Tours and Tickets

Charleston Historical Walking Tour: Pirates, Patriots, and More provided by Pineapple Tour Group

Charleston Historical Walking Tour: Pirates, Patriots, and More

Charleston Historical Walking Tour: Pirates, Patriots, and More
5
Book in advance
from
$35.00
per adult
Reserve now & pay later: Save your spot free of charge with flexible booking.
Recommended by 100% of travelers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Tour snapshot
Duration:
1h 30m
Taking Covid-19 safety measures
Group size:
20
Ticket type:
Mobile
Free cancellation
About
Know before you go
  • Duration: 1h 30m
  • Mobile tickets accepted
  • Instant confirmation
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Available languages
English
What to expect
Know before you go
  • Duration: 1h 30m
  • Mobile tickets accepted
  • Instant confirmation
Available languages
English
Cancellation policy
  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.
What to expect
Need help booking?
Call the number below and use the product code: 64269P2
Important information
Inclusions
  • 90-minute Walking Tour of Historic Charleston
  • Professional Guide
  • See some of the Charleston sites that can only be accessed on foot
  • Learn about bawdy taverns & pirates, heroic patriots, antebellum architecture, Civil War and More
Exclusions
  • Gratuities
Duration
1h 30m
Departure details
  • 1 Vendue Range, Charleston, SC 29401, USA Departure Point: Tours will depart from the Circular Fountain in Waterfront Park Address: Waterfront Park 1 Vendue Range Charleston, SC 29401
Additional information
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Travelers should have a moderate physical fitness level
  • Child rate applies only when sharing with 2 paying adults
  • Children must be accompanied by an adult
  • Operates in all weather conditions, please dress appropriately
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 20 travelers
Inclusions
  • 90-minute Walking Tour of Historic Charleston
  • Professional Guide
  • See some of the Charleston sites that can only be accessed on foot
  • Learn about bawdy taverns & pirates, heroic patriots, antebellum architecture, Civil War and More
Exclusions
  • Gratuities
Departure details
  • 1 Vendue Range, Charleston, SC 29401, USA Departure Point: Tours will depart from the Circular Fountain in Waterfront Park Address: Waterfront Park 1 Vendue Range Charleston, SC 29401
Duration
1h 30m
Return details
  • Returns to original departure point
Additional information
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Travelers should have a moderate physical fitness level
  • Child rate applies only when sharing with 2 paying adults
  • Children must be accompanied by an adult
  • Operates in all weather conditions, please dress appropriately
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 20 travelers
Travel safe during COVID-19
What you can expect during your visit
  • Guides required to regularly wash hands
  • Face masks required for travelers in public areas
  • Hand sanitizer available to travelers and staff
What you can expect during your visit
  • Guides required to regularly wash hands
  • Face masks required for travelers in public areas
  • Hand sanitizer available to travelers and staff
  • Social distancing enforced throughout experience
  • Face masks provided for travelers
  • Face masks required for guides in public areas
Itinerary
  • You'll start at
    1 Vendue Range
    1 Vendue Range, Charleston, SC 29401, USA
    Departure Point: Tours will depart from the Circular Fountain in Waterfront Park Address: Waterfront Park 1 Vendue Range Charleston, SC 29401
    See address & details
  • Pass by
    Nathaniel Russell House
    Old Exchange & Provost Dungeon
    Joe Riley Waterfront Park
    Rainbow Row
    Battery & White Point Gardens
    Pineapple Tour Group
  • You'll return to the starting point
+
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
15 reviews
Excellent
15
Very good
0
Average
0
Poor
0
Terrible
0

Rebecca F
Cleveland, OH17 contributions
This was the perfect walking to where for our family! Our children are ages 10, 10, 12, and 13. Neal was our tour guide and he was incredibly well educated, having his Master’s degree in Hisrory, and also talked of personal and heartfelt stories about history, heritage, and family. We learned so much about the rich history of the city in an engaging and easily walkable way. Highly recommend this tour if your visiting Charleston or Folly Beach and want a little history insight as well!
Written June 18, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

C937MHnancyc
Lexington, KY9 contributions
Really enjoyed this walking trip through Old Charleston. Our guide was a several-generation Charlestonian and extremely knowledgeable about the history of the city. He was able to answer all of our questions and we learned quite a bit about Charleston and its colorful history. My husband is somewhat of a history buff, so he engaged him in some lively conversations. I would HIGHLY, HIGHLY recommend this and any tour with Pineapple Tours!
Written April 11, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Goat F
4 contributions
Couples
Do yourself a favor, stop reading tons a reviews, and book this tour! My husband and I did this tour, and it was seriously fantastic. Benjamin was our guide, and not only was he incredibly knowledgeable, but he was so funny and very charming. He is a birn amdcraised local, which in my opinion added so much expertise to the trip.The tour covered a large span of Charleston history-really bringing the city to life. It was the perfect day tour to kick start our trip.
Written April 23, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Suzie
Phoenix, AZ5 contributions
Our tour guide, Amy, was the best part of our trip to Charleston. On Wednesday, we arrived in Charleston and walked around the historic district. We saw a lot of beautiful houses, figured out where Fort Sumter was, and walked through Battery Park. What was missing was "how did all of this get here." We booked our Thursday tour, and were so lucky to get Amy as our guide. She had an incredible knowledge of the history of the 350 year history of the city. We never would have known the difficulties of the first settlers, the wall around the initial city, why there is a "French Quarter," why some streets are labelled "wharf" (even though they are solid ground), and so many other fascinating historical facts. And her knowledge of the history of so many of the beautiful homes (such as their "Barbados" connection, why the porches are on the south, etc.), the churches (why there are so many religious denominations, and the types of architecture), and how the streets were constructed, really explained the city to us. Her tour is not to be missed. It is just exceptional.
Written April 30, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

oliviajdpb
New York City, NY56 contributions
This tour was ABSOLUTELY FANTASTIC. Don't bother looking at other groups; just confidently choose Pineapple Tour Group.

Our family of four plus a baby was extremely pleased with our walking tour with owner Benjamin. It was just us (such a bonus!) and we had an amazing time.

We were hesitant to do a walking tour of Charleston as we were concerned that the information given would gloss over or tread in euphemisms when it comes to Charleston's inextricable link to the slave trade and that history. Benjamin addressed this frequently and head on, and we truly appreciated that.

He was charismatic, super funny, and had an informed answer to EVERY question. Plants? He could identify them. Architecture? He knew it. History? Boom, here's the answer.

We learned so much and had a lot of fun. He was very accommodating to a more leisurely walking pace as we were navigating a stroller over the uneven streets, gave us great lunch recommendations, and was all in all just really fantastic.

I would happily book this tour again if I visited the city with other friends and frankly, I almost hate to leave such a good review because I want to company to stay slightly under the radar so we don't have to go with one of the big groups we kept passing!

10/10!
Written June 9, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Don C
2 contributions
Couples
We had a great experience with our guide Todd, he was very informative and entertaining. We particularly liked that he took us to out of the way spots and included a lot of information about the darker side of the city’s history you don’t see in the history books. We had a great time.
Written February 7, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Thank you so much! Todd is one of our all-stars! He's a great guide and awesome historian. I'm very glad to hear that you enjoyed the tour! Have a safe trip home!
Written February 7, 2020
This response is the subjective opinion of the management representative and not of TripAdvisor LLC. Tripadvisor performs checks on reviews.

Jane P
3 contributions
Friends
We were lucky enough to get Benjamin, the owner for our tour. He was awesome! Incredibly informative but delivered with a great sense of humor. The tour was just the right length walking through the oldest parts of Charleston. Really got a feel through sights, sounds and scents as we walked. We learned so much about the history through some great stories (ask about George Washington’s dance card)! I would highly recommend this tour and this company!
Written May 17, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Joanna W
New York City, NY3 contributions
My friend and I had a fantastic time on our tour with Todd. His knowledge of Charleston, and honestly history in general was incredible. He was very personable, and it was a delight to spend the hour and a half with him. I would HIGHLY recommend this to anyone interested to learn about Charleston!
Written March 23, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.

Raeleen F
1 contribution
Friends
Thanks Ben for your Tour around Charleston! Having it be my first time in the city it was great to learn more and you made it such a fun experience with all your knowledge! Can really tell you love everything about Charleston and enjoyed sharing the facts!

Would highly recommend Pineapple Tour Group, we did the walking tour and fun to see up close some of the sites as well as the amazing historic buildings in the city!
Written May 29, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Thank you Raeleen! I'm so glad that you enjoyed! Thank you for taking the time to write such a nice note. I really appreciate the recommendation, and for coming out on a walk with me! Have a safe trip back home!
Written May 29, 2018
This response is the subjective opinion of the management representative and not of TripAdvisor LLC. Tripadvisor performs checks on reviews.

Lauren H
2 contributions
Friends
If you've never been to Charleston, this is the perfect way to introduce yourself to the city! A great mix of history, culture, architecture and fun facts! We also had a person who lives in Charleston in our group who said they also learned new things about their city. The tour lasted about 1 1/2 hours which was just perfect in my opinion, as I was thinking about getting a cold beverage right at the end of the tour!

Our tour guide was knowledgable and friendly, and also able to answer all of our groups questions. We took a private walking tour, which I would highly recommend if you have a group of 6 or more.

Thank you Ben & Pineapple Tour Group!
Written May 28, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Thanks Lauren! I had so much fun with you ladies! I really appreciate you all coming out on a walk around town with me. I agree, walking tours are a great way to introduce yourself to Charleston. It's definitely the best way so view the smaller streets and alleys around the historic district! Thank you again and have a safe trip back home!
Written May 29, 2018
This response is the subjective opinion of the management representative and not of TripAdvisor LLC. Tripadvisor performs checks on reviews.

Showing results 1-10 of 15
About the operator

Don’t take it from us – here’s what people have to say about this operator.

By: Pineapple Tour Group
Hhess2
Hhess2
00
Charleston Tour
We had an incredible experience with Pineapple Tour Group and our tour guide Nate! This was the BEST tour that we h
BillT-Venice
BillT-Venice
00
A Great Tour of Historic Charleston, SC
This is a wonderful overview of the historic city of Charleston. Our driver, Smitty, was incredibly knowledgeable
nancymR4962MR
nancymR4962MR
00
Fabulous tour
A 90 minute tour seemed much quicker! Neal was an amazing and informative guide. He had so much history to share.
lovesdogs101
lovesdogs101
00
Great Historical Charleston City Tour
Very good overview of historical Charleston. Our tour guide “ Smitty” outstanding. Definitely recommended
Kawena2015
Kawena2015
00
Charleston tour
Rodney introduced himself with a brief summary of who he is and was engaging and knowledgeable in his presentation
j2chitown
j2chitown
00
Amazing tour as well as guide.
It was a wonderful educational tour. The rich history of Charleston was presented eloquently thru the passion that
Passenger640106
Passenger640106
00
Charleston Walking Tour
Great information and enthusiasm from our guide, Neal. We were 7 adults and 2 children, touring in 100 degree weath
Fronick
Fronick
00
Charleston SC tour
Ron was very knowledgeable and friendly. He packed alot of history in a short time and made it entertaining.
ginad2562022
ginad2562022
00
Bus tour of Charleston
We were a group of 9 on the Pineapple bus tour of Charleston. We all loved it!!! Our guide was so very knowledgeab
RobinK2506
RobinK2506
00
A loving and real portrait of a super city
What a super tour! Smitty was engaging, knowledgeable and delightful. He wove a story around the history of Charles
O200OQscottb
O200OQscottb
00
Great tour, nice gardens, but no grand house; also confusing to navigate the grounds.
The tour bus, and our driver Smitty, were excellent. The tour was very convenient and a good value. Lunch was gre
camillelT2882TT
camillelT2882TT
00
Learning the city in the rain
By far the best part of the tour was the bus driver. It was raining cats and dogs and she made the best of it. So m
Jennifer S
Jennifer S
00
Comfortable way to see and enjoy beautiful Charleston while learning at every turn!
So incredibly glad I took this tour. Smitty was intentionally engaging while still safely driving the bus😂We had g
helenvQ6548YX
helenvQ6548YX
00
Great Bus Tour
My friend and I took the tour today. I have to say it was fantastic. The guide was very knowledgeable and the i
dianebC1824CZ
dianebC1824CZ
00
Rodney was GREAT!
We took an afternoon tour and it was GREAT! Rodney was our driver and guide and was a wealth of information and ve
Frequently Asked Questions about Charleston Historical Walking Tour: Pirates, Patriots, and More

Charleston Historical Walking Tour: Pirates, Patriots, and More will start at 10:15 AM. Discover and book Charleston Historical Walking Tour: Pirates, Patriots, and More on Tripadvisor


Charleston Historical Walking Tour: Pirates, Patriots, and More price starts from $35.00. Discover and book Charleston Historical Walking Tour: Pirates, Patriots, and More on Tripadvisor

Charleston Historical Walking Tour: Pirates, Patriots, and More cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Charleston Historical Walking Tour: Pirates, Patriots, and More on Tripadvisor