Our review of Cocktail City Tours’ Prohibition & True Crime Tour in Charleston aims to give you an honest glimpse into what this lively experience offers. While we haven’t personally taken this tour, the details provided paint a picture of an engaging journey through Charleston’s spirited past, led by local guides with a passion for storytelling.
What we particularly like about this tour is how it combines history and cocktails—a recipe for a fun, memorable afternoon. The chance to sip on thoughtfully chosen drinks at historic bars while hearing gripping stories about prohibition and speakeasies adds a layer of authenticity many tours lack. Plus, the private group setting promises a cozy, personalized experience.
One potential consideration is the duration—a two-hour window that may leave some craving more time to soak in the details. Also, since drinks are included in the price, you’ll want to pace yourself!
This tour is ideal for history buffs, cocktail enthusiasts, or anyone wanting a relaxed, storytelling-driven outing in Charleston. If you love combining education with entertainment—and a splash of spirits—this tour could be a highlight of your trip.
- Key Points
- An In-Depth Look at the Prohibition & True Crime Tour
- The Itinerary: A Sip Through Charleston’s Past
- What Makes the Experience Special?
- The Drinks: More Than Just a Snack
- Group Size and Atmosphere
- Why This Tour Delivers on Value
- The Balance of History and Fun
- Considerations and Tips
- Who Will Love This Tour?
- The Sum Up
- Frequently Asked Questions
- The Best Of Charleston!
- More City Tours in Charleston
- More Tours in Charleston
- More Tour Reviews in Charleston
Key Points
- Authentic Charleston experience with local guides sharing insider stories
- Includes multiple cocktails at historic downtown locations
- Focused on prohibition and speakeasy history, making it both fun and educational
- Private tour format offers a personalized touch with just your group
- Convenient location starting at 188 Market St and a manageable 2-hour duration
- Free cancellation provides peace of mind if your plans change
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An In-Depth Look at the Prohibition & True Crime Tour
When considering a tour that blends history, storytelling, and cocktails, the Prohibition & True Crime Tour by Cocktail City Tours in Charleston stands out as a lively, engaging option. We’ll walk you through what makes this experience worth considering—and where you might want to temper expectations.
You can also read our reviews of more city tours in Charleston
The Itinerary: A Sip Through Charleston’s Past
Your journey begins at 188 Market Street, right in the heart of Charleston’s historic downtown. The start time is 3:00 pm, making it an ideal afternoon activity that won’t interfere with your evening plans. The tour lasts approximately two hours, during which you’ll visit a minimum of three distinguished downtown locations.
Each stop is designed not only for the drinks but also for the stories—and these aren’t just tales of alcohol. Expect riveting accounts of prohibition, the rise of speakeasies, and the true crime stories that add a darker, more intriguing layer to Charleston’s history.
Stop 1: Downtown Charleston
The first location sets the tone—an historic bar or venue, steeped in character and history. Here, you’ll enjoy your first included cocktail and start hearing the stories of illegal bars operating during prohibition. Guides typically share trivia that bring the era to life, making this a fun way to learn about Charleston’s role in the speakeasy scene.
Stops 2 and 3: Historic Bars with Stories
The tour will take you to at least two more well-chosen spots, each offering a different angle on the city’s boozy past. The guides’ knowledgeable commentary makes these moments more than just drinks—they’re windows into a time when Charleston’s underground bars thrived amid lawlessness.
What Makes the Experience Special?
The true strength of this tour is the expert guides—local Charleston natives who know how to weave stories that entertain and educate. According to reviews, guides are praised for their knowledge and storytelling ability, making the experience feel both authentic and engaging. One reviewer said, “The guides made the stories come alive, and the cocktails were excellent.”
The Drinks: More Than Just a Snack
Since drinks are included in the ticket price ($115 per person), this tour offers good value, especially considering the quality and historic significance of the venues. Expect to sample well-crafted cocktails that tie into the theme—perhaps a classic gin or whiskey drink, or a prohibition-era concoction. Remember, pacing is important because you’ll be consuming multiple drinks in a relatively short span.
Group Size and Atmosphere
Because this is a private tour, your group will be small—ideal for those who prefer a more intimate, relaxed atmosphere. This setup allows the guides to tailor their storytelling and makes for lively, personal conversations. The tour is suitable for most travelers, including those with service animals, and is conveniently located near public transportation.
Why This Tour Delivers on Value

At $115, this tour offers a lot in terms of entertainment, education, and an authentic local experience. The inclusion of drinks, private setting, and expert guides all add to the perceived value. For travelers interested in history and spirits, this experience offers a snapshot of Charleston’s lively past with a modern twist.
The Balance of History and Fun
While some tours lean heavily on historical facts, this one emphasizes storytelling—making it easier for most travelers to follow along and enjoy. The tales of prohibition, crime, and speakeasies are told with humor and flair, making the two hours pass quickly.
Considerations and Tips
- Since the tour is booked 9 days in advance on average, it’s wise to reserve early if you’re set on specific dates.
- It’s a walkable tour, but be prepared for some standing and walking between locations.
- Pacing yourself is key; with included drinks, you may want to plan your evening afterward if you prefer to stay sober.
- The free cancellation policy adds flexibility should your plans change.
Who Will Love This Tour?

This experience suits history buffs, cocktail lovers, and curious travelers who enjoy stories more than just sightseeing. It’s perfect for small groups or couples looking for an intimate, memorable outing. If you’re interested in Charleston’s past—especially its darker, secretive side—this tour brings that era vividly to life.
The Sum Up

The Prohibition & True Crime Tour by Cocktail City Tours offers a compelling blend of history, storytelling, and cocktails. Led by knowledgeable guides, you’ll visit historic venues while absorbing tales of Charleston’s underground bar scene and notorious crimes.
This experience is excellent value for those who appreciate a personalized, story-driven tour with included drinks. It provides a relaxed, entertaining way to get acquainted with Charleston’s colorful past without feeling rushed or overwhelmed.
While two hours might leave some craving more, it’s a compact, memorable snapshot that can spark further exploration of Charleston’s fascinating history. It’s especially suited for travelers looking for an authentic, locally-led experience that combines education with a good drink.
Cocktail City Tours Prohibition & True Crime Tours
Frequently Asked Questions

Is this tour suitable for children or teenagers?
This tour is geared toward adults—thanks to the inclusion of alcohol and themes related to prohibition and crime. It’s best suited for travelers aged 21 and over.
How many stops are included?
You will visit at least three distinguished downtown Charleston locations, each offering a cocktail and stories about the era.
Are the drinks included in the ticket price?
Yes, your ticket includes multiple cocktails, making it a good value for the experience.
What is the tour starting point?
The tour begins at 188 Market St, Charleston, SC 29401, with a start time of 3:00 pm.
How long does the tour last?
Approximately two hours, providing a comfortably paced experience with enough time for storytelling and sampling.
Can service animals join the tour?
Yes, service animals are allowed, making this accessible for travelers with disabilities.
Is this a private tour?
Yes, it’s a private activity, so only your group will participate, adding a personal touch.
How far in advance should I book?
Most travelers book about 9 days in advance, so early reservation is recommended.
What is the cancellation policy?
You can cancel for free up to 24 hours before the start, receiving a full refund.
In all, whether you’re a history aficionado, a cocktail enthusiast, or simply looking for a distinctive way to explore Charleston, this tour offers a well-balanced mix of education, entertainment, and local flavor—served up with a shot of history.

























