Chicora Walk: An American History Tour

Chicora Walk: A Historical Tour of Charleston

The Chicora Walk has been selected by TripAdviser users for a 2021 Traveler's Choice award - Best of the Best. Almost every guest has told us that we have created the best walking history tour in Charleston. On our walk through one of the oldest cities in America, we will explore the tapestry of American history. Established in 1670, Charleston grew to become one of the nation’s leading ports and was an especially important for trade and military defense in the South. In fact, by 1750 Charleston was the largest and wealthiest city south of Philadelphia.

Our guides love to pull you into the narrative of Charleston's rich and fascinating history. From its wealth and opulence to the many disasters that fell upon this great city. We also explore its place in the darkest parts of American history and humanity. As a city abound with generations of opportunity, people of great diversity came from near and far to participate in the building of one of the early melting pots in America. Charlestonians built enduring structures; houses, churches, businesses and forts all with their own stories to tell. These streets and structures have been walked by presidents and foreign dignitaries, generals and soldiers, slaves and slave traders, and pirates and merchants. You will feel a part of the celebrations held for visiting presidents to the devastating fires, earthquake, hurricanes along with attacks by foreign invaders, pirates and eventually Union armies that were defended against.

Let's Take a Walk

"History is a mighty drama, enacted upon the theatre of times, with suns for lamps and eternity for a background.”
Thomas Carlyle

Trip Advisor Traveler's Choice 2021 Best of the Best

Plan Your Tour


$32 per ticket


Starts 10AM Daily,
Duration 2 Hours

Starting Point

Bitty & Beau's
159 Church St.
Charleston, SC

We had an amazing time! Have not stopped talking about it and all of the stories we learned. You have such a gift of story telling and your passion and knowledge of the city make your tours amazing!! - Jennifer P. (Florida)

The Badass Broads tour is truly badass. Jonathan' knowledge and passion for Charleston's history is simply amazing. We laughed, we cried and enjoyed every minute of it. - Warren G. (Texas)

“Chicora” are the fresh coastal breezes that add to Charleston’s charm and natural beauty. Legend has it that during a particularly deadly outbreak of disease the natives suggested that their foreign neighbors move down to the peninsula where the healing, “chicora” breezes would restore their health. It may be that these breezes also limited the population of mosquitos that were vectoring their ailments and so the settlers indeed found improved health. They probably found other things such as fertile soil and other resources that made it an ideal place to build give rise to Charleston, South Carolina. 

Tour of the Tour

St. Philip’s Episcopal Church

  • Oldest congregation in Charleston
  • John C. Calhoun, 2 time VP buried here
  • Christopher Gadsen, William Rhett, Charles Pinckney and Edward Rutledge buried here
  • Four degree tilt due to earthquake of 1886
Oldest congregation in Charleston, John C. Calhoun, 2 time VP buried here, Christopher Gadsen, William Rhett, Charles Pinckney and Edward Rutledge buried here, Four-degree tilt due to earthquake of 1886

Dock Street Theater

  • First building in America to be used for theatrical performances
  • Destroyed in Great Fire of 1740
  • Reopened as Planter’s Hotel in 1809
  • Planter’s punch invented here
  • Reopened in 1937 as a theater
  • Reopened in 2010 as a theater
Dock Street Theater

French Huguenot Church

  • Also known as the Church of the Tides

Chalmers Street

  • One of 8 remaining cobblestone streets in Charleston

The Pink House

  • 2nd oldest house in Charleston

Ryan’s Mart

  • 40 to 50 slave markets
  • This is the only one that is still standing
  • Currently a museum
  • 40% of all slaves brought to this country came in through the port of Charleston
  • Here we discuss this part of our city’s history
Ryan's Mart

8 ½ State Street

  • Discuss different architectural features and why Charleston is one of the most well-preserved cities in America

Old Exchange

  • Built in 1771
  • It is the last building built with British money
  • This was a gift from the British
  • August 1776, the Declaration of Independence was read to the citizens of Charleston from these steps
  • In 1788, the Constitution was ratified by South Carolina in this building
  • In 1791, President Washington visited and a three-day ball was held for him where he danced with over 250 women
Old Exchange

Rainbow Row

  • Originally merchants’ homes
  • Shops were on the first floor and the merchant’s families lived on the second and third floors
  • Was rehabbed in the 1930’s
  • Painted these colors to celebrate our connection with Barbados
Rainbow Row

Robert Smalls

  • Born into slavery
  • Was sent to Charleston and became a wheelman in the harbor
  • Assigned to the CSS Planter
  • Stole the ship and turned it over to the Union
  • He became a Captain in the Union Army
  • Returned to Beaufort after the War and bought the plantation that he was born on
  • Served one term in the South Carolina General Assembly and five terms in the US House of Representatives
Robert Smalls

Stoll’s Alley

  • We will see several great examples of ironwork made by Philip Simmons
  • Philip Simmons was one of the most well-known blacksmiths in America

Let's Take a Walk

  • star rating  Thank you so much Jonathan! We had such an amazing time with you and your knowledge and celebration of some pretty badass women of Charleston was inspiring and wonderful to... read more

    May 19, 2022

    star rating  Highly recommend Jonathan with JWalk Tours, who we got as a result of this booking! Very good presentation on his part and interesting sites and facts!

    May 15, 2022

    star rating  Jon Green was the best tour guide we have had in many tours we’ve done in Charleston over the years. His passion and knowledge for the Badass Women of Charleston... read more

    May 14, 2022

    star rating  Jonathan made this tour excellent. Highly recommend this tour over any of the other tours offered throughout Charleston. If we had more time, we would’ve signed up for his Bad... read more

    May 12, 2022
  • star rating  A fantastic tour and history of the badass women of Charleston SC. The tour guide is one of the best in Charleston.

    May 12, 2022

    star rating  Most enjoyable tour we have taken filled with fascinating historical facts by a passionate, knowledgeable guide. Jonathan mesmerized us with his skillful storytellings. Highly recommend him.

    Katerina F
    May 5, 2022

    star rating  Jonathan was engaging with thorough knowledge of Charleston's history and architecture. He was respectful of the past and a big fan of Charleston's now.

    May 5, 2022

    star rating  Jonathan was extremely knowledgeable about Charleston history and was very engaging when telling stories about the city’s past. He didn’t gloss over the more shameful parts of Charleston’s history... read more

    May 4, 2022
  • star rating  Jonathan was an excellent guide!! I learned so much today ... along with getting to know Charleston better. His knowledge was impressive and so entertaining! If you're not taking this... read more

    Cindy D
    April 28, 2022

    star rating  Johnathan took us on an enchanting walk through Charleston, sharing interesting facts and captivating stories. Highly recommend this 2-hour trek.

    April 26, 2022

    star rating  What a great tour! This is a must do while your in Charleston!! We learned about some amazing women! I would have to say this was my favorite... read more

    April 24, 2022

    star rating  If you want a great introduction to Charleston or want to understand the history of the city then this tour is for you. This was our first time to Charleston... read more

    April 19, 2022
  • star rating  Amazing walking tour! A must do for any fan of history who wants to get the whole picture. The women covered in the story go from the precolonial to the... read more

    April 15, 2022

    star rating  Although we had a family emergency and couldn't participate in the walking tour I felt it was important to let you know that the guide contacted us when we didn't... read more

    April 13, 2022

    star rating  My friend Wendy & I took the Badass Broads tour with Jonathan Green today. We had a private tour & it exceeded expectations (which was no easy feat as I’d... read more

    April 11, 2022

    star rating  Our tour guide, Johnathan Green, was excellent. He was very informative and made the walking tour one of our best experiences in Charleston. His passion about the city and its... read more

    April 7, 2022
  • star rating  In 1663, following his Restoration to the British throne, King Charles II granted the chartered Province of Carolina to Edward Hyde, Earl of Clarendon, and to seven other British... read more

    April 7, 2022

    star rating  Amazing tour of Charleston today! Jonathan is knowledgeable, personable, engaging and entertaining! 2 hours went by in the blink of an eye. We could have followed him around all day,... read more

    April 6, 2022

    star rating  One of the best tours I’ve ever taken. John was incredibly knowledgeable and a great story teller. His vignettes were fascinating, and I learned an amazing amount of history and... read more

    April 5, 2022

    star rating  Jonathan was a fabulous tour guide. I have done 4 walking tours of Charleston, and this one was at the top and most unique. My girlfriends and I ended up... read more

    April 5, 2022
  • star rating  What an amazing tour! Jonathan was funny, informative, and kept us entertained on the entire 2 hour tour. Walked away feeling like I really had a better understanding of Charleston... read more

    April 2, 2022

    star rating  We were referred to JWalk as the most knowledgeable walking tour in Charleston We were not disappointed. Jonathan was both personable and knowledgeable my wife and I had a... read more

    Pete B
    April 2, 2022

    star rating  I enjoyed this tour. Jonathan was knowledgeable and engaging. We saw much of the historic district and learned about the religious, political, architectural and social history of Charleston--which is exactly... read more

    Andrew Y
    March 29, 2022

    star rating  This tour was absolutely amazing! It was the perfect addition to our Charleston trip, as we were able to learn so much history (aka herstory) and see beautiful parts of... read more

    March 27, 2022
  • star rating  Informative, entertaining and picturesque. A great way to learn about such a beautiful city AND get my steps in!! Definitely would recommend. Thanks Jonathan!!

    March 23, 2022

    star rating  Absolutely spectacular! What better way to be introduced to this city than through the notorious and vivacious lives of Charleston's most bodacious women! Jonathan navigated our family expertly down the... read more

    March 22, 2022

    star rating  Wow! This experience was beyond spectacular. Me and my family were looking for a tour of Charleston, and our hotel recommended this company, and it did not disappoint. Our... read more

    March 20, 2022

    star rating  Jonathan was very informative without being boring!
    Great sense of humor! He really loves Charleston and it makes the tour so personal!

    Sueanne A
    March 16, 2022
  • star rating  My father and I attended the Badass Broads of Charleston walking tour, and it was excellent. It was interesting to learn the stories of women that aren't taught in... read more

    March 13, 2022

    star rating  Jonathan Green tells stories about history in a way that brings history alive. His perspective on historical context makes the stories about Charleston entertaining and meaningful. The tour... read more

    March 10, 2022

    star rating  We had a wonderful tour with Jonathan Green. He is very knowledgeable and we Learned so much about Charleston. Looking forward to coming back and doing another tour with him.

    March 8, 2022

    star rating  Loved our walking tour with Jonathan Green in Charleston! He brought each and every location ALIVE with History. I didn’t like history in high school and did poorly... read more

    March 8, 2022
  • star rating  This was a great walking tour! We had great weather and Jonathan did a wonderful job of bringing Charleston history to life for us. He was articulate and he spoke... read more

    March 2, 2022

    star rating  Jonathon led us on the Chicora tour highlighting architecture and social history, and unsung heroines and heroes of Charleston. Sensitive and insightful the tour explored judge Julius Waring and... read more

    March 1, 2022

    star rating  This tour was a total pleasure. It's not always easy to listen to someone talk for two hours, but Jonathan really brought his stories to life with detail, humor, and... read more

    February 27, 2022

    star rating  This was a great tour! Lots of interesting historical facts highlighted through the lens of badass women. It was a cool take on history. The walk was well paced and... read more

    February 23, 2022
  • star rating  This tour was so amazing and inspiring to learn about the amazing women of our history! Me and my boyfriend went the other day and loved every second of it!... read more

    February 5, 2022

    star rating  This tour was so amazing and inspiring to learn about the amazing women of our history! Me and my boyfriend went the other day and loved every second of it!... read more

    Hannah S
    February 1, 2022

    star rating  Had a fantastic walking tour with Jonathan! He’s so passionate and knowledgeable about Charleston. He’s a great story teller— he’s able to be lively and fun, but also speaks with... read more

    Caitlin H
    February 1, 2022

    star rating  This was a great tour! Lots of interesting historical facts highlighted through the lens of badass women. It was a cool take on history. The walk was well paced and... read more

    Amanda T
    February 1, 2022

JWalk Tours

Let's Take a Walk

Visit Charleston, SC and take a walk with us! " Walking the streets of Charleston, one of the oldest cities in America, is walking through an important part of the tapestry of American history.

Contact Info
Questions + Booking Group and Private Tours

+1 843-608-1911


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