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304 North Cardinal St.
Dorchester Center, MA 02124

Explore Charleston’s pirate and ghost stories on this 2-hour guided walking tour, visiting cemeteries, the old prison, and the Pink House with expert guides.

The Charleston: Pirates and Ghosts Guided Walking Tour offers a captivating journey through one of South Carolina’s most historic cities. Priced at an accessible rate and lasting 2 hours, this tour provides a detailed look at Charleston’s notorious pirates, haunted sites, and significant landmarks. The tour departs from a central meeting point near the waterfront, making it easy to access for visitors staying downtown.
Led by knowledgeable guides, this experience is perfect for those interested in history, legends, and spooky tales. It covers approximately 1 mile of walking, with stops at cemeteries, historic buildings, and former pirate haunts. While most reviews highlight high praise for the guides’ storytelling skills, some mention that the tour’s length and stories may feel limited compared to other cities’ offerings.
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The tour begins under the awning in front of Charleston Tours & Activities on a street corner near coordinates 32.77971649169922, -79.92733001708984. Guides typically arrive 15 minutes early to check in guests, so arriving 10 minutes early helps ensure a smooth start. The walk is designed to be accessible for most, though it’s not suitable for those with mobility impairments.
This central location makes it convenient for travelers to join after exploring nearby attractions or accommodations. The meeting point is close to the bustling King Street area, perfect for continuing your day with more sightseeing or dining.

This tour focuses on pirate battles, haunted cemeteries, and historic prisons, giving a vivid picture of Charleston’s infamous past. Stops at old pirate bars and the old prison reveal stories of Blackbeard and other legendary pirates who once roamed these streets. You also visit the Pink House, a building known for its spooky reputation and historical significance.
The tour culminates at the Old City Jail, just two blocks from King Street, where many ghost stories are rooted. This combination of pirates and ghosts makes the experience appealing to those wanting a thrilling mix of history and mystery.

The Pineapple Fountain south of Broad Street is one of the tour’s picturesque stops, offering scenic views of Charleston harbor. Here, the guide shares tales of pirate battles that took place nearby, adding context to the waterfront scenery.
The Old Exchange Building stands out for its connection to Charleston’s colonial history and ghost stories. It provides a tangible link to the city’s past, with stories of hauntings and historic events that occurred within its walls.
The Pink House is another highlight, recognized for its distinctive color and long history of ghostly sightings. The guide explains its role in local legends, adding a layer of intrigue to the tour.
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The old prison housed many pirates and other notable figures, making it a key stop for maritime and criminal history. The guide discusses the prison’s history and its reputation for paranormal activity, which is a favorite among ghost story enthusiasts.
Throughout the walk, the tour passes by haunted cemeteries, where stories of restless spirits and spooky encounters are shared. These sites provide a chilling sense of Charleston’s haunted reputation and historical depth.
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Guides such as Jeff, Shea Washbourne, Jackson, and others are praised for their knowledge and engaging storytelling. Reviews highlight their wit, ability to answer questions, and their capacity to make history lively and accessible. The guides’ expertise often enhances the experience, making the stories more vivid and memorable.
However, some reviews note that the storytelling varies in richness, with a few feeling the tour’s content was lighter than expected and shorter than similar tours in other cities like New Orleans or Edinburgh.
Guests are advised to wear comfortable shoes and clothes, as the tour covers about 1 mile of walking. The tour occurs rain or shine, so suitable attire is recommended. Since the tour is designed for most visitors, it isn’t suited for individuals with mobility impairments.
Booking with the option to cancel up to 24 hours in advance offers flexibility, and reservations can be made without payment upfront, allowing adjustments for travel plans.

While this walking tour emphasizes pirates and ghosts, it differs from other tours like the Old Town Trolley or horse-drawn carriage tours, which focus more broadly on Charleston’s historic districts and architecture. The inclusion of haunted cemeteries and the old prison provides a more mysterious and darker perspective on the city’s history.
Compared to tours at cities like New Orleans or Edinburgh, some reviews suggest this tour may have a shorter duration and fewer stories, but the focus on locally specific legends offers a more focused experience for fans of ghost stories and pirate lore.

This 2-hour guided walking experience provides an engaging look into Charleston’s pirate legends and haunted sites. The knowledgeable guides and scenic stops make it well-suited for history buffs and those intrigued by Charleston’s darker past.
While not the longest or most story-rich tour available, it offers a compact, entertaining, and educational glimpse into the city’s notorious pirates and spooky legends. It’s particularly appealing for visitors who want a more atmospheric experience that combines history and mystery seamlessly.
If your interest lies in Charleston’s maritime past, ghost stories, and iconic landmarks like the Pink House and Old Exchange Building, this tour is a solid choice. Just remember to arrive prepared for the walking and outdoor conditions.
What is the duration of the tour?
The tour lasts 2 hours and covers about 1 mile of walking.
Where does the tour start?
It begins under the awning in front of Charleston Tours & Activities at the specified coordinates, near central Charleston.
Is the tour suitable for all ages?
It is generally suitable for most visitors, but not recommended for those with mobility impairments.
What should I bring?
Comfortable shoes and clothes are advised because of the walking involved, and the tour proceeds rain or shine.
Can I cancel the tour reservation?
Yes, free cancellation is available if canceled up to 24 hours before the scheduled start.
How knowledgeable are the guides?
Guides such as Jeff, Shea, and Jackson are praised for their expertise and engaging storytelling, making the experience enjoyable and educational.