Crazy Christmas Jam, Dream Academy‘s year-end comedy musical, runs from 15 to 20 December 2026 at the Singtel Waterfront Theatre at Esplanade. If the carols in your office pantry started before Halloween, here’s a show that has fully embraced the early holiday hype and has no intention of apologising for it.
Santa Clocked In Early
The announcement opens with the line “Santa couldn’t wait till December, and neither could Dream Academy,” and that sums up the mood nicely. Selena Tan founded the company in 2000, and it calls itself Singapore’s leading privately owned commercial theatre company. This year’s Christmas offering hangs on one gloriously petty premise: a “ho ho ho” top ten list of the things that got this island in a jam all year.
That countdown is the real reason to buy a ticket. Topical comedy works best when the audience recognises every target, and a mid-December run gives the list a full year of Singapore headlines, viral clips and group-chat meltdowns to pick from. Nobody outside the rehearsal room knows which ten moments made the cut, so half the fun is turning up to find out whether your personal 2026 grievance got its moment in the spotlight!
Meet the Dollies in Jammies
Readers outside Singapore might need a quick introduction. The Dim Sum Dollies® are Dream Academy’s musical comedy trio, and one of the company’s best-known brands alongside Broadway Beng® and Crazy Christmas®. For this edition, the Dollies are Selena Tan, Pam Oei and Jo Tan. They swap their usual glamour for “bedazzled Jammies,” which is pyjamas with sequins, as they jingle their way through the year’s wildest local moments. Pam Oei directs the show as well, so she’s steering the chaos both onstage and off.
Longtime fans will recognise the lineage. According to Dream Academy, Crazy Christmas first launched in 2007 at the Esplanade Concert Hall, with the Dollies, Hossan Leong and Vocaluptuous already in the cast. Since then it has returned in many forms. There was Crazy Christmas Ting Tong Belles in 2016, with Pam Oei playing Santa, then Crazy Christmas in Lockdown (Digital Edition) in 2020, and Crazy Christmas: Back in Business in 2023, which marked the return to live theatre.
Keep the venue straight before you head out, though. This year’s run is at the Singtel Waterfront Theatre, a separate venue from the Concert Hall where the franchise began, even though both sit inside the same Esplanade complex.
The Friends Worth Booking For
The supporting cast is long. Three names stand out for anyone deciding whether S$100-plus is worth spending on a Christmas comedy.
Jacky Ng is the most interesting addition. A stand-up comic tends to keep a variety show loose and responsive to the room, and that’s exactly the energy a satirical countdown needs.
Hossan Leong is the sentimental pick. He’s billed as the “funny forever Singapore Boy,” and Dream Academy lists him in the very first 2007 cast. Seeing him back nearly two decades later is the kind of continuity that turns a show into a family tradition.
Alemay Fernandez is there for range. In a night built on parody and punchlines, a proper jazz voice gives the festive tunes some musical weight, so the evening can do more than serve up gags set to jingle bells.
Know Before You Book
The pricing has two tiers. Standard tickets run from S$108 to S$158, and weekend tickets run from S$138 to S$178. Both exclude a S$6 booking fee, which takes the cheapest seat to S$114 before you’ve even reached the Esplanade.
The show runs about 100 minutes with no intermission, and it’s performed in English. Dream Academy pitches it at family outings, date nights and corporate holiday parties alike. Parents bringing younger children should know that nobody gets a mid-show break, so a bathroom stop before curtain-up is non-negotiable. Tickets are sold through BookMyShow.
If you’re stacking up the rest of your December, the DANAMIC Team’s running Christmas in Singapore 2026 guide collects the light-ups and festive events with confirmed dates, which helps you plan a dinner or a stroll around the show.
🗓️ Date: 15 to 20 December 2026
📍 Location: Singtel Waterfront Theatre, Esplanade – Theatres on the Bay
⏳ Duration: Approx. 100 minutes, no intermission
🗣️ Language: English
🎟️ Standard Tickets: S$108 to S$158 (excluding S$6 booking fee)
🎄 Weekend Tickets: S$138 to S$178 (excluding S$6 booking fee)
🛒 Booking: BookMyShow
A Christmas show made by people from this city, poking fun at the year this city has just survived, is a rare kind of festive treat. It’s also one of the few places where getting stuck in a jam counts as a good night out. Book a weekday seat for the best value, and check Dream Academy’s website for show details.
Photos and Visuals courtesy of Dream Academy.
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