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Charleston Pirate tours

Our most recommended Charleston Pirate tours

Charleston Terrors: The Ghosts of Pirates and Patriots Past

1. Charleston Terrors: The Ghosts of Pirates and Patriots Past

Explore the most haunted places in Charleston on this guided walking tour. The tour offers a raw look at the festering underworld of the jewel of South Carolina. You will experience Charleston’s truly horrifying history; like the waters of the Cooper River, history runs deep and dark around here. From pirates, native Americans, and a host of invading nations, this old shipping town is full of conflict, disease, and the finest hauntings west of the Mississippi.  This unique collection of captivating and unnerving historical stories reveals what makes Charleston one of the most compelling haunted locations on the East coast.

Charleston: Historical Walking Tour with Storytelling

2. Charleston: Historical Walking Tour with Storytelling

Stroll through Charleston’s oldest neighborhood on a guided walking tour, led by an expert guide. Learn about the women and men – both pirates and patriots – who first founded the city, as you discover its highlights. The tour begins in front of the Old Exchange and Provost Dungeon, one of Charleston’s oldest and most historical buildings. Continue down East Bay Street, passing Rainbow Row. See period mansions, and admire the views of Charleston Harbor and White Point Garden. Walk in the footsteps of pirates and their captors, as your guide tells you stories of looting and plundering. Wander the streets and alleys of Charleston’s South of Broad neighborhood. Learn about George Washington, Thomas Jefferson, and the founding of America. Head back to the starting point, passing the Four Corners of the Law and the shops and residences on Broad Street. Your experience includes entrance to both the Halsey Institute of Contemporary Art and Philip Simmons House.

Charleston: Patriots, Pirates, and History Walking Tour

3. Charleston: Patriots, Pirates, and History Walking Tour

Uncover over 350 years of history embedded in the streets of Charleston in the company of an expert guide. Join an insightful tour of the city center to discover the events that shaped the city we know today. Hear stories about slaves and pirates as you visit the sites they did. Meet your guide at The Battery, where Blackbeard captured and robbed nine ships during a week-long blockade. Begin your walk through historic homes and monuments, and snap a photo in front of Rainbow Row. Travel back to the 18th century, when the infamous Charleston pirate Anne Bonny ruled the seas. Stand at the gate of the only surviving slave auction house in South Carolina and delve into the history of William Washington, a lesser-known Revolutionary War hero. Along the way, come across the Charleston Wall and the Stede Bonnet Monument, where the “Gentleman Pirate” was executed.

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What people are saying about Charleston

Massey was a most excellent guide! We enjoyed this tour. Definitely get the extended tour as that was the best part. Wonderful way to mix history with the ghost aspect. Not a gimmicky tour which we appreciated.

The tour guide provided details you can’t learn from reading signs and scanning the web. We got a great deep dive into this city’s history and walked away with a deeper appreciation for Charleston.

We had a great time. Larry Gerald is very knowledgeable and quite the historian. He truly made our trip more complete. We could have spent another 2 hours with him,

This was one of the best walking tour we ever had. Guide was very knowledgeable. We learned so much about the history of Charleston.

Larry is amazing! Very knowledgeable and entertaining