Chicora Walk: An American History Tour

Chicora Walk: A Historical Tour of Charleston

Walking the streets of Charleston, one of the oldest cities in America, is walking through an important part of 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.

On our walk together, you’ll become part of a city with a rich and fascinating story to tell. From its wealth and opulence to the many disasters that fell upon our great city and we'll also discuss its participation in the darkest parts of American history and humanity. Like any city with opportunity, people of great diversity came from near and far to participate in the building of one of the early melting pots in America. They 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

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

  •   This was our first visit to Charleston and had limited time to enjoy our vacation . We wanted to spend our time wisely and Jon escorted us through the city... read more

    Mike S
    10/24/2019

      This tour is hands down THE BEST in Charleston and very family friendly! Our tour guide Jonathan was so nice and had so much information on the History of the... read more

    Shanshalala
    1/23/2020

      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
    6/25/2019

      Me and a co worker really enjoyed the tour. Our guide’s knowledge was amazing and also his passion for history made it more interesting!

    Companion745824
    3/31/2020
  •   My mom (visiting from California) and I had the best time walking with Jonathan! He was very informative, and the historical stories he told were detailed and captivating. I feel... read more

    951shelbic
    12/02/2019

      We had a great tour today with Jonathan! I highly recommend taking one of his tours He is extremely knowledgeable and answers all your questions. We got to learn... read more

    P1411YOamyb
    10/10/2019

      Jonathan was a fantastic and passionate wealth of information about the badass women in Charleston's history. He spoke directly from the heart about women who achieved incredible things despite the... read more

    Tyler H
    10/23/2019

      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
    10/20/2019
  •   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
    7/01/2019

      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
    10/23/2019

      Jonathon was an amazing and informative tour guide. He has a shining personality that really brings the HER-story of Charleston to life. If you’re looking for something more exciting than... read more

    Koreindian
    11/19/2019

      No matter how you look at our history here in the united states, we've always had many events that have been apart of history but would never get the recognition... read more

    frontline2020
    1/09/2020
  •   I have been a tour guide for 4 years and this one of the best tours and experiences I’ve had in Charleston. John not only provides amazing and interesting “herstory”... read more

    52elliottc
    2/04/2020

      I would highly recommend this walking tour to anyone visiting Charleston. Tour guide John was knowledgeable, informative & fun!

    stevegK8243WF
    1/15/2020

      Jon truly knows and cares about the history of this beautiful town. Not only does he understand the basic background, he is a true historian and researches the facts in... read more

    Sally V
    7/04/2019

      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
    2/25/2020
  •   Jonathan is a very knowledgeable guide to learn about Charleston’s history. He covered all of the history: good, bad, and ugly! He was very personable and answered questions along our... read more

    648parisw
    6/20/2020

      Jonathan our tour guide was so passionate about this tour. He was interesting, so knowledgeable and answer all question about this amazing city. He has a great sense of humor... read more

    Skip A
    2/23/2020

      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
    1/03/2020

      Our tour with Jon and JWalk Tours was amazing. We learned so much about the history and city of Charleston. Jon was very knowledgeable and was able to keep our... read more

    jpete123
    8/05/2019
  •   This tour was incredible! My boyfriend and I are locals, and learned more than we ever did in school about the history of our very own city. Jonathan is very... read more

    lopolston
    8/23/2020

      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
    11/20/2019

      We had an excellent, informative walk with Jonathan. He knows his Charleston history and his love for the city and it’s unique place in both the Revolutionary and Civil War... read more

    sharon w
    10/04/2019

      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
    2/27/2020
  •   Loved, loved, loved it! So much more interesting than most. We learned the history behind the history and went at our pace. I would recommend to anyone.

    lalasueb2004
    9/22/2020

      I visited with my wife and 2 daughters (15 and 17) and we were all hanging on every word. many cool things you won’t see or hear about on other... read more

    4daughtersstillsane
    2/17/2020

      Jonathan is fantastic! He is very knowledgeable, friendly and will answer any questions you have. My boyfriend and I learned things we never knew about Charleston I definitely got the... read more

    MaureenC1354
    1/20/2020

      My friend and I traveled to Charleston from Philadelphia to do some sightseeing, and this tour did NOT disappoint! From history to herstory, we really enjoyed our knowledgeable Charleston College... read more

    johnsoner94
    2/09/2020
  •   Excellent walking tour! Jonathan had a great personality and plenty of historical stories (great story teller). Very easy to approach and ask questions. I am looking forward to the next... read more

    Bob B
    11/06/2019

      Jonathan has really researched his information. He is knowledgeable and well spoken. He is thoughtful and considerate, not only for his tour group, but also for the property owners.... read more

    Oma3612
    3/10/2020

      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
    3/10/2020

      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
    11/06/2019
  •   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
    10/18/2019

      The Badass Broads tour was worth it! We did it on Thanksgiving and had Mark all to ourselves. He was extremely interesting, easy to follow, walked at a great pace,... read more

    anj0ug
    12/10/2019

      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
    9/23/2019

      I took the Chicora Walk Tour- it was great. So much good information, including honest history of heavier subjects and uplifting stories about the people and the city. Time well... read more

    J2633RXbarbarab
    2/11/2020
  •   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
    10/26/2019

      Johnathan is an excellent guide...extremely knowledgeable and entertaining!! His love for his city is evident and contagious. By far the best of 3 tours l took while in Charleston.

    Bernadine M
    11/04/2019

      This tour was great! Learned about history we did not previously know about. The tour guide was very knowledgable about everything.

    rebeccavF3417JK
    12/15/2019

      This review is long overdue and bad on me. It was Christmas Day and Jonathan took my aunt and me on an incredible journey through the quiet streets of... read more

    passport_required007
    3/22/2020

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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
General Tour Booking Phone

+1 843-974-8632

Group and Private Tours

+1 843-608-1911

Email

jonathan@jwalktours.com

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