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Explore Charleston’s Prohibition era with this lively 2-hour guided pub crawl, blending history, storytelling, and tasty cocktails in a small group setting.
Charleston: Speakeasy Sagas Prohibition Pub Crawl – A Historic Night Out
If you’re visiting Charleston and curious about its hidden past, the Speakeasy Sagas Prohibition Pub Crawl offers a unique way to explore the city’s lively bar scene and uncover its secretive history. This 2-hour guided tour takes you from the back steps of the U.S. Custom House into the intriguing world of Prohibition, with stops at some of Charleston’s best bars and cocktail lounges.
What we really like about this tour is the way it combines entertaining storytelling with the chance to enjoy delicious cocktails—all in a small, intimate group. It’s perfect for history buffs who love a good drink, or for anyone looking to add some fun and flavor to their Charleston trip.
One thing to keep in mind is that while the tour doesn’t include drinks, it’s a great way to discover the city’s hidden gems and learn about characters you probably haven’t heard of before. The tour runs rain or shine, so be prepared for the weather, and wear comfortable shoes for walking.
This experience suits visitors who enjoy historical narratives, social outings, and exploring local nightlife in a relaxed, informative way. It’s especially popular among small groups, and the guides are praised for their knowledge and engaging personalities.
The tour begins on the steps of the U.S. Custom House on East Bay Street, a location that’s central and easy to find in downtown Charleston. From there, your guide, often praised for their personable approach, sets the tone with stories from the 1920s and 1930s, revealing lesser-known characters and wild legends from Charleston’s Prohibition days.
The storytelling aspect is a standout feature, with guides like Jamie and Dawn offering detailed anecdotes that make the history come alive. Reviewers have highlighted guides’ ability to blend humor with facts, making each stop not just educational but also genuinely entertaining. For example, Dawn’s stories aren’t just about the drinks but also about the personalities behind Charleston’s historic taverns—adding depth and context you might not get elsewhere.
Your first stop typically offers a glimpse into Charleston’s vibrant nightlife, with a chance to sip on some of the city’s best cocktails. Although drinks aren’t included in the ticket price, the guides often recommend local favorites and give trivia about regional cocktail specialties, making each sip a bit more meaningful. Many reviewers mention that their guides went beyond basic history, sharing fun tidbits about the city’s less-known figures and scandals, which adds a layer of intrigue.
Each subsequent bar visit reveals more about Charleston’s clandestine past—whether it’s tales of bootlegging, political upheaval, or infamous local characters. Some stops might be historic pubs with a storied past, while others are modern lounges that owe their ambiance to the bygone era.
What makes this experience worth the price is the quality of the guides. Multiple reviews rave about guides like Jamie and Dawn, describing them as “extremely knowledgeable,” “fabulous,” and “so personable.” Their passion and storytelling ability turn a simple bar crawl into an engaging history lesson wrapped in a social night out.
The group size, capped at six participants, ensures you’re not just another face in a crowd. This small-group setting allows for more interaction, personalized attention, and the opportunity to ask questions. Reviewers appreciate this intimacy, noting that guides often go above and beyond, sharing extra tips about Charleston’s other hidden gems or local favorites.
The tour lasts roughly two hours, which feels just right—long enough to explore multiple venues without fatigue. Since it’s a walking tour, comfortable shoes are a must, especially given Charleston’s historic cobblestone streets and uneven pavements.
Pricing at $35 per person makes this tour quite good value, considering it offers both educational content and access to some of the best bars in Charleston. While drinks aren’t included, this allows you to choose your own and perhaps sample regional cocktails or craft beers, making it flexible and personalized.
Night owls can find more Charleston after-dark options among these experiences
The primary inclusions are the guide and the walking tour itself. You’ll meet your guide on the steps of the Custom House, ready to share stories and lead you to some of Charleston’s most iconic and atmospheric bars. The tour ends back at the starting point, so there’s no need to worry about transportation.
Be prepared to bring your passport or ID, as some establishments might ask for proof of age. Since the tour takes place rain or shine, dress appropriately for the weather. The tour is wheelchair accessible, which is a well-considered aspect for inclusive travel.
While you won’t be able to carry your drinks between bars due to local laws, you’ll find that the experience focuses on the ambiance, stories, and cocktails enjoyed at each stop. And with guides like Dawn and Jamie, expect a combination of humor, history, and engaging storytelling.
Guests consistently praise the guides’ knowledge and personalities. Comments like “Jamie was a fabulous guide,” and “Dawn was incredible, sharing stories and history,” highlight how guides make or break the experience. Many reviewers mention that guides go beyond the script, sharing fun tidbits about Charleston’s architecture, famous buildings, and scandalous pasts, which enriches the tour far beyond typical bar-hopping.
Reviewers also note the stunning views from some of the bars, offering a glimpse into Charleston’s scenic charm. The combination of historic architecture, lively atmospheres, and engaging stories make the stops memorable.
Some guests have remarked on the flexibility and helpfulness of the team, especially when running late or facing scheduling hiccups, which shows a level of customer care that enhances the overall experience.
This Prohibition Pub Crawl is ideal for those who want to combine history with a fun night out. It caters well to small groups looking for a personalized, engaging experience. History lovers will appreciate the detailed stories and lesser-known characters, while social butterflies will enjoy the lively atmosphere and excellent guides.
If you prefer guided tours that blend education with socializing, and you’re interested in Charleston’s hidden past and vibrant nightlife, this tour will definitely suit you. It’s a great way to get a sense of the city’s character, while enjoying some of its best bars—without the hassle of planning or navigating.
However, if you’re looking for a full-fledged cocktail experience with drinks included or want a longer tour, you might want to explore other options. But for a lively, informative, and sociable introduction to Charleston’s Prohibition era, this tour delivers solid value and plenty of memorable moments.
Are drinks included in the tour?
No, drinks are not included. The tour focuses on storytelling and visiting bars, but you are encouraged to purchase your own cocktails at each stop.
Where does the tour start and end?
The tour begins on the steps of the U.S. Custom House on East Bay Street, at the back entrance, and ends back at the same location.
Is the tour suitable for wheelchair users?
Yes, the tour is wheelchair accessible.
What should I bring?
Bring your passport or ID, and wear comfortable shoes suitable for walking around Charleston’s historic streets.
Is there a dress code?
No specific dress code, but comfortable shoes are recommended for walking.
How long does the tour last?
The tour lasts approximately 2 hours, depending on the group size and pace.
Can I cancel or reschedule?
Yes, you can cancel up to 24 hours in advance for a full refund. You can also reserve now and pay later for flexibility.
Are children allowed?
No, it’s not suitable for anyone under 21 years of age.
What makes this tour stand out?
The combination of knowledgeable guides, intimate small group setting, engaging stories, and visits to Charleston’s best bars makes this experience special.
To sum it up, the Charleston Speakeasy Sagas Prohibition Pub Crawl offers a well-balanced mix of history, social fun, and authentic local atmosphere. It’s perfect for curious travelers who enjoy storytelling and nightlife, and its small-group format ensures a personalized, engaging experience. If you’re after a memorable way to explore Charleston’s past while enjoying its current vibrant bar scene, this tour is an excellent choice—affordable, entertaining, and full of stories you’ll remember long after the night ends.
For those who enjoy bar hopping, these Charleston pub crawls offer varied routes