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St. Mary’s Speakeasy Mystery Gala

You’re Invited… If You Know the Password


March 14, 2026

6:00pm -10:00pm

The Reserve Club

1920s Inspired Cocktail Attire

Locate the speakeasy and enter into a hidden world where whispers travel faster than jazz, fortunes change at the turn of a card, and nothing is quite as it seems.


On March 14 St. Mary’s School invites you to an unforgettable 

1920s Speakeasy Mystery Gala—an immersive evening of fine dining, live entertainment, secret gambling, and a Prohibition-era mystery that unfolds around you.


This is not just a gala.
This is an experience.. 


What to Expect

  • A fully transformed Prohibition-era speakeasy

    The Reserve Club will be completely reimagined into a hidden underground speakeasy filled with period décor, dramatic lighting, and secret spaces. From the moment you arrive, you’ll feel transported into a world where rules are broken and secrets are currency.

  • A seated dinner experience

    Guests will enjoy a full, chef-curated plated dinner served tableside, offering an elevated dining experience worthy of the evening’s speakeasy sophistication. Each course is thoughtfully prepared and presented to ensure a seamless, indulgent meal that complements the ambiance of the gala.

  • DJ entertainment & dancing

    The night moves seamlessly from sultry jazz to high-energy beats as live musicians and a DJ set the rhythm. Whether you’re sipping, swaying, or dancing until the last song, the energy never fades.

  • High-roller lounge

    Step behind the velvet rope into a VIP  lounge featuring games run by professional dealers. It’s an exclusive, high-stakes atmosphere inspired by the secret casinos of the 1920s.

  • Interactive mystery storyline

    Guests will be immersed in a mystery-driven interactive storyline that unfolds throughout the evening, drawing them into the intrigue of a Prohibition-era speakeasy. Hidden clues, secret interactions, and unexpected twists invite attendees to participate at their own pace—blending storytelling, entertainment, and discovery into a truly unforgettable gala experience.

  • Bootleg bottle pulls, hidden clues & surprise moments

    Take a chance on a mystery “bootleg” bottle or stumble upon clues hidden throughout the venue. No two guests will experience the night the same way, with surprises revealed when you least expect them.

  • Photo lounges, secret rooms & speakeasy shenanigans

    Step into immersive photo lounges, uncover hidden rooms, and indulge in speakeasy shenanigans woven throughout the evening. Every corner offers a surprise, inviting guests to explore, mingle, and capture unforgettable moments.

  • Dress Sharp

    Guests are highly encouraged to embrace the era and arrive in 1920s-inspired attire—think flapper dresses, feathers, fringe, fedoras, suspenders, and polished suits. Dressing the part enhances the mystery, the photos, and the full speakeasy experience.

WHY IT

MATTERS

All proceeds support St. Mary’s School, funding programs that enrich academics, faith formation, and student experiences—ensuring our community continues to thrive.

ABOUT THE EVENT

The St. Mary’s Speakeasy Mystery Gala is designed as an immersive, high-energy signature fundraiser, blending modern entertainment with the intrigue and glamour of the Roaring Twenties.


From the moment guests arrive, they are transported into a hidden underground world—complete with mob bosses, bootleggers, prohibition agents, and a storyline that unfolds throughout the evening.


No two guests experience the night the same way.

THE STORY

The live auction is woven directly into a 1920s speakeasy storyline that unfolds throughout the evening, bringing the world of bootleggers, mob bosses, and Prohibition agents to life. As the night progresses, bids, reveals, and surprise moments drive the narrative—turning the auction into part of the experience, not an interruption..