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

Price

$25 per ticket

Time

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  Our guide Jonathan was informed, entertaining, and passionate. While I was aware of some of the women he spoke about, I learned about a few new ones. Stories were great.

    JoanZ071
    March 15, 2020

    star rating  Jon was a great tour guide. He knew all the details along our walk and answered all of our questions very thoroughly. It was so informative and interesting. I cannot... read more

    Kelli B
    July 1, 2019

    star rating  I recently joined Jonathan on his Badass Broads tour. The experience was incredible. Jonathan’s wealth of knowledge about the city and its history paired with his innate story-telling abilities brought... read more

    Mallie S
    July 14, 2021

    star rating  What a great way to end our 2 day visit in Charleston. What a passionate yet very knowledgeable guide Jonathan was. You can tell this is... read more

    O6985VElisad
    February 27, 2020
  • star rating  Johnathan provided my family from out of town one of the best experiences they've had in Charleston! My nephew - who is young, most have asked 100 questions, Johnathan was... read more

    mswhitt07
    April 17, 2020

    star rating  My wife and I have lived in Charleston for almost 2 years now and have wanted to do a walking tour since day 1. With our hectic schedules we always... read more

    hookdizzle
    January 3, 2020

    star rating  On thanksgiving Day, Jonathan took myself and about 14 friends on a tour through Charleston. I have lived here for two years and have never done a walking tour before.... read more

    670meagang
    December 6, 2019

    star rating  You won't find any other tours in Charleston like this one. I ended up being the only person on the tour, yet Jonathan gave it his all to make the... read more

    Mermbase
    June 5, 2021
  • star rating  Jonathan is incredible. He talks about these stories with care and passion. He’s extremely knowledgeable and is telling different and important stories that should be heard. Everyone should take this... read more

    kylie393
    February 25, 2020

    star rating  Our guide Jonathan was awesome, very knowledgeable, fun and enjoyed engaging with our group. He is passionate about Charleston and loves talking about the many badass broads throughout Charlestons... read more

    j-m0jo
    February 16, 2021

    star rating  This was an amazing tour! Jonathan is very knowledgeable and entertaining!!! The 2 hours flew by. I would highly recommend JWalk tours!

    wvugirl8889
    February 27, 2021

    star rating  This was the best tour I’ve taken. John is so personable and engaging. The walk was a perfect blend of history and entertainment. He loves what he does and it’s... read more

    ellisdea
    January 23, 2020
  • star rating  We have been to Charleston many times doing many historic tours. This was/is hands down the best we have ever done. We learned the most and enjoyed this tour so... read more

    666russellt
    March 15, 2020

    star rating  Jonathan's knowledge and passion for Charleston's history is simply amazing. We laughed, we cried and downright enjoyed every minute of the walk. He spent two hours with us because couldn't... read more

    groovopolis
    September 23, 2019

    star rating  Jonathan is incredibly informative, personable and energetic! His knowledge of the Charleston history is so extensive and he is a natural teacher! He makes history fun! He also is so... read more

    thwright
    October 26, 2019

    star rating  There's so much to do in Charleston and often with little time - this was time and money very well spent. This tour is a must do for your trip... read more

    Benzi J
    August 9, 2021
  • star rating  I went on this tour with four of my friends (all college-aged). Our tour guide, Will, was super knowledgable and made the tour very interesting! You can tell he really... read more

    piscionierej
    November 21, 2019

    star rating  We thoroughly enjoyed "Badass Broads of Charleston" and discovering the history of Charleston through fascinating stories of amazing women. Jonathan is a stellar tour guide, and great storyteller. ... read more

    TomR1917
    April 8, 2021

    star rating  I enjoyed the story-telling nature of this tour! It felt like we were walking through time learning about architecture, culture, art, war and famous lives from the beginnings of Charleston... read more

    merrillf2021
    March 28, 2021

    star rating  Jonathan led me and a group of friends on a most interesting and informative walking tour of Charleston. His knowledge of all things Charleston is beyond impressive and his... read more

    Ellenbur
    November 20, 2019
  • star rating  I took my wife and mother on a tour for a Mother’s Day adventure with Jonathan. We all have been on numerous tours in Charleston in the past, but yet... read more

    Jonathan B
    June 10, 2021

    star rating  Jonathan was so knowledgeable and passionate about the history and stories he shared on this tour. He was charismatic, fun and a pleasure to walk with! He showed... read more

    Tracy A
    October 18, 2019

    star rating  Our grown son and I just completed this tour with guide, Jonathan Green. He was hands down the best tour guide we have ever experienced. He is extremely knowledgeable about... read more

    cberg312
    March 14, 2020

    star rating  Our group of 7 from Ohio joined our guide Jonathan today for a walking tour to learn about some badass women who through determination, grit, perseverance, and passion, helped change... read more

    Bindy G
    November 14, 2019
  • star rating  This was not a typical, generic tour of Charleston- it was WAY better! By far, the most interesting and informative, mixed with some humor, story telling of one of the... read more

    Jen M
    June 7, 2021

    star rating  My husband and I took have taken walking tours in Italy, Chicago and New Orleans. None were as informative and engaging as the time we spent with Jonathan walking in... read more

    ontheroadalot_9
    March 10, 2020

    star rating  Excellent tour. Jonathan is a great storyteller and extremely knowledgeable. He was flexible in that he tailored his tour to us. We told him we had already done... read more

    annehbraun
    November 6, 2019

    star rating  Our tour was on Christmas Day and it was the best present I have ever opened! Jon is a bottomless wealth of information, facts, and obscure details which made the... read more

    890carolf
    January 11, 2020
  • star rating  I took my wife and mother on a tour for a Mother’s Day adventure with Jonathan. We all have been on numerous tours in Charleston in the past, but yet... read more

    jonathandb77
    June 11, 2021

    star rating  Just a great tour with history I've yet to learn( can always learn MORE) and a guide that made it all the more fun.

    Mhetterman
    May 4, 2021

    star rating  Highly recommended ! Very informative and interesting. This is well worth doing and will give a better understanding of the city

    605rickim
    December 29, 2020

    star rating  We loved taking the Badass Broads tour. Jonathan Green did a fabulous job of keeping our interest at every turn and showcasing his knowledge and appreciation of all the strong... read more

    katiebS5844JL
    April 26, 2021
  • star rating  Jonathon was phenomenal! I felt like I traveled back in time listening to him tell stories of Robert Smalls and other famous historians. Highly recommend this tour! Fantastic!!!

    littlealliebailey
    October 20, 2019

    star rating  The tourguide Jonathan was fabulous! Great personality and generous in answering questions with a wealth of historical spellbinding storytelling! We couldn’t have had a better time and the... read more

    PaulaR1661
    June 7, 2021

    star rating  I have lived in the Charleston area for almost one year. I’ve been on many carriage, walking and culinary tours. This was by far the most fun and the most... read more

    407cathleenh
    June 25, 2019

    star rating  We have been to Charleston many times and have been on tours but nothing compared to the Badass Broads walking tour by JWalk Tours. Johnathan, the owner,does a great... read more

    Bbarron49
    March 9, 2021
  • star rating  John was an incredibly knowledgeable and charming host. His approach to the history of the city was mostly focused on key stories/figures, which was very engaging. Also, as... read more

    Jeffm928
    June 1, 2021

    star rating  We had a great time! Plenty of stops and knowledge shared. Felt like a group of friends on a walk around a fascinating city. Awesome!

    O622PHstephent
    March 13, 2021

    star rating  This is a must-book option in Charleston. Locals and tourists alike will enjoy this amazing tour. The tour guide is incredibly knowledgeable and a wonderful story teller that will keep... read more

    Tifyane
    July 12, 2021

    star rating  My boyfriend and I booked a tour through Jwalk tours and it was such a memorable experience. Jonathan has a unique way of taking you back into time and his... read more

    darthamay10
    October 23, 2019

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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

Email

jonathan@jwalktours.com

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