Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City

Introduction

Discover the hidden secrets of St. Augustine, the nation's oldest city, on the thrilling Wicked St. Augustine tour. Unveiling the captivating untold history, this tour takes you on a journey through the city's intriguing past, where illicit industries thrived while maintaining an image of religious virtue. Prepare to be immersed in a world of bootleggers, brothels, and gambling that shaped the financial success of this ancient town.

What to expect?

With a duration of 90 minutes, this immersive tour will transport you back in time as you explore the historical landmarks and uncover the scandalous underbelly of St. Augustine. Led by an experienced guide, you'll stroll through the enchanting streets, soaking in the stories of high-stakes gambling, hidden speakeasies, and private clubs that pushed the boundaries of the law, even during the era of prohibition. Gain insights into how these activities were known to the political powers of the time, who discreetly supported their providers, all while upholding a pristine public image.

Who is this for?

The Wicked St. Augustine tour appeals to curious individuals seeking a unique and offbeat experience in St. Augustine. History enthusiasts will relish the opportunity to delve into the hidden tales of this historic city, while those with an appetite for dark secrets will be captivated by the intrigue of its underworld. This tour offers a glimpse into the lives of all kinds of locals, from upscale vacationers in search of excitement to the working men who frequented the establishments along St. George Street. Anyone with an adventurous spirit and an interest in exploring the secrets of the past will find enjoyment in this tour.

Why book this?

Embark on the Wicked St. Augustine tour and unveil a side of this ancient city that few have witnessed. This captivating adventure offers a rare opportunity to step into a hidden world, where vices flourished in plain sight. As an experienced traveler, you know that the true stories of a place are often the most fascinating, and this tour promises an insider's perspective. Through lively narration and engaging anecdotes, the knowledgeable guide will transport you to a time when St. Augustine teemed with temptation and forbidden delights. This immersive experience will leave you with a deeper understanding of the city's complex history and a thirst for more untold tales.

Good to know

During the 90-minute duration of the Wicked St. Augustine tour, you'll explore key locations that once played host to the indulgences of the past. The meeting point is the fountain in the front courtyard of the Lightner Museum, nestled between the museum and Flagler College. Along the way, you'll visit the historic sites of the Lightner Museum, Flagler College, St. George Street, and Plaza de la Constitucion. Prepare to be enthralled by fascinating stories of the hidden corners, as well as the gambling halls, speakeasies, and boarding houses that operated as the city's code for brothels. Remember to bring comfortable shoes, as you'll be walking throughout the tour.

Reviews

Previous participants of the Wicked St. Augustine tour have raved about the experience, praising its informative and engaging nature. They marveled at the expert storytelling and detailed historical knowledge of the guides, who truly brought the hidden past of St. Augustine to life. Visitors were left fascinated by the tales of forbidden indulgence and impressed by the tour's seamless organization. Many stated that this was the highlight of their trip to St. Augustine, as they uncovered a side of the city that conventional history books often overlook. Join the enthusiastic ranks of those who have journeyed into the intriguing world of Wicked St. Augustine and be enchanted by its secrets.