Private Evening Walking Tour of Charleston: Pirates, Patriots & Prohibition
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Explore Charleston’s fascinating history on the Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston. Led by Timothy Trouche, an eighth-generation Charleston native and third-generation tour guide, you'll uncover stories of notorious pirates who once threatened the city, the patriots who fought to defend it, and how Prohibition transformed Charleston’s social scene in the early 20th century.
As you stroll through the charming streets, enjoy stunning views of Charleston harbor, historic cobblestone roads, and iconic buildings dating back to the late 1600s. Timothy’s local insights bring the city’s rich past to life, making this tour both educational and engaging.
Please note, this isn’t a ghost tour. Some historical discussions may not be suitable for children under 13, but the stories are sure to captivate history buffs of all ages.
Frequently asked questions
How long is the tour?
The tour lasts between 1 to 1.5 hours.
What language is the tour conducted in?
The tour is conducted in English.
What is the group size?
Up to 10 people.
Is this tour suitable for children?
It’s recommended for ages 13 and up due to some historical content that may not be appropriate for younger children.
Are there any physical requirements?
Participants should have at least a moderate level of physical fitness.
What’s included in the tour?
A private, one-hour walking tour of historic Charleston with a professional native guide.
Free cancellation
Cancel at least 24 hours before your scheduled start for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1 hour – 1.5 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- One-hour private walking tour of historic Charleston
- Professional native Charlestonian tour guide
Not included
- Gratuities
- Parking fees
Itinerary
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Stop 1
Meet under the tree next to the Old Exchange and Provost Dungeon at the corner of East Bay Street and Gillon Street. Note: The Old Exchange & Provost Dungeon is closed during this tour, so no inside visits.
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Stop 2
Pass by the pineapple fountain at Joe Riley Waterfront Park, with views of Fort Sumter and the USS Yorktown in Charleston harbor.
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Stop 3
Visit the Circular Congregational Church, home to Charleston’s oldest graveyard with monuments dating back to 1695.
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Stop 4
See the Powder Magazine, South Carolina’s oldest public building, built to defend against pirates, the French, and Spanish. Note: Inside visits are not included, as it is closed during the tour.
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Stop 5
Walk through Washington Park, a memorial dedicated to the American Revolution and Civil War.
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Stop 6
End at the Blind Tiger Pub, a historic speakeasy from the Prohibition era.
Meeting point & pickup
Meet at the starting point
The tour begins at the Old Exchange and Provost Dungeon. Please meet your guide under the tree at the corner of Gillon and East Bay Streets.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled start for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of the tour
- Tour may be canceled due to bad weather or insufficient bookings
Confirmation within 24 hours
The supplier reviews your request and usually confirms within 24 hours.
From $75.00 per person
- Free cancellation
- Secure checkout with our booking partner
