Step Into Saratoga’s Underworld: The Third Annual Trifecta Tour Returns
Saratoga Springs is known for its elegance, its racing legacy, and its vibrant summer culture—but beneath that polished surface lies a past filled with intrigue, risk, and rebellion.
On Thursday, May 21, that hidden history comes to life once again with the Third Annual Trifecta Tour: Bridles & Bootleggers – When the Mob Owned the Spa City.
We are thrilled to continue this incredible collaboration with the National Museum of Racing and Hall of Fame, bringing together history, storytelling, and immersive experiences in one of the most unique Saratoga Springs events of the year.
A Night Where History Moves With You
This is not your typical museum program.
The Trifecta Tour is a fully guided, multi-location experience that transports you back to the 1920s—a time when Prohibition swept the nation, but Saratoga refused to go dry. Beneath the glamour of thoroughbred racing and grand hotels, the city pulsed with underground casinos, bootleg liquor, political corruption, and high-stakes deals.
For one night only, you’ll follow in the footsteps of that era—traveling between three iconic Saratoga locations via a complimentary trolley, making this one of the most immersive history tours in New York.
What to Expect
Your evening begins at the National Museum of Racing, where the story of Saratoga’s racing world sets the stage. From there, you’ll journey through the city as expert historians bring to life the people, places, and secrets that defined this notorious chapter of Saratoga history.
Along the way, guests will enjoy:
Engaging, in-person storytelling at each location
Complimentary shuttle trolley transportation between stops
Drinks and light bites throughout the evening
A rare, behind-the-scenes look at Saratoga’s underworld
Each stop reveals a different side of the story—from the elegance of racing culture to the hidden networks of vice that thrived just out of sight.
More Than a Tour—An Experience
What makes the Trifecta Tour so special is its ability to immerse you in history. You’re not just hearing the stories—you’re moving through them, experiencing Saratoga as it once was: unpredictable, electric, and full of secrets.
It’s no surprise this event has become a standout among things to do in Saratoga Springs, and we are proud to bring it back for a third year alongside our partners.
Event Details
📅 Thursday, May 21
🕕 6:00 – 9:00 PM
📍 Begins at the National Museum of Racing and Hall of Fame
🎟 Tickets:
$85 – Museum Members
$100 – General Admission
$125 – Tour + Dual Museum Membership
Join Us for an Unforgettable Night
From racetracks to speakeasies, from high society to the criminal underworld, the Trifecta Tour offers a rare opportunity to experience Saratoga like never before.
Tickets are limited—and this event sells out quickly each year.
👉 Reserve your spot and experience one of the top Saratoga Springs events of the season