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Discover Charleston’s haunted past with a lively pirate guide on a 2.5-hour walking tour, combining ghost stories, historic sites, and local bars.
When it comes to exploring Charleston, South Carolina, most visitors are drawn to its charming historic district, cobblestone streets, and waterfront views. But if you’re curious about the city’s spooky side, the Haunted Booze and Boos Walking Tour offers a spirited twist. Led by a charismatic pirate guide, this 2.5-hour adventure combines ghost stories, historic landmarks, and visits to local bars, making it a fun and slightly eerie way to experience Charleston after dark.
What we love about this tour is how it seamlessly blends history, humor, and haunting tales. The lively storytelling makes it more than just a ghost story session—it’s an immersive experience that captures Charleston’s layered past. Plus, the tour’s small-group size ensures a more personal, engaging experience. One thing to keep in mind: it’s not wheelchair accessible, and it involves a fair amount of walking, so it’s best suited for those with moderate mobility. This experience is perfect for history buffs, lovers of ghost stories, or anyone wanting a unique way to enjoy Charleston’s vibrant nightlife.


The start point is outside Henry’s, a familiar Charleston spot, where you’ll check in with your guide. As the tour begins, expect a lively introduction from your pirate guide—someone who’s as entertaining as they are knowledgeable. This blend of fun and fact makes the ghost stories more engaging, especially when told by someone in full pirate costume, adding a splash of theatrical flair.
Over the next two and a half hours, you’ll stroll through the historic streets, stopping at some of Charleston’s most well-known sites. The Powder Magazine, built in 1713, is a highlight. This historic structure once stored gunpowder and now stands as a testament to Charleston’s early military history. Your guide will share stories of its ghostly inhabitants and strange occurrences that supposedly still happen there.
The Charleston City Market is another key stop. Beyond its bustling vendors and colorful history, it’s reputed to be haunted by spirits connected to its long past. Here, you might hear stories of restless ghosts lingering among the stalls, adding a supernatural layer to your shopping experience.
Washington Square, with its elegant statues and historic significance, is also woven into the tour narrative. As you walk, your guide will recount tales of ghostly sightings, spectral footsteps, and haunted legends passed down through generations. These stories, mixed with Charleston’s spine-tingling history, create a compelling atmosphere that elevates a typical city walk.
Throughout the tour, you’ll visit historic bars—customarily local favorites that have stood the test of time. While drinks are at your own expense, the opportunity to sip cocktails amid ghostly tales makes the experience feel like a step back into Charleston’s haunted nightlife. Guests have remarked that the storytelling style is engaging and humorous, making even the spookiest stories entertaining rather than frightening.
The small group setting means you can ask questions, get tailored stories, and truly enjoy the experience without feeling lost in a crowd. Several reviews highlight how this personal touch enhances the tour, making it feel more like a shared adventure with friends than a scripted performance.
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Compared to other Charleston tours, this experience combines history, storytelling, and local nightlife into one package. You get a glimpse of the city’s haunted past, a chance to explore iconic landmarks, and a fun, social atmosphere—all within a reasonable 2.5-hour window.
While cocktails are not included, the chance to sample Charleston’s drinks at your leisure adds flexibility. The cost reflects the personalized nature of the tour, and many reviewers say that the lively guide’s storytelling makes it well worth the price.
The duration is just right for an evening activity, and the limited group size ensures you won’t feel rushed or lost in the crowd. It’s an ideal choice for travelers seeking a memorable, entertaining way to experience Charleston’s nighttime charm.

Your journey begins outside Henry’s, where your guide will be waiting. It’s best to arrive a few minutes early, as the tour starts promptly. The coordinate provided (32.781185, -79.928833) makes it easy to find the exact spot.
More Great Tours NearbyThe walking route covers several key sites, giving you a sense of Charleston’s layered past. The Powder Magazine is a highlight, offering a glimpse into early 18th-century military life. The stories of its ghosts and eerie happenings add a supernatural twist to the history.
Next, you’ll visit the Charleston City Market, a lively hub with a long history. The stories of hauntings among the vendors and visitors make it a lively stop—literally—and add a sense of mystery to the bustling market atmosphere.
Washington Square, with its elegant architecture and statues, provides a beautiful setting for ghostly tales. Your guide will share legends of spirits seen or heard wandering the square long after dark.
The tour includes visits to some of Charleston’s historic bars. Here, your guide will recount local legends of hauntings, spirits, and ghostly visitors. While you can purchase drinks to enjoy during the storytelling, the focus remains on the stories and history. Many participants enjoy the relaxed atmosphere, as it makes the ghost stories more vivid and fun.
The tour concludes near the starting point or a nearby location, giving you the option to continue exploring Charleston’s nightlife or head back to your accommodation. The experience encourages a relaxed pace, with plenty of opportunities for questions and photo stops.


This tour is best suited for travelers who enjoy history, ghost stories, and lively guides. It’s a fantastic option for those seeking a relaxed, social evening experience in Charleston. However, it’s not ideal for travelers with mobility challenges or those under 21, due to physical and legal restrictions.
People who love a good story—whether spooky or humorous—will find this tour especially entertaining. If you’re after a typical sightseeing experience, this tour’s focus on ghostly legends and local bars might be a bit specialized, but for those interested in a spooky, spirited night, it’s a winner.
Is the tour suitable for children?
No, since all guests must be 21+ with valid ID, this tour is only for adults. It’s designed for a mature audience, especially due to alcohol-related context.
How long does the tour last?
The tour lasts approximately 2.5 hours, making it a manageable evening activity.
Are drinks included?
No, cocktails are at your own expense, but the tour visits historic bars where you can purchase drinks during the experience.
Is the tour accessible for people with mobility issues?
No, the experience is not wheelchair accessible and involves walking on uneven, cobblestone streets.
What should I bring?
Comfortable shoes, ID, and possibly a small flashlight if you want to see details in darker areas.
What kind of stories will I hear?
You’ll hear stories of hauntings, ghostly legends, and supernatural tales associated with historic sites and old Charleston buildings.
What if it rains?
Light rain shouldn’t be a problem, but heavy rain might require rescheduling or bringing appropriate rain gear.
Can I cancel if I change my plans?
Yes, you can cancel up to 24 hours in advance for a full refund. The booking process allows flexibility.
The Charleston Haunted Booze and Boos Walking Tour offers a lively, engaging way to explore the city’s haunted side. It’s well-suited for those who enjoy storytelling, a touch of history, and a night out with a twist of the supernatural. The small-group atmosphere and charismatic guide ensure you’ll get a personalized experience that’s both fun and informative.
While it’s not a typical sightseeing tour, it adds a memorable layer to your Charleston visit—perfect after a day of exploring historic sites or as a unique start to an evening out. Whether you’re a ghost-story enthusiast or just looking for an entertaining way to discover Charleston’s nightlife, this tour delivers a spirited adventure.
In summary, if you’re after a relaxed, fun, and slightly spooky evening that combines history, local legends, and lively storytelling, this tour is worth considering. Just remember to wear comfortable shoes and come ready for a night of tales and spirits—both ghostly and human alike.
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