Guided by Timothy Trouche, an eighth-generation Charleston native and third generation Charleston tour guide, you will learn the unique history of the pirates who plagued Charles Town in its early days, the many patriots who defended the city over the last three centuries and how prohibition shaped the way of life in Charleston in the early 20th century.
Share in Tim’s hometown knowledge of the city’s rich history while enjoying charming views of the Charleston harbor, cobblestone streets, buildings and monuments that date as far back as the late 1600s.
*Please note that this is not a ghost tour but does cover some historical discussion that may not be appropriate for children under the age of 13.
Tour Options
Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston
Itinerary
Admission not included10 min
Travelers will meet under the tree next to the Old Exchange and Provost Dungeon at the corner of East Bay Street and Gillon Street.
Admission is not included in the price of this tour as we do not go inside the Old Exchange & Provost Dungeon. It is closed at the time of this tour.
10 min
The tour will pass by the pineapple fountain at Joe Riley Waterfront park with glimpses of Fort Sumter and the USS Yorktown out in the Charleston harbor.
Admission not included10 min
The Circular Congregational Church has the oldest graveyard in Charleston with monuments dating back to 1695.
Admission not included10 min
The Powder Magazine is oldest public building in South Carolina. It was built to defend the city against the French, Spanish and Pirates.
Admission is not included in the price of this tour as we do not go inside the Powder Magazine. It is closed at the time of this tour.
10 min
Washington Park is a military memorial park focused on the American Revolution and Civil War.
Admission not included10 min
Blind Tiger Pub was a speakeasy during Prohibition.
Highlights
One-hour Walking Tour of Historic Charleston
Professional Native Charlestonian Tour Guide
What's included
Included
One-hour Walking Tour of Historic Charleston
Professional Native Charlestonian Tour Guide
Not included
Gratuities
Parking Fees
Traveller Ratings
5.0
8 reviews
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Important Information
Service animals allowed
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Not suitable for travelers with mobility issues
Frequently asked questions
How long does this tour take?
Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston lasts about 1h–1h 30min. The itinerary has 6 stops.
How much does this tour cost?
Prices start at $75 per person for this Charleston experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Can I cancel this tour for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is The tour will begin at the Old Exchange and Provost Dungeon. Please meet your guide under the tree at the corner of Gillon and East Bay Streets.. Hotel pickup is not part of this experience.
What languages is this tour offered in?
The experience is available in EN.
Is this a private or a group tour?
It is a private experience: only your party takes part. Up to 10 travellers can book together.
Is the tour wheelchair accessible?
Not suitable for travelers with mobility issues
Will my booking be confirmed immediately?
Confirmation is sent by the operator within 24 hours of booking.
Reviews(8)
L
Laurie_E
November 10, 2025
This was a great tour,...
This was a great tour, even at night. Our guide was a veritable font of information and very enthusiastic about his subject. A daylight tour would allow you to see more of the details but it was interesting seeing things lit up at night too. This is a great tour for history buffs.
Operator response
I’m so glad you enjoyed the tour! It was a beautiful evening for a stroll and I hope you will tour with us again. I do have daytime tours that can cover more area as the city limits where we can go at night.
C
Craig
January 1, 2024
Great tour
Super knowledgeable guide! Great stories and context for the city. History and folklore. Recommend it.
Operator response
Thank you so much for your review! I especially enjoy evening tours with excellent guest!
D
davemZ817JF
October 20, 2023
Amazing tour, packed with tons of history.
Timothy is an AMAZING tour guide. This was one of the best things that we have done on our Charleston trip. He was packed full of so much information, and historical information that was new to us, and not heard anywhere else. I would totally recommend him and his tour. It was completely worth it.
Y
Y7513RXmattg
September 2, 2023
Perfect Charleston Tour!
What a wonderful tour! Our tour guide was incredibly knowledgeable and made its a great experience for us! We cannot recommend highly enough!
J
joepulitzer
February 25, 2023
Excellent Tour
Timothy provides a very thorough tour with a lot of energy. He knows the details on every building and historical site, and enjoys questions. Great tour guide.
D
Dan_P
December 16, 2022
Great Informative Tour
Very informative tour. Timothy was very knowledgeable and provided lots of history on Charleston. Timothy is very passionate about Charleston and giving tours and that passion comes through.
J
Jennifer_Y
August 19, 2022
Perfect Evening
Timothy was passionate about his city and very knowledgeable about both the history of the city and its context within US history. Make sure that you tell him if you are British ;) The evening tour is limited by city regulation to the wharf/French Quarter areas, so do not expect to see “South of Broad” homes. Timothy adjusted the tour to accommodate our 8:00 dinner reservation at Poogan’s Porch and it was a lovely taste of Charleston for our short stay.
2 people found this helpful
V
V2034QOmargaretk
June 27, 2022
Great tour!
Amazing tour! Tim has such a vast knowledge of history. I was lucky to go on the first run of the Pirates, Patriots & Prohibition tour and it did not disappoint. So many beautiful sights and being in the evening, it was a great way to beat the summer heat!
1 people found this helpful
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