission: FREE for Grandstand, Clubstand and Bleachers

North Lounge: $15,000 Reserve Stand: $4000

 

What: Lifestyle Saturdays

Where: Club Meca, 67 Constant Spring Road

Admission: General: $2,000, VIP: $3,000

 

What: Gin N Juice (White Christmas edition)

Where: Devon House

Admission: Pre-sold: $4,000, Gate: $5,000, VIP: $10,000 (includes VIP Parking, Gin cocktails, hors d’oeuvres, Bistro table & personal bottle service girls)

***Music by Delano from Renaissance, DJ Kurt Riley and Timmy from HMV

 

SUNDAY, DECEMBER 7


What: Jamaica Food, Rum, and Reggae Festival

Where: 36 Hope Road, Kingston (from 2:00 pm to 12:00 am)

Admission: General: $6,000, VIP: $15,000 (drink inclusive), VVIP: $30,000 (food and drink inclusive)

***Live Performances by Agent Sasco, Christopher Martin and Capleton

 

What: Dolly Sundays

Where: Club Meca, 67 Constant Spring Road

Admission: General: $2,000, VIP: $3,000

What: Reggae Marathon (10K and 5K run)

Where: Waterfront, downtown Kingston

 

What: I Love Souls

Where: Di Lot, 33 Constant Spring Road

 

MONDAY, DECEMBER 8


What: Mojito Mondays

Where: Southdale Plaza

Admission: FREE

 

What: Uptown Mondays

Where: Uptown Mondays HQ, Savanna Plaza (Constant Spring Road)

Admission: FREE

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