
Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 8 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston worth booking?
Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston is a 1-hour experience in Charleston, United States, from $75 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 8 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- 5/5 (8)
- Duration
- 1 hours
- From
- $75 per person
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
What you get
About this experience
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.
What's included
Included
- One-hour Walking Tour of Historic Charleston
- Professional Native Charlestonian Tour Guide
Not included
- Gratuities
- Parking fees
What you'll see and do
Old Exchange & Provost Dungeon
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 minutes here · Admission not included
Charleston Waterfront Park
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.
10 minutes here
Circular Congregational Church
The Circular Congregational Church has the oldest graveyard in Charleston with monuments dating back to 1695.
10 minutes here · Admission not included
The Powder Magazine
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 minutes here · Admission not included
Washington Square
Washington Park is a military memorial park focused on the American Revolution and Civil War.
10 minutes here
Blind Tiger Pub was a speakeasy during Prohibition.
10 minutes here · Admission not included
Where it starts and ends
Meeting point
Charleston
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
No pickup: everyone meets at the start point.
Ends at
The tour will end outside the Blind Tiger Pub.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Wed, Thu, Fri, Sat
- Group size
- Up to 10 travelers per booking
- Operated by
- Heart Of Charleston Walking Tours
Know before you go
- 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
Photos






What travelers are saying
Outty’s summary of the themes that recur across 8 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
7 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
8 verified traveler reviews for Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston. Ratings and reviews provided by Viator and Tripadvisor.
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.
Response from the operator: 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.
via Viator
Great tour
Super knowledgeable guide! Great stories and context for the city. History and folklore. Recommend it.
Response from the operator: Thank you so much for your review! I especially enjoy evening tours with excellent guest!
via Viator
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.
via Tripadvisor
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!
via Tripadvisor
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.
via Tripadvisor
Good to know
- Duration
- 1 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Wed, Thu, Fri, Sat
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 3
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Charleston.
How much does Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston cost?
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Prices start at $75 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Charleston usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston take?
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Plan for about 1 hour from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Charleston is not rushed.
Is Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston worth it?
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It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 8 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Charleston, and how flexible the cancellation terms are.
Can I cancel or reschedule Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 1-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Charleston can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Charleston and add a light layer if any part of the 1-hour experience runs outdoors or after sunset.
Where does Pirates, Patriots & Prohibition - Private Evening Walking Tour of Charleston start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Charleston within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Charleston?
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Charleston's best experiences are small: house museum tours with an architectural historian, Gullah heritage walks, harbour sails at sunset and Lowcountry food crawls through the market district. Plantation day trips vary enormously in how honestly they handle the history, and our ranking factors that in directly. On Outty we rank every Charleston experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Historic Charleston Guided Sightseeing Walking Tour, Charleston historical walking tour with a Professor of History at The Citadel, Charleston Eco Boat Cruise with stop at Morris Island Lighthouse. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Charleston?
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March to May and September to November, the two mild shoulder windows. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Charleston?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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